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AI answers, agents, and AI-native rivals change which go-to-market motions still pay off. This page collects the analysis from every company record and the moves it suggests. It is analysis by Deepak Gupta, built on the sourced history in each record.

Still works, breaks, replaces it

CompanyStill worksBreaksWhat replaces it
Zoom
  • The invite loop. A meeting link still pulls non-users into the product, and AI search does nothing to replace that exposure.
  • Self-serve plus sales routed by deal size. Zoom's own Online business is still about 40% of revenue, with falling churn.
  • A time limit as the upgrade trigger is weaker when AI notes and summaries become the value, rather than the call itself.
  • Seat-based expansion weakens if AI slows headcount growth at customers, the same mechanism Zoom's 10-K blames for downsells.
  • AI included in paid plans to protect retention, with paid AI add-ons for expansion, which is Zoom's own move.
  • The shared artifact as the new invite: a summary sent to people who missed the meeting shows them the product the way an invite once did.
HubSpot
  • Owned media that reaches buyers away from search. HubSpot's YouTube and newsletter leads grew while blog traffic fell.
  • The partner channel, now about half of revenue.
  • Freemium with in-product upgrades, where free-to-Starter conversion is rising.
  • Blog SEO as the main lead source. HubSpot's CEO says SEO is no longer working as well as it did.
  • Generic top-of-funnel posts. When an AI answer settles the question, the click never happens.
  • Being cited inside AI answers. HubSpot says clicks from AI assistants convert better than organic search, a company claim.
  • Owned subscriber channels, often bought rather than built: HubSpot acquired The Hustle in 2021 and Mindstream in 2024.
  • Free AI tools as the new Website Grader. The 2025 10-K lists AI-powered tools among its lead sources.
Cursor
  • Product quality as the growth engine in a market where switching is cheap. Developers still hear about tools from peers, which AI answers weaken far less than they weaken search-driven content.
  • A paid-habit metric. When every use costs compute, a free user who never pays is a cost, not a lead.
  • Cheap switching cuts both ways. The same low switching cost that let Cursor take share from GitHub Copilot exposes it to Claude Code and Codex.
  • Flat seat pricing, when compute per user varies by orders of magnitude.
  • Included-usage plans with overage, plus team and enterprise contracts, where reported margins are positive.
  • A funded ambassador and meetup network in place of the founder posting that started the launch.
Salesforce
  • Selling into an installed base that already trusts you with its data. More than 60% of Salesforce's Q4 fiscal 2026 Agentforce and Data 360 bookings came from existing customers.
  • A partner marketplace. AgentExchange is the AppExchange model applied to agents, and owned events still stage each launch.
  • Seat-based pricing when the product does work people used to do. Salesforce moved agents off per-user pricing, and its 10-K admits limited experience pricing consumption contracts.
  • Website trials plus search ads as the lead engine are weaker when buyers ask an AI assistant for a shortlist instead of clicking ads. This is analysis, not a sourced fact.
  • Consumption pricing per action or outcome, with a contract that lets budget move between seats and credits, which is Salesforce's own Flex Agreement.
  • Forward Deployed Engineers embedded in customer teams, doing the job implementation partners and sales engineers did for CRM.
  • A labour narrative in place of No Software: digital labor and the Agentic Enterprise.
Atlassian
  • The self-serve land with a free edition and a transparent price. An AI agent can sign a team up to a free plan with no salesperson involved.
  • The Marketplace and partner model, as integration surfaces multiply. The FY2026 10-K lists integrations with Anthropic, Cursor, and OpenAI.
  • Seat-based expansion is exposed if AI agents do work that used to need more human seats. FY2026 growth still came from paid seat expansion and price increases.
  • Word of mouth and SEO as the top of the funnel weaken when AI answers replace search clicks, and the 10-K now lists AI-native development platforms and general-purpose AI assistants and agents as competitors.
  • AI bundled into paid editions, which is Atlassian's own move: Rovo at no additional cost for standard, premium, and enterprise customers, and Collections with pooled Rovo credits, so expansion can come from bundles and credits rather than seats alone. Whether credits replace seat growth is not shown in the filings.
Slack
  • The team-first self-serve start and the champion-led sales handoff. AI search does not change the fact that a team can sign up and invite colleagues with no sales contact.
  • Cross-company channels still pull outside parties in through an invite, which is not a search channel at all.
  • A message-history limit as the upgrade trigger is weaker when AI summaries and search are the value. Slack itself moved the free limit from a message count to 90 days, which makes the free tier a shorter trial rather than a permanent home.
  • Seat-based expansion weakens if AI agents do work that used to need more seats. This is analysis; no source here measures it for Slack.
  • Slack's own move inside Salesforce: positioned as the conversational interface where people and agents work together, with a built-in Slackbot agent.
  • For a new product, an agent that works across company boundaries: when one company's agent posts into a shared space, the other side sees the product working, the way a shared channel invite once showed it.
Figma
  • The shared link and the canvas as the place a team reviews work. Prompt-generated UI still needs somewhere designers, PMs and developers converge, which is Field's own argument.
  • Role-based expansion. AI credits added a second expansion lever on top of seats, and Figma reports customers expanding both seats and AI credit add-ons.
  • If code-generation agents produce working UI directly, the design file stops being a required step for developers, which would weaken the Dev Mode expansion path. This is analysis; no source here measures it.
  • User-driven seat upgrades, a classic bottom-up lever, were already replaced by admin approval in March 2025, so expansion now depends more on sales and admin decisions.
  • Distribution inside AI assistants and agents, not only browser links: Figma's apps in Claude and ChatGPT.
  • Consumption pricing through AI credits, which plays the role the next paid seat used to play.
Twilio
  • Developer entry through APIs and docs. AI coding assistants read documentation and code samples, so a well-structured docs site with runnable samples, which Twilio rebuilt in 2024, is still the front door for both people and tools.
  • Usage pricing still fits AI workloads whose volume scales with end users.
  • Developer evangelism as in-person persuasion matters less when an assistant picks the API for the developer.
  • The billboard's air cover weakens when a stakeholder asks an AI assistant, not a colleague, whether they have heard of a vendor.
  • Partnering with AI companies that build on its communications capabilities, which is Twilio's own move under Khozema Shipchandler, CEO since January 2024.
  • Being the default tool an AI agent calls: machine-readable docs, OpenAPI specs, copy-paste samples, and pricing an agent can reason about.
Datadog
  • One agent plus usage pricing. Revenue tracks infrastructure and data volume, AI workloads add both, and the FY2025 10-K credits an AI-native cohort with about seven points of Q4 growth.
  • The free trial and developer entry. Engineers still pick tools by trying them.
  • Usage pricing concentrates risk when a few AI-native customers drive growth and can optimize fast, which the FY2025 10-K flags.
  • Developer discovery through docs and search weakens when AI coding assistants choose and wire up instrumentation for the engineer.
  • Selling AI products into the same base, which is Datadog's own move: LLM Observability in 2024, Bits AI SRE in 2025, and Bits Agent Builder in 2026.
  • Deeper hyperscaler routes, such as the AWS agreement covering Marketplace availability and joint go-to-market.
  • Landing in the agent's toolchain instead of only with the developer: being the default integration an AI coding or SRE agent installs.
Snowflake
  • Consumption on capacity commitments. AI features are billed as more consumption on the same contract, and Snowflake credits them with new workloads and platform consumption, so AI expands accounts without a new purchase.
  • Cloud marketplaces. AWS Marketplace sales doubled in calendar 2025 to more than $2 billion.
  • Usage pricing is exposed when workloads get cheaper to run. Customer optimization already cut net revenue retention from 158% to 131% in fiscal 2024, and AI agents that write more efficient queries could do the same (analysis).
  • The warehouse label weakens as AI answers make the query layer less visible to buyers (analysis, unsourced).
  • Foundation model providers as a distribution channel. The $200 million Anthropic agreement set up a joint global go-to-market initiative, a role systems integrators once played for migrations (analysis on the comparison).
  • Partner-built agents on Snowflake Intelligence as the new equivalent of partner apps, which the FY2026 10-K describes as a way for customers to create data agents.
CrowdStrike
  • Named adversaries and original threat research. Analysis: AI answers lean on named, citable entities and primary data, so the vendor that names the actor owns the term people and AI systems repeat.
  • The single-agent module model. The latest releases tie new AI security products to the same Falcon platform and Flex commitments.
  • Analysis: inbound demand built on search engine marketing and content syndication is weaker when AI answers replace clicks. The company does not say this.
  • Analysis: per-module pricing is under pressure when AI agents do work that once justified a separate module, and Flex's swap-anytime design partly hedges that. The company does not say this.
  • Commitment-based platform licensing through Falcon Flex, plus marketplace purchase against pre-committed cloud spend such as a Microsoft Azure Consumption Commitment, in place of the module-by-module upsell conversation.
  • Securing AI as the new narrative: Kurtz calls it the largest market opportunity in the company's history. Analysis: the shift in narrative is sourced, its effect on pipeline is not.
Okta
  • Pre-built integrations sold through enterprise sales and partners. AI agents need access to the same apps, and Okta's 10-K describes Cross App Access, a standards-based protocol to govern AI agents and app-to-app connections.
  • Pricing on human identities, if AI slows customer headcount growth. The FY2026 10-K already names workforce reduction as a revenue risk, with net retention at 106%.
  • Identity for non-human identities and AI agents, which is Okta's filed bet through Okta for AI Agents and Auth0 for AI Agents, with its research report reframed around agent readiness.
  • Analysis: the expansion unit may shift from employees to agents and machine credentials, and an owned research report is a way to claim that category early. The sources do not say whether agent identities are priced separately.
Anthropic
  • Procurement through existing cloud agreements. Anthropic's Foundry and AWS paths both run on the customer's current billing and contracts.
  • A trust narrative aimed at enterprise and regulated buyers, which the CEO links directly to the enterprise focus. Anthropic is itself the AI-native vendor in most of its markets, so its motions show what works under AI conditions more than what AI breaks. This is analysis.
  • Flat consumer subscriptions under heavy use. Anthropic says consumer growth affected reliability and performance for free, Pro, Max, and Team users at peak hours, so capacity, not demand, limits how far a free tier can serve as a funnel.
  • Seat plus usage pricing at API rates in place of pure seats.
  • A funded partner network and a co-founded services company alongside a direct enterprise sales team.
  • First-party developer events alongside the API documentation channel.
Replit
  • A free tier as the top of the funnel, now for non-engineers instead of students.
  • A launch narrative that can be shown in a video still spreads.
  • Bottom-up enterprise adoption still beats top-down selling for a tool any employee can try.
  • The learn-to-code wedge. The CEO says the ability to make software is no longer dependent on the ability to learn to code.
  • Flat per-action pricing, once agents run for minutes or hours per request.
  • Model makers and better-funded rivals can ship similar agents (analysis).
  • Effort-based credits plus included free usage for everyday tasks.
  • The integrated platform (environment, database, deployment) as the layer non-engineers depend on (analysis).
  • Cloud marketplaces and SI partners for enterprise reach.
Wiz
  • Analysis: a proof of value on the customer's own data. An AI-generated shortlist can summarise vendor claims, but it cannot show a CISO the critical exposures in their own cloud.
  • Research-led brand. The CEO still lists Wiz Research findings as headline milestones of the acquisition year, and analysis suggests those disclosures are what answer engines cite when a new vulnerability breaks.
  • Analysis: feature-level differentiation in posture management narrows as AI agents and AI-native rivals generate scanning and triage quickly. Wiz's own direction points the same way, toward a trio of autonomous AI security agents.
  • Analysis: fear-free brand distinctiveness erodes once competitors copy the playful style.
  • Agents that act, such as remediation and SecOps agents, in place of dashboards that list findings, measured by outcomes like membership of the Zero Critical Club rather than alert counts.
  • Distribution through the acquirer and every hyperscaler marketplace at once, which the CEO describes as co-sell and marketplace purchasing across all clouds.
Dropbox
  • The share loop. A shared folder or link still exposes non-users with no ad spend, and Dropbox still reports over 90% of revenue from self-serve.
  • In-product prompts to an installed base, a distribution channel that AI search does not intercept (analysis).
  • Storage as the upgrade trigger and the referral currency. Dropbox itself calls its core file sync and share business matured, and extra gigabytes are worth less when storage comes bundled with suites and phones (analysis).
  • Search-ad demand for commodity tools, the FormSwift model, is exposed when AI answers replace clicks. That link is analysis, not a reason Dropbox filed.
  • An AI add-on sold to existing teams at an additional cost, and AI built into the core product, which is Dropbox's own move under co-CEO Ashraf Alkarmi from May 2026.
  • Referral rewards paid in usage credits, and shareable AI outputs as the new shared folder. Whether Dropbox measures this is not published (analysis).
Notion
  • Bottom-up adoption from personal to team use, because it does not depend on search clicks: a person who uses Notion at home still carries it into work.
  • Community and creator content that shows a real workspace travels through social feeds and video, which AI answers summarise but do not replace (analysis).
  • Owned events, now a regional Make with Notion series, still build trust with enterprise buyers (analysis).
  • Template discovery through search weakens when AI assistants can generate a starter workspace or answer setup questions directly (analysis).
  • Seat-only pricing, for agents that run autonomously, which is why Notion moved Custom Agents to credits.
  • Bundled AI raises the base price of the business tiers, which can slow the free-to-paid step that made B2C2B work (analysis).
  • AI built into the workspace and sold in the business tiers as the expansion lever, with more than half of ARR from AI-enabled customers.
  • Agents on usage credits for variable work, on top of an unchanged seat price.
  • A field organisation of solutions consultants and forward deployed engineers that sells solutions rather than building blocks.
Stripe
  • An API-first developer entry point. Stripe now meets developers inside AI coding tools with claimable sandboxes, and more than 100,000 have been created that way; AI coding tools favouring well-documented, testable APIs is analysis.
  • Usage pricing in the revenue path. Metronome, now in Stripe's revenue suite, powers usage-based billing for companies such as OpenAI, Anthropic, Confluent, and NVIDIA.
  • Developer word of mouth and docs search as the discovery channel, when an agent picks the provider and the developer never reads a comparison (analysis).
  • Long essays and books reach fewer builders directly when answers replace clicks, so their value shifts to being the source AI answers cite (analysis).
  • Default placement inside AI build tools, with sandboxes that become live accounts, as Stripe is doing with its claimable sandboxes.
  • Annual data letters that become citable statistics, and platform partnerships where the platform, not the developer, picks the provider (analysis).
Shopify
  • Taking a share of merchant volume. Merchant solutions are 76% of revenue and grow with merchants however they were acquired.
  • The partner economy, which still pays partners at scale: $1.3 billion in 2025.
  • A cheap self-serve start, now 3 days free and then $1 a month for three months.
  • Analysis: paid search as the main acquisition channel weakens when people ask an AI assistant how to start an online store and get an answer without clicking an ad. The 10-K itself flags dependence on visibility on third-party advertising platforms.
  • Analysis: long free trials matter less when an AI tool can build a working store in minutes, and Shopify has already shortened its trial.
  • App developers face AI tools that let merchants build their own solutions, a risk the 10-K names directly.
  • Shopify's own move is to put merchants inside AI channels: Agentic Storefronts for agent-assisted discovery and checkout across AI platforms, Sidekick, Catalog and Universal Commerce Protocol.
  • Analysis: the equivalent of the old paid-search funnel is being the default commerce layer AI agents check out through, so the volume share keeps growing even if signups arrive through AI answers. The filings do not say how merchants now find Shopify.
Gong
  • Proprietary aggregate data. Gong's own investors frame the advantage as the data and real-world context underneath the product, and analysis suggests original research from first-party data is one of the few content types answer engines cannot synthesise from public pages.
  • Owned events with customers on stage, such as Celebrate '26, which do not depend on search traffic (analysis).
  • Analysis: the blog-post route to that research weakens when an AI answer quotes the statistic without the click.
  • A category name built for 2019 loses meaning once every CRM vendor ships AI on calls, which shows in Gong's own two renames since 2025. Analysis: call transcription bundled by meeting platforms makes the call recorder label more damaging than it was.
  • Analysis: research published as citable, dated findings with methods stated, so AI answers attribute them.
  • Category language tied to an outcome the CRO owns, as in Gong's Revenue AI operating system positioning.
  • Buying paths inside platforms where enterprises already hold committed spend, such as Microsoft Marketplace against Azure Consumption Commitments.
Canva
  • The free editor and template engine, now pointed at AI assistants: Canva runs inside ChatGPT, Claude, Gemini, Perplexity and Copilot, and its COO calls LLMs top of the funnel acquisition platforms.
  • Word of mouth and shared designs, which travel between people rather than through search results (analysis).
  • A landing page per search term loses clicks when an AI answer produces the poster or deck itself, so the template page that was the moat in the Google era is easier to bypass (analysis).
  • Free seats for heavy AI generation cost more to serve than free seats for template editing, which strains the free tier and free classroom offer (analysis).
  • Connectors and an MCP server that return an editable, on-brand Canva design inside the assistant, so the conversation ends in Canva's editor.
  • Free professional tools, through Affinity, to reach the designers who set brand systems.
  • Deliberate work on appearing in LLM answers alongside SEO, which the COO describes as the same search-intent playbook Canva ran on Google.
MongoDB
  • The free tier and usage pricing. MongoDB still offers a free Atlas cluster with pay-as-you-go growth, which fits an AI-built prototype that needs a database (analysis).
  • Landing by workload. AI projects typically start as one application, which suits a land-and-expand motion (analysis).
  • Developer mindshare built through downloads, docs, and University courses is weaker when coding agents choose the stack for the developer (analysis).
  • The developer veto Ittycheria describes now partly sits with an agent's defaults, which no download count measures; no source here measures agent-driven database choice (analysis).
  • Meet the agent where it works: MongoDB launched an Atlas Managed MCP Server that connects coding agents to live Atlas data.
  • Own the AI retrieval layer: Voyage AI embeddings and marketing aimed at AI-native customers. Whether these change agent defaults is unsourced (analysis).
GitLab
  • Developer-first entry and open core. The FY2026 10-K still names bottom-up developer adoption as one of two entry points, and contributors added more than 6,500 merge requests in 2025.
  • Deployment choice for regulated buyers. Self-managed options remain GitLab's stated difference from GitHub for security and compliance requirements.
  • Pure seat-based expansion. Net retention fell from 130% in FY2024 to 118% in FY2026; the filings do not attribute this to AI, and the link to agents doing more of the work is analysis.
  • A free tier sized in users per group is a weaker gate when one user can run many agents (analysis).
  • Hybrid pricing, which is GitLab's own move: seats for the platform, GitLab Credits for agent usage, credits included in Premium and Ultimate, and Flex as one annual commitment.
  • In the agent era the buyer-based rule may become "who carries the risk of the agent's output", with governance, audit, and security features staying the paid line. This is analysis; GitLab does not state it.
Asana
  • The guest invite. Bringing outside collaborators into a project still exposes non-users, and the pricing page still offers unlimited free guests.
  • Team adoption as the sales signal. The FY2026 10-K keeps it at the center of the model, now feeding direct sales and channel partners.
  • Seat-based expansion is exposed if AI slows hiring at customers (analysis). Asana's own dollar-based net retention has been 96% to 97% since January 2025.
  • A wide free tier costs more when each free user runs AI features with real inference cost (analysis). Asana still puts AI features in its free product.
  • Bottom-up buying of AI is hard to turn into large deals. Moskovitz says the CIO sale is pretty hard right now.
  • A credit budget bundled into every paid tier, with extra credits for purchase, sold both self-serve and top-down. This is Asana's own move.
  • Consumption and outcome-based revenue alongside seats, as the CFO now describes it. Whether this restores retention above 100% is not yet filed; Q2 FY2027 was 97%.
Cloudflare
  • A free tier that sits in the traffic path still pays off, now as visibility into AI crawlers and agents: the 2025 10-K lists tools to identify, block and control AI crawlers and agents.
  • Self-serve plus sales routing. Paying customers grew 40% in 2025 while contracted customers still produced most revenue.
  • Blog-led awareness depends on clicks, and Cloudflare's own founders' letter says answer engines have already cut traffic to media sites dramatically.
  • A free tier gets more expensive when free usage means GPU inference rather than idle bandwidth. Cost of revenue rose 46% in 2025 and gross margin fell from 77% to 75%; the filing gives several causes, so tying this to the free tier is analysis.
  • Charge the machines: pay per crawl bills AI crawlers per request, and Workers is pitched as where agents run.
  • Analysis: for other companies, the equivalent of free-tier brand reach is being the default tool an agent picks, which means docs and APIs an agent can use without a human.
monday.com
  • A self-serve trial and free tier that show value without a salesperson, plus account managers who expand teams already using the product. Customers with more than 10 users reached 82% of ARR in mid-2026, so the land and expand engine under the ads survives changes in how people find software.
  • Search-led acquisition. The company reports declines in web traffic from Google searches, primarily due to AI-generated search updates. Analysis: any GTM that turns search clicks into trials loses volume when answers replace clicks.
  • Analysis: pure per-seat pricing weakens if AI agents do work that used to need seats. The company's own response is consumption pricing.
  • monday.com's own moves: native AI agents and seats-plus-credits pricing so revenue grows with work done, sales-led enterprise and partner-led onboarding instead of more performance spend, and connectors into AI assistants such as Claude, Microsoft 365 Copilot and ChatGPT. Whether presence inside those assistants replaces search as a discovery channel is not measured in any source.
Zscaler
  • Channel attachment to big transformation projects. The FY2026 10-K frames the platform around connecting AI agents to applications; treating AI rollouts as the next such project is analysis.
  • Repeat-buying security leaders still carry a vendor between jobs; Chaudhry counts 285 who bought Zscaler at two companies.
  • Analysis: marketplace buying against committed cloud spend still shortens procurement.
  • A borrowed category name loses pull once every vendor uses it, which Zscaler's own blog says happened to zero trust.
  • Seat-based expansion weakens when headcount growth slows and agents do work people did; Zscaler's CFO already points to non-seat-based solutions.
  • Analysis: threat research as content is easier to copy and summarize in AI answers, so the report alone carries less distinction than the telemetry behind it.
  • Securing AI agents and models, launched at Zenith Live 2026 with AI Broker for Agents, which is Zscaler's own move.
  • Z-Flex spend pools that let customers try new products inside an existing commitment.
  • Analysis: live, data-backed research from your own telemetry rather than annual PDFs. How much revenue any of these produce is not sourced.
Lovable
  • A demo that shows the result from one prompt, spread through social video and creators. The Head of Growth says influencer marketing works because it shows what a person can do.
  • Community-run hackathons with sponsored credits, which travel through people rather than search (analysis).
  • Search-led organic marketing. The Head of Growth, who says she was long focused on search, now describes organic as all about social.
  • Flat per-message pricing, once agent requests varied widely in how much work they did.
  • Credit pricing that scales with the work done and spans building and running apps.
  • Employee and founder posting in place of a brand marketing team, which the Head of Growth says Lovable does not have yet.
  • Partner commissions and a Microsoft Marketplace listing for the enterprise route.
Vercel
  • Open-source framework adoption as the top of the funnel. Vercel says the biggest AI products use Next.js for their frontends, and the AI SDK repeated the pattern at over 3 million weekly downloads.
  • Coding agents pick defaults from what is widely used and documented, which favours the most-downloaded framework (analysis).
  • The developer as the only entry user. The CEO says everybody can now create an app, and Vercel describes citizen developers building with AI coding tools.
  • Framework fit as a moat. Vercel's adapter now uses the same public contract as other hosts, so the hosting decision rests on operations and price (analysis).
  • Bundled pricing when AI workloads sit idle waiting on model calls, the reason Vercel gives for billing compute by execution time.
  • v0 and coding agents as a new front door for people who do not write code.
  • Execution-time compute and a flexible usage credit in place of bundled allotments.
  • An enterprise sale built on governing every builder, agent, and app behind company access and security boundaries, rather than on SSO gating.
OpenAI
  • A free product people use daily, carrying over into the workplace. OpenAI says familiarity means pilots are shorter and rollouts face less friction.
  • Selling where procurement already happens. OpenAI on AWS lets eligible customers apply Codex usage to their AWS cloud commitments; that this grows in weight as AI budgets sit inside cloud commits is analysis.
  • A single cloud partner as the only marketplace channel. The April 2026 amendment let OpenAI serve all products on any cloud.
  • An ad-free, subscription-only consumer model at this scale. Altman said in March 2024 that he disliked ads as an aesthetic choice, and in January 2026 OpenAI announced ad tests in the free and Go tiers.
  • A multi-tier model the CFO describes as consumer and team subscriptions, a free ad- and commerce-supported tier, and usage-based APIs tied to production workloads.
  • Third-party apps and commerce partners inside ChatGPT alongside the earlier GPT Store.
  • Distribution through several clouds, with Azure keeping first-ship rights.

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From the Zoom record

If you are a seed to Series A collaboration tool selling to small and mid-sized businesses under $10K a year, where each session involves people outside the paying account

  1. Make joining free and instant for invitees, and make hosting free with one ceiling placed at the moment of value.
  2. Put a light prompt in every shared output (invite, recap, summary) that leads to hosting your own.
  3. Track usage by company domain and flag accounts that cross a seat or department threshold for a sales touch.
  4. Price expansion on products, usage, or AI add-ons, not only headcount, so a hiring freeze does not stall growth.

Signal: The share of new hosts whose first exposure was an invite or shared output, and the share of large customers that started free (Zoom's filed figure was 55%).

From the Zoom record

If you are a later-stage seat-based SaaS company whose net dollar expansion is sliding toward 100%

  1. Report self-serve and enterprise cohorts separately, as Zoom's 10-Ks do, so a mix shift cannot hide churn.
  2. Track self-serve monthly churn as its own number.
  3. Add a second and third product sold to the same buyer before pushing more seats.
  4. Include an AI baseline in existing plans for retention, and charge for customisation.

Signal: Enterprise net dollar expansion back above 100% while self-serve monthly churn keeps falling.

From the HubSpot record

If you are a seed to Series B B2B SaaS company selling to small and mid-sized businesses at $1K to $15K a year, with a product people can try alone

  1. Ship one free tool that grades or diagnoses something your buyer cares about, with output specific enough for an AI answer to quote.
  2. Write fewer, data-backed pages that answer the exact questions buyers ask AI assistants, and track citations as well as rankings.
  3. Start one owned subscriber channel early, a newsletter or a YouTube channel, so search is never your only source.
  4. Put an inside rep on high-intent signups before you add a free tier.

Signal: The share of new pipeline from channels other than search, and how often you are cited in AI answers for your top 20 buyer questions. No single channel should exceed about 30% of leads.

From the HubSpot record

If you are a growth-stage platform whose buyers usually hire outside help to implement it, such as CRM, marketing operations, or ERP add-ons

  1. Recruit services firms already doing the work, and pay a recurring commission on the subscriptions they bring.
  2. Certify partners and co-sell with your reps instead of competing with them.
  3. Track partner share of revenue and partner share of customers separately, since the gap shows whether partners bring larger accounts.

Signal: Partner-sourced and partner-influenced share of revenue, and average revenue per partner customer compared with direct customers.

From the Cursor record

If you are a seed or Series A developer tool, used daily by individual developers, priced under $1K a seat

  1. Ship to the public within weeks and use the product yourselves every day.
  2. Define one paid-habit metric, such as paid users active four or more days a week, and review it weekly before any growth spend.
  3. Run at most one time-boxed growth experiment a quarter, and drop it if it does not beat the lift from your latest product release.
  4. Use founder posting and a waitlist for the launch only, then put that time back into the product.

Signal: Week-over-week growth in paid power users, and the share of new signups who say a colleague or friend sent them.

From the Cursor record

If you are a product-led AI tool where heavy users cost far more than light ones, with company domains showing up in signups

  1. Move heavy usage to included allowance plus overage, and publish worked examples of monthly cost before you switch.
  2. Announce with a dated changelog, keep the old plan available for a fixed period, and offer a refund window.
  3. Have team billing, SSO, SCIM, and a SOC 2 report in place before you hire account executives.
  4. Hire expansion account executives to work accounts that already have many individual users.

Signal: Gross margin by segment (individual, team, enterprise) and seat growth inside accounts that started as individual use.

From the Salesforce record

If you are a seed to Series B company selling a cloud replacement for an entrenched, disliked way of working to SMB and mid-market buyers at $1K to $10K a year

  1. Name the old model you are ending in a few words and use the same words everywhere, the way Salesforce used The End of Software.
  2. Run one memorable, low-cost public stunt aimed at the incumbent's own event or audience, and have press ready the same day.
  3. Stand up an inside sales team that calls every trial signup within a day, with reps segmented by company size from the start.
  4. Pay referral partners a share of first-year revenue rather than building a reseller channel.
  5. Hold a customer-only event as soon as you have a few hundred customers, so customers sell to each other.

Signal: The share of new revenue closed by inside sales from trial and inbound leads, and marketing and sales as a share of revenue falling while revenue grows (Salesforce went from 66% in fiscal 2003 to 50% in fiscal 2008).

From the Salesforce record

If you are a later-stage seat-based SaaS company adding AI agents to an established product, selling mid-market to enterprise at $10K to $100K-plus a year

  1. Ship the agent into every existing account, turned off by default with a free starter allotment, and make turning it on the first sales motion.
  2. Price agents per action or outcome, and offer a contract that lets customers swap seats for credits so the agent does not look like a seat cut.
  3. Put forward deployed engineers on the first large accounts to get agents into production, and publish those customer stories.
  4. Open a marketplace for partner-built agents on your platform before competitors become the agent layer.

Signal: The share of AI bookings from existing customers (Salesforce reported more than 60%) and AI ARR growth, tracked on a fixed definition.

From the Atlassian record

If you are a seed to Series B tool for technical or operational teams, bought by team leads, under $10K first-year ACV, and extensible by third parties

  1. Publish full pricing and let a team of 10 buy or start free without talking to anyone.
  2. Instrument expansion by account (seats, products, teams) and review cohort spend every year.
  3. Open an app or integration marketplace early and share revenue with the developers who build on it.
  4. Recruit local partners for languages, currencies, and customization before hiring field sales.
  5. Add a small sales team only for accounts that cross a spend threshold, focused on expansion.

Signal: The share of revenue from accounts that started on a free or starter plan, and a cohort's spend multiple after three to five years (Atlassian's filed figure was 7x over five years).

From the Atlassian record

If you are a later-stage self-serve company whose largest customers now want security reviews, contracts, and multi-year deals

  1. Keep self-serve as the landing motion and state the size at which sales takes over, as the FY2026 10-K does.
  2. Build an enterprise edition with data residency, an SLA, and central admin before pushing sales, as Atlassian did with Cloud Enterprise in 2020.
  3. If you are retiring a self-managed product, announce a multi-year timeline with migration tools and loyalty pricing.
  4. Report $10K-plus and $50K-plus customer counts separately so the sales motion has its own scoreboard.

Signal: Growth in customers above $10K of cloud ARR (45,842 to 57,334 from FY2024 to FY2026 at Atlassian) while marketing and sales stays well below research and development as a share of revenue.

From the Slack record

If you are a seed to Series B collaboration or workflow tool sold per seat to teams inside SMB and mid-market companies, under $10K a year at first, where usage builds up a history the team relies on

  1. Make the free plan fully usable for a team, with a ceiling tied to accumulated value (history, search depth, retention), not to core features.
  2. Track organizations by email domain and flag companies where three or more separate teams are active.
  3. Before hiring quota-carrying reps, put inbound account managers on those flagged companies to help with security review and procurement, with no outbound.
  4. Build one admin and consolidation product (single sign-on, central controls, merged workspaces) that IT will pay for once several teams are on it.

Signal: The share of new paid revenue from organizations that started free (Slack's filed figure was about 8% to 10% of a year's revenue from same-year conversions) and the count of customers over $100K a year.

From the Slack record

If you are a Series B or later B2B product whose customers already work with outside vendors, clients, or partners over email

  1. Ship a shared space that lets an outside company join from an invite, with value on their side before they pay.
  2. Show the host's brand and a path to set up their own workspace to every invited party.
  3. Count invited organizations that later create their own paid account, and report it as its own funnel.
  4. Give admins controls over external access so security teams approve the feature instead of blocking it.

Signal: The number of paying customers using the cross-company feature (Slack went from more than 32,000 to more than 74,000 Paid Customers in a year) and the share of new paid organizations whose first touch was an invite.

From the Figma record

If you are a seed to Series B collaborative creation tool (design, docs, diagrams) with prosumer and SMB entry under $10K first-year ACV, where the output is reviewed by people in other roles

  1. Make every artifact openable from a link in the browser, with free view and comment.
  2. Keep a free personal tier and a paid team tier, and track how many company-plan customers already contain a paid team member (Figma's filed figure is about 70%).
  3. Add the company plan (shared libraries, admin, SSO) and a first sales hire when several teams in one domain pay separately.
  4. Seed supply with free access for students and a public gallery where users publish reusable files.
  5. Publish an MCP server or assistant app so the artifact can be created and opened from inside AI tools.

Signal: The share of new paying teams whose first user arrived through a shared link or a Community file, and the share of company-plan wins that already had a paid team inside.

From the Figma record

If you are a growth-stage seat-based SaaS company with a strong core persona and many view-only visitors from other roles

  1. Measure visits by role on paid accounts, as Figma did before Dev Mode.
  2. Build a role-specific workspace, give it free to existing paid editors during beta, then charge a lower-priced role seat.
  3. Report net dollar retention with and without the new role seat to see whether expansion comes from roles or headcount.
  4. Add consumption pricing such as AI credits on top of seats, and enforce limits only after usage is established.

Signal: Net dollar retention above 130% (Figma's filed range was 122% to 136%) and the share of customers using two or more products (Figma's filed figure is 76%).

From the Twilio record

If you are a seed to Series B API or developer-infrastructure company, usage-priced, selling to developers at small companies and engineering teams at larger ones, under $10K starting ACV

  1. Make the first working call possible in minutes from public docs, with a free trial and published per-unit pricing.
  2. Publish docs and samples in forms AI coding assistants can use (OpenAPI specs, runnable snippets, a plain-text docs index), and test that popular assistants produce working code for your API.
  3. Set a spend threshold at which an account gets a named account manager, plus an enterprise add-on (SSO, compliance) that tells sales which accounts to work.
  4. Report net dollar expansion and top-10 customer share together every quarter, so concentration risk shows before a large customer cuts usage.

Signal: The share of new paying accounts with no sales touch before first spend, and net dollar expansion with and without the top 10 accounts.

From the Twilio record

If you are a later-stage developer platform that has bought or built a second product sold to a non-developer buyer (marketing, CX, data), with growth slowing

  1. Cross-sell the new product to current API customers before hiring a separate sales team, as Twilio's 2025 priorities do.
  2. Set a payback gate (pipeline per rep, win rate inside the base) before scaling dedicated go-to-market, the step Twilio reversed for Segment in 2023.
  3. Move the mature product toward self-service and ISV partners to fund the newer one, as Twilio did for Communications.
  4. Keep one owned event where developers and business buyers of both products meet.

Signal: Net dollar expansion back above 110% while sales and marketing falls as a share of revenue (Twilio: 25% in 2023 to 17% in 2025).

From the Datadog record

If you are a seed to Series B infrastructure, data, or developer tool selling to engineers, with value that scales with the customer's workloads and ACV from under $10K to over $100K

  1. Ship a free tier and trial that installs in minutes with no sales call, and open access wide rather than hand-picking pilots.
  2. Meter on the unit that tracks your customer's growth (hosts, events, tokens, requests) and sell committed usage with overage.
  3. Put a high velocity inside sales team on trials to land the first paid commitment, then hand accounts to customer success for expansion.
  4. Build the second product on the same agent and data model so it sells to the same buyer with no new install.

Signal: The share of new customers landing with more than one product (Datadog's filed jump was from about 15% to 60% in a year) and net retention above 130%.

From the Datadog record

If you are a later-stage usage-priced platform whose net retention is sliding as customers optimize

  1. Report retention on a trailing basis and break out cohorts, as Datadog's 10-Ks do from FY2023, so one cohort's optimization shows early.
  2. Track concentration: how much growth comes from your largest cohort (Datadog disclosed about seven points from its AI-native cohort).
  3. Shift expansion weight from more usage of one product to more products per customer.
  4. Add a hyperscaler marketplace and co-sell agreement so large commitments can draw down existing cloud budgets.

Signal: Trailing net retention recovering (Datadog went from mid-110s to about 120%) while the share of customers on four or more products keeps rising.

From the Snowflake record

If you are a Series B to D data or infrastructure company selling to enterprise data teams at $100K-plus a year, with usage that grows as customers add workloads

  1. Offer a prepaid capacity contract at a discount, and keep on-demand for onboarding and overage.
  2. Pay part of each rep's commission on consumption so sales keeps working the account after signature.
  3. Report net revenue retention by cohort and watch for optimization drops after price-performance improvements.
  4. List on the marketplace of the cloud you run on so buyers can spend committed cloud budget on you.
  5. Recruit two or three systems integrators for migrations before building a broad partner program.

Signal: Share of revenue from existing customers (Snowflake's filed figure was about 94%) and net revenue retention above 120% once the first cohort matures.

From the Snowflake record

If you are a later-stage platform company adding AI features to an existing data product, mostly for enterprise buyers

  1. Ship AI as metered consumption on existing contracts rather than a separate SKU, so adoption needs no new procurement.
  2. Publish AI feature account counts each quarter so adoption is visible before revenue is material.
  3. Sign joint go-to-market agreements with one or two model providers, with named field collaboration, not just an integration.
  4. Keep the self-serve trial but put costly AI features behind a credit card, as Snowflake's trial does.

Signal: Accounts using AI features each quarter, with net revenue retention holding or rising as AI usage grows.

From the CrowdStrike record

If you are a Series A to C security or risk product selling to mid-market and enterprise buyers at $25K to $250K ACV, with an agent, connector, or data pipeline in the customer's environment

  1. Publish original research that names the threats you see, with a consistent naming scheme, so journalists and AI answers cite you by default.
  2. Offer a fast, credit-card-free trial of one module, and route trials from larger domains to sales within the trial window.
  3. Design every later product to turn on from the existing footprint, with no new install.
  4. Package your services team (incident response, audits, migrations) as an entry offer that ends in a subscription proposal.
  5. List on the cloud marketplaces your buyers already commit spend to, before you build a large reseller program.

Signal: Net dollar retention above 120% driven by module count, and the share of new logos that started as a trial, a services engagement, or a marketplace purchase.

From the CrowdStrike record

If you are a later-stage multi-product company where customers stall at two or three products and every expansion needs a new procurement cycle

  1. Introduce a pre-committed, draw-down licence that covers the full portfolio and lets customers swap products, as Falcon Flex does.
  2. Report the share of customers above product-count thresholds every quarter, and move the threshold up as adoption rises.
  3. Put partners and MSSPs in the primary plan for new logos, not just fulfilment.
  4. If a quality incident hits, make concessions in extra products and term length rather than cash, and say publicly what it costs.

Signal: ARR from accounts on the commitment licence and its growth rate, plus gross retention above 95% through any incident.

From the Okta record

If you are a Series A to C B2B security or IT infrastructure company selling to IT and security buyers at $25K to $250K ACV, where the product connects to many third-party apps

  1. Build and publish a catalog of pre-built integrations for the apps your target buyers already own, and count it as product, not services.
  2. Recruit the platform vendors you integrate with into co-selling and co-marketing, starting with the largest one your buyers already use.
  3. Price on a unit that grows with the customer (users, identities, agents) and plan a second product for the same buyer before year two.
  4. Run one owned customer event and one annual research report from your own usage data, built on customer stories.

Signal: Net dollar retention (Okta's filed figures were 120% to 129% in its early years) and the count of customers above $100K ACV.

From the Okta record

If you are a later-stage enterprise vendor adding a developer or self-service product line, or recovering from a security incident

  1. Give the developer product its own self-service path (free plan, paid developer plan) and its own sellers, instead of routing developers through enterprise sales.
  2. Report self-service and enterprise customers separately, as Okta does by excluding self-service-only accounts from its customer count.
  3. After an incident, publish a dated root cause with completed remediation steps, and ship at least one control customers can turn on.
  4. Turn the response into a long-term, named program with product, customer, industry and internal pillars.

Signal: Self-service to enterprise conversions per quarter, and net retention plus growth in $100K-plus customers in the four quarters after an incident.

From the Anthropic record

If you are a seed to Series B AI infrastructure or API company selling to enterprises, ACV $50K and up, product consumed programmatically

  1. Ship a self-serve API with public per-unit pricing so developers can start without a call.
  2. List on at least one cloud marketplace where your target buyers hold committed spend, and make the listing count against that commitment.
  3. Add an enterprise tier with SSO, SCIM, and audit logs behind a contact-sales path once self-serve accounts with company domains appear.
  4. Track accounts over a spend threshold, such as $100K annualised, as the core expansion metric.

Signal: Count of accounts over the spend threshold quarter over quarter, and the share of new revenue billed through cloud marketplaces.

From the Anthropic record

If you are a company that owns a model, engine, or platform and is building its first developer tool, priced under $1K a seat to start

  1. Get the tool into daily internal use and chart internal daily active users before any external launch.
  2. Release externally as a labelled research preview to early adopters, and plan for a slow start.
  3. Bundle the tool into existing paid plans instead of selling it separately at first.
  4. Offer team admins premium seats with usage controls once companies adopt it bottom up.

Signal: Weekly active users of the tool, and the number of team or enterprise accounts that upgrade seats to include it.

From the Replit record

If you are a seed to Series B AI app or agent builder selling to non-technical professionals at $20 to $100 a month self-serve, with highly variable inference cost per task

  1. Launch with a free tier that lets anyone try the core outcome, then gate heavier use behind a low monthly plan.
  2. Price agent work by effort with visible per-task cost, and publish worked examples before you switch.
  3. Plan a credit or refund for the transition and announce it in the same post as the change.
  4. Add a two-sided referral credit once there is a paid plan to refer people into.

Signal: Gross margin per active paid user by usage decile, and the share of new paid users who arrive through referral codes.

From the Replit record

If you are a product-led AI tool where employees at large companies already pay on personal or team plans

  1. Ship SSO, RBAC, audit logs, and a SOC 2 report before hiring field sales.
  2. Make the Enterprise plan purchasable online as a pooled annual credit commitment with unlimited seats, and assign an account manager on purchase.
  3. List on the cloud marketplaces where your buyers already have committed spend.
  4. Recruit SIs and consultancies to run rollouts inside large accounts.

Signal: Share of enterprise revenue from accounts that began as self-serve users, and net revenue retention on enterprise credit commitments.

From the Wiz record

If you are a seed or Series A security or infrastructure company selling to CISOs or platform heads at large enterprises, with a product that can read the customer's environment through APIs

  1. Cut setup to under an hour with read-only, agentless access, and make connecting the buyer's environment the first sales meeting.
  2. Target a short list of the most regulated, most referenced logos first, and ask investors for one introduction each.
  3. Over-serve each early account and ask for two peer introductions at the first value moment, with any early discounts time-boxed.
  4. Publish original vulnerability research under the company name from the first quarter.

Signal: Share of proofs of value that show a critical finding in the first session, and new opportunities sourced by customer referral each quarter.

From the Wiz record

If you are a Series B or later cloud security or data company with enterprise traction on AWS or Azure, deals above $100K, and customers holding committed cloud spend

  1. List on AWS Marketplace and Azure Marketplace with private offers, and get MACC or equivalent eligibility so purchases draw down committed spend.
  2. Build co-sell relationships with each hyperscaler's partner team and track marketplace-sourced deals separately.
  3. Open an integration platform for other vendors and a services track for consultancies before launching a reseller programme.
  4. Give customers a visible outcome badge, such as zero critical issues, that their own leadership can see.

Signal: Share of new ARR transacted through marketplaces, and the share of customers who reach and stay at zero critical issues.

From the Dropbox record

If you are a seed to Series A prosumer or small business tool under $1K a year, where users already share files, links, or workspaces with people outside their account

  1. Make the shared artifact viewable without signup, with one clear prompt to create an account that keeps a copy.
  2. Add a two-sided referral paid in your own unit, such as credits, storage, or usage, capped per user the way Dropbox capped it at 32 referrals.
  3. Remove friction step by step in the share and referral flow and measure yield at each step.
  4. Prompt individual payers who collaborate with others to move to a team plan.

Signal: The share of new signups whose first touch was a shared link or referral, and the share of new team plans that include a former individual payer (Dropbox's filed figure was over 40%).

From the Dropbox record

If you are a mature self-serve SaaS company with flat revenue, a large free base, and over 80% of revenue from self-serve

  1. Build a company-level view of free and paid usage and route accounts with many active users to a small sales-assist team.
  2. Launch the AI product as an add-on for existing teams first, sold in the product, before chasing new logos.
  3. Cut paid acquisition for side products that do not feed the core loop.
  4. Track whether cutting sales activity costs paying users, since Dropbox's fiscal 2025 10-K names that as a cause of its decline.

Signal: Paying user growth back above zero, which Dropbox reported for three straight quarters by Q2 2026, and add-on attach rate among existing teams.

From the Notion record

If you are an early-stage horizontal productivity or workspace tool, used by individuals and small teams, under $1K ACV at first, with outputs users like to share

  1. Make single-player use free with no content cap, and put the paywall on multi-person features.
  2. Ship one-click duplicate for any shared page or setup, and a public gallery that accepts user submissions.
  3. Recruit the 20 most vocal users you can find on social media into an ambassador group, and fund their meetups.
  4. Sponsor a small set of creators with tracked links, and keep only the ones that drive first-time visitors.

Signal: Month-over-month net new visitors to the site, and the share of new team workspaces created by someone who had a personal account first.

From the Notion record

If you are a product-led workspace or collaboration company with a large free base, starting to see company email domains and wanting to move upmarket while adding AI

  1. Add a mid tier between team and enterprise that carries SSO and admin controls, and give the free plan a team trial.
  2. Launch a certification and a consultants directory so partners can implement for larger customers.
  3. Bundle core AI into the business tiers rather than selling a separate add-on, and meter only autonomous agents, with a visible credits dashboard and alerts.
  4. Hire solutions consultants by segment and country before scaling outbound, and package use cases as solutions.

Signal: Share of new paid business accounts that contain prior free personal users, and the percentage of ARR from accounts using AI features.

From the Stripe record

If you are a seed to Series B API or infrastructure company in your customers' revenue or transaction path, with developers as the integrating user and an ACV under $10K at first

  1. Ship a public self-serve signup with a working test mode and copy-paste requests on the landing page.
  2. Publish one simple usage price with no setup or monthly fee, plus a stated volume threshold where custom pricing starts.
  3. Make your product installable from inside AI coding tools, with a sandbox that converts to a live account.
  4. Build a platform API so software vendors can onboard their own users and take a fee.

Signal: Share of new accounts that reach a first live transaction within 7 days without talking to anyone, and the share that arrive through a platform or AI tool.

From the Stripe record

If you are a growth-stage infrastructure company with a large self-serve base, where some customers have become large businesses, starting an enterprise motion

  1. Count how many existing customers now exceed an enterprise volume threshold and use them as references.
  2. Hire a sales leader who has sold usage-priced infrastructure, and keep the self-serve path unchanged.
  3. Lead enterprise deals with an adjacent product the buyer cannot easily build, such as billing or embedded finance, rather than a price cut on the core.
  4. Run one owned annual event with separate enterprise, platform, and developer tracks.

Signal: Number of customers above the enterprise volume threshold year over year, and revenue from non-core products as a share of total.

From the Shopify record

If you are a seed to Series B platform for SMBs, under $1K a year at entry, where customers need add-ons, design or setup help you will not build yourself

  1. Publish APIs and a theme or template system early, and recruit the first 20 builders by hand, as Shopify did with app developers and a theme competition.
  2. Give partners a referral payment and a directory that sends them paid work, so agencies bring you customers.
  3. Take zero or a small revenue share from partners until they reach real scale, and say so publicly.
  4. Run an owned partner event or release showcase on a fixed schedule so partners can plan around your roadmap.

Signal: The share of new paying customers referred by partners, and partner payouts growing faster than your own sales and marketing spend.

From the Shopify record

If you are a growth-stage SMB SaaS company whose product sits in customers' transactions (payments, bookings, invoices, shipping), with most revenue still from flat subscriptions

  1. Add a built-in, volume-priced service such as payments as the default, as Shopify Payments did, and report its penetration rate.
  2. Price top plans so the highest-volume customers upgrade before they leave, and track upgrades separately from new logos.
  3. Add a sales team only for customers already at high volume or migrating from legacy systems, as Shopify did for Plus.
  4. Make your service usable inside AI assistants and agents, so volume still reaches you when discovery moves off search ads.

Signal: Volume-based revenue as a share of total (Shopify's path was 36.5% to 76%), and sales and marketing falling as a share of revenue while growth holds.

From the Gong record

If you are a Series A or B B2B SaaS company selling to a department leader at $20K to $100K ACV, where the product captures activity data across many customers

  1. Write down which budget owner your current category name sends you to, and test a name built around the metric in the CRO's, CISO's, or CFO's title.
  2. Publish one anonymised, aggregate finding a month from product data, written by a former practitioner of the buyer's job.
  3. Pick the one social channel where your buyers already tag colleagues on your posts, brief every employee to engage there, and drop the others.
  4. Run a category-named event or roadshow before you run a company-named conference.

Signal: Share of first meetings held with the economic buyer rather than the end-user team, and the number of inbound demo requests that cite a specific research finding.

From the Gong record

If you are a growth-stage platform with a first team standardised on your product and a second product shipped, selling to enterprises

  1. Report multi-product adoption as a headline company metric internally, the way Gong reports it publicly.
  2. Package the second product for the adjacent team that already reads the first product's data.
  3. List on the cloud marketplace where your largest accounts hold committed spend.
  4. Use the annual customer conference to launch products, with customers presenting results on stage.

Signal: Percentage of customers on two or more products, and the count of accounts above $1M ARR quarter over quarter.

From the Canva record

If you are a seed to Series B self-serve tool whose output is a concrete artifact, sold to individuals and small businesses under $1K ACV, with demand that shows up as searches for that artifact

  1. List the 200 most searched artifact names in your category and ship one landing page per job with a live, editable template above the fold.
  2. Make the free tier produce a finished, shareable artifact, and charge for premium content, brand controls and collaboration.
  3. Rebuild onboarding until a first-time user ships something in under five minutes, watched in user tests.
  4. Publish an MCP server or assistant app that returns an editable artifact in ChatGPT, Claude and Gemini, and give assistant referrals their own target.
  5. Translate the top 20 templates for the two largest non-English markets in your traffic, with local pricing, before adding a third language.

Signal: Weekly new activated users, meaning a first artifact exported or shared, by source: search, assistant referral, shared link, direct.

From the Canva record

If you are a product-led company with heavy unmanaged usage inside large companies, such as hundreds of accounts on one email domain, and no enterprise motion yet

  1. Count accounts and paid seats by corporate email domain, and rank the top 100 domains by active users.
  2. Build the admin layer first, with SSO, SCIM, workspace consolidation and brand controls, and give it a named owner before hiring account executives.
  3. Offer each top domain a free usage report and a consolidation proposal aimed at the one buyer who owns brand or IT.
  4. Add a middle plan between individual and enterprise so small teams do not jump straight to a sales call.
  5. Recruit one reseller or consultancy in your largest region once ten enterprise accounts are live.

Signal: Share of the top 100 domains moved onto one contract within two quarters, and net seat growth inside consolidated accounts.

From the MongoDB record

If you are a seed to Series B infrastructure or data company (database, queue, search, observability) whose first user is a developer, with a self-managed edition today and enterprise deals at $50K to $500K ACV

  1. Decide in writing whether the free edition is distribution or a community project, and keep IP ownership (or a CLA) so the licence terms stay yours.
  2. Ship a hosted version with a permanent free tier and pure usage pricing, so the paywall question goes away.
  3. Score self-serve and free accounts on usage and route the top ones to sales, as MongoDB's 10-K describes.
  4. Train sales to win one painful workload per account, and track workload count per account as the expansion metric.
  5. List on the cloud marketplaces your customers already buy from, so their committed cloud spend can pay you.

Signal: The share of subscription revenue from accounts that started self-serve or free, and net ARR expansion above 120% (MongoDB's filed range).

From the MongoDB record

If you are an established open-core or source-available vendor whose hosted product is growing but whose developer funnel now runs through AI coding agents

  1. Publish an MCP server or agent integration for your hosted product so agents can provision and query it directly.
  2. Make the free tier usable from an agent with no human signup friction, and count agent-originated signups separately.
  3. Add the AI capability your category needs (retrieval, embeddings, evaluation) inside the existing product, as MongoDB did with Voyage AI.
  4. Keep routing usage to sales, and add agent-originated usage as a signal.

Signal: The share of new hosted accounts created through an agent or MCP integration, and their conversion to paid usage within 90 days.

From the GitLab record

If you are a seed to Series B open source or open core developer tool, with individual developers as users and mid-market or enterprise organizations as the eventual buyer, at $10K to $100K a year

  1. Write down and publish the buyer-based rule (individual features free, manager and executive features paid), so the community knows what will never move behind a paywall.
  2. Offer a hosted free tier even if self-managed is the revenue line, because hosted users can be identified and contacted.
  3. Hire sales development early, as GitLab did in 2016, and route organizations with several active users to it.
  4. Put security, compliance, and audit features in the top tier and track that tier's share of ARR.

Signal: The share of new paid organizations whose first contact was an identified free hosted user, and top-tier share of ARR (GitLab's filed path was 17% to 29% in about 18 months).

From the GitLab record

If you are a later-stage seat-priced developer platform seeing net retention drift down as customers adopt AI coding agents

  1. Keep the seat price for the human platform, and add a metered unit for agent work with a fixed allowance included in paid tiers, as GitLab Credits are.
  2. Offer one annual commitment that covers both seats and usage, so customers do not renegotiate every time the mix of people and agents shifts.
  3. Set free tier limits in units that still bind when one user runs many agents (groups, compute, credits), not only users.
  4. Report retention separately for customers using the metered AI unit, so its effect on expansion is visible.

Signal: Net retention for customers using the metered unit versus those who do not, and the share of expansion ARR that comes from usage rather than seats.

From the Asana record

If you are a seed to Series B team collaboration or workflow tool selling to SMB and mid-market buyers under $10K a year, used by groups that work with people outside their company

  1. Offer a free tier and a trial of the top self-serve tier, and make inviting outside guests free so every project shows the product to non-users.
  2. Track usage by company domain and flag accounts where a second team or department starts using the product.
  3. Hire a small sales team whose first job is expansion inside those flagged accounts, not cold new logos.
  4. Report net retention by spend cohort from the start, so you can see which customer size expands fastest.
  5. Review the free tier's limits each year against how often free teams pull in a second team.

Signal: The share of your 100 largest customers that started free or on a trial (Asana's filed figure was virtually all), and net retention in the top spend cohort.

From the Asana record

If you are a later-stage seat-based SaaS company whose net retention has slipped toward or below 100% and which is adding AI agents or automation

  1. Sell the AI capability on credits or usage, with an allotment bundled into each paid tier and more credits for sale.
  2. Keep a rate-limited free version of the AI feature so self-serve teams can still try it.
  3. Let large customers buy one credit budget at the top and split it across departments.
  4. Give one revenue leader the job of aligning the product-led and sales-led motions.

Signal: Net retention in your largest cohort back above 100%, and the share of expansion revenue that comes from credits rather than seats.

From the Cloudflare record

If you are a seed to Series B infrastructure or security product with near-zero marginal cost per free user, developer and SMB entry buyers, and enterprise deals of $100K a year and up

  1. Write down what the free tier does for you besides conversion, such as data, testing or supplier leverage, and instrument each one.
  2. Put the headline capability in the free plan but keep reporting, controls and support in paid tiers.
  3. Run one fixed launch week a year on your own blog, with each day shipping something free or cheaper.
  4. Add inside sales when self-serve accounts cross a usage threshold, and track $100K-plus customers as a headline metric.

Signal: The count of $100K-plus customers whose first touch was a free or self-serve account, and net retention above 110% excluding free upgrades, the way Cloudflare defines it.

From the Cloudflare record

If you are a later-stage platform company whose inbound traffic is falling as answer engines and agents replace clicks

  1. Measure bot and agent traffic to your docs and product separately from human traffic.
  2. Make the product usable by agents directly through APIs, docs and usage-priced access.
  3. Price agent use per request or per unit of work rather than per seat.
  4. Keep a sales team for contracted customers, since that is still where most of Cloudflare's revenue comes from.

Signal: The share of new paying accounts whose first activity came through an API or agent integration rather than a web visit.

From the monday.com record

If you are a seed to Series B horizontal SaaS tool for business teams, SMB to mid-market, under $10K ACV, with a self-serve trial and seat pricing

  1. Set paid spend by cash payback per channel (pick a window, for example 8 to 12 months) rather than a fixed budget, and cut any channel that misses it.
  2. Split reporting into paid search, paid social and video, and track the share of trials that come from search clicks, since that share is what AI answers erode.
  3. Make inviting a second team part of onboarding, so each paid acquisition seeds word of mouth inside the account.
  4. Add account managers when usage data shows accounts adding teams, and measure their effect on cohort expansion.

Signal: Blended cash payback on paid holding inside the window while the share of new trials from invites and direct traffic rises.

From the monday.com record

If you are a growth-stage seat-based SaaS company that grew on performance marketing and sees search traffic and net dollar retention slipping

  1. Report customers by ARR tier ($50K, $100K, $500K) and net dollar retention per tier, as monday.com's filings do, so upmarket progress is visible.
  2. Launch a second product on the same data layer and sell it to existing accounts before buying more top-of-funnel traffic.
  3. Move part of the online budget to field sales, partners and brand for larger accounts, and keep self-serve for the long tail.
  4. Add a usage or credits component for AI features so revenue tracks work done, not only seats.

Signal: Share of ARR from customers over $50K rising (monday.com went from 36% to 41% in 2025) while sales and marketing as a share of revenue falls.

From the Zscaler record

If you are a Series A to C infrastructure security company selling $100K-plus deals to enterprises, replacing appliances or legacy on-premises tools

  1. Map the two or three partner types already selling the larger project your product fits into, and build a joint motion where your rep owns the customer relationship and the partner transacts.
  2. Write the architecture argument in plain buyer language first, and adopt the analyst or government term only where your product implements it fully.
  3. Publish research from your own telemetry on a fixed annual cadence, and reuse it in every earnings or customer update.
  4. Track every champion who changes companies and give sales a play for their new employer.

Signal: The share of new logos sourced or co-sold by partners, and the count of new logos whose buyer had bought you before (Chaudhry's figure: 285 security leaders bought Zscaler at two companies).

From the Zscaler record

If you are a later-stage multi-product security platform whose net retention is sliding toward the low 110s

  1. Add a pre-committed spend pool that lets customers adopt new products without a new contract, as Z-Flex does.
  2. Price at least one new product on something other than users, such as workloads, data volume, or agents.
  3. List on the cloud marketplaces where your largest customers hold committed spend, and report marketplace sales as a tracked number.
  4. Use your owned flagship event to launch the new products and give partners sponsorship roles.

Signal: The share of net new ARR from non-seat products and from customers adding a product within an existing commitment.

From the Lovable record

If you are a seed-stage AI product for non-technical prosumers, self-serve, under $1K ACV, where the first output is visible within a minute

  1. Ship a public demo or open-source proof first, and watch which audience reacts.
  2. Launch with a free daily allowance and a low entry price, and put a removable built-with mark on anything users publish.
  3. Post every release from the founder's and team's own accounts, several times a week.
  4. Sponsor any user who offers to run a hackathon with free credits, and book that as marketing cost.
  5. Price heavy usage by work done rather than per message once usage cost varies widely.

Signal: Share of new signups that arrive from a published app, a shared post, or a community event (one-question signup survey plus referrer data), and week-four retention by acquisition source.

From the Lovable record

If you are a product-led AI tool with hundreds of thousands of paying individuals, many inside large companies, and no sales team yet

  1. Find accounts with many individual paying users on company email domains, and route only those hand-raisers to a small sales team.
  2. Ship SSO, SCIM, audit logs, and a SOC 2 report before scaling account executives.
  3. Price workspaces by shared credits with unlimited members, so a team can expand without a seat negotiation.
  4. Turn the agencies already doing client work into a partner program with commissions and a directory.

Signal: Net dollar retention of company-domain workspaces, and the share of enterprise pipeline sourced from partners versus inbound hand-raisers.

From the Vercel record

If you are a seed to Series B developer-infrastructure company with an open-source project developers adopt for free and a hosted product with usage costs, selling to engineering teams under $10K a year at first

  1. Keep the open-source project fully usable without your platform and document the self-host path yourself, so hosting wins on operations, not lock-in.
  2. Build the deepest integration you can with the developer's Git or CI tool, and make every change produce a shareable link.
  3. Run a free tier with no card, then a low flat plan with included usage and granular overage, with spend alerts on by default.
  4. Host an annual conference for the open-source project, not the product, with partner sponsors.

Signal: Share of new paid teams whose first event was linking a repository, and paid conversion among accounts whose preview links were opened by a non-deploying viewer.

From the Vercel record

If you are a growth-stage platform with a large self-serve base, enterprise accounts arriving bottom-up, and AI tools letting non-developers in those accounts build software

  1. Move table-stakes enterprise features such as SSO and compliance documents into the self-serve paid plan.
  2. Reposition the enterprise tier around governing non-developer builders and agents: identity, data access, model and token budgets, and audit.
  3. Sign solution partners and give them co-selling support before scaling direct reps.
  4. List on the cloud marketplace your largest customers already buy through.
  5. Launch an AI builder that deploys onto your platform, with a free credit allowance and a referral bounty.

Signal: Share of enterprise revenue from accounts that started on self-serve, and the number of non-developer builders per enterprise account.

From the OpenAI record

If you are an AI product company with a free consumer or prosumer tier, real per-user inference cost, and a growing share of signups from company email domains

  1. Tag every signup by email domain and report a weekly count of companies with five or more individual users.
  2. Ship a self-serve team plan with admin and data controls that can be bought from inside product settings.
  3. Route domains above a seat threshold to sales with a usage summary, and sell the enterprise plan on data controls, SSO, and admin.
  4. Track seat growth inside converted accounts as the expansion metric.

Signal: Share of new business contracts that started as three or more individual accounts on the same domain, and time from first team seat to enterprise contract.

From the OpenAI record

If you are a model or API company selling to enterprises whose IT standardises on one or more hyperscalers

  1. List on the marketplaces where target accounts already have committed spend, and make usage count toward those commitments.
  2. Keep a direct API with token pricing for developers who want to start without procurement.
  3. If a partner offers exclusivity, negotiate a dated or conditional exit before you sign.
  4. Publish price cuts as passed-through savings, as a reason for existing users to build more.

Signal: Share of new enterprise revenue transacted through marketplaces versus direct, and API spend growth in accounts that first arrived through a marketplace.