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Deepak Gupta markPodcasts

Podcasts/Reading paths

If you're a bootstrapped or indie founder

For founders running capital-efficient or independent software businesses. Indie Hackers for the explicit bootstrapped lens; SaaStr and Lenny's Podcast for the broader B2B SaaS operating playbook when it's applicable; The Knowledge Project to keep the thinking sharp.

  1. 01

    Indie Hackers

    Courtland Allen

    Interviews with bootstrapped and indie founders, the antidote to venture-backed-only podcast diets.

    Listen if you you're a bootstrapped or indie founder and want peers on the mic, not VCs.

    interviewirregular30–60m
  2. 02

    SaaStr

    Jason Lemkin · Harry Stebbings

    B2B SaaS-specific founder and operator conversations from the SaaStr conference team, longer-running and tighter on B2B than the general founder shows.

    Listen if you you're an operator or founder at a B2B SaaS company.

    interviewweekly30–60m
  3. 03

    Lenny's Podcast

    Pick

    Lenny Rachitsky

    Long, structured interviews with operators about the craft of building product.

    Listen if you build product or growth at a venture-backed SaaS company.

    interviewweekly60m+
  4. 04

    The Knowledge Project

    Shane Parrish

    Shane Parrish interviews thinkers about mental models, decision-making, and applied wisdom rather than industry mechanics.

    Listen if you you read Farnam Street or are interested in mental models and meta-cognition.

    interviewbiweekly60m+