Skip to content
Deepak Gupta markTechnology Rewired
Draft. This page is in editorial review and is not indexed yet.

Verticals cluster · Teachers, instructional designers, admins

Technology Rewired: Education

Education software moved from on-prem student records and classroom software to cloud learning management systems and online courses. AI brought tutoring chatbots and writing tools, and cheating concerns. Agents now tutor, generate practice, and help with grading and admin, while teachers keep responsibility for assessment, care, and student relationships.

The shift: Every student gets a tutor; teachers shift to coaching and assessment design.

Verified
1.8

Copilot today
2.7 in five years

How has the education team changed across five eras?

  1. Era 1 · On-prem

    Before 2005

    0.1

    Schools ran on paper gradebooks, on-prem student information systems, and computer labs with installed software. Teachers planned, taught, and graded everything themselves.

  2. Era 2 · SaaS and cloud

    2005 to 2020

    0.7

    Cloud LMS platforms, online courses, and school-issued devices moved assignments and grades online. Instructional designers and ed tech coordinators became common roles, and student data became a breach target, as the Canvas breach showed.

  3. Era 3 · AI-assisted

    2020 to 2024

    1.4

    Generative AI arrived in classrooms as a tutor and a shortcut at once. Schools wrote policies on use, and detection tools proved unreliable.

  4. Era 4 · Agentic

    2024 onward

    1.8

    Tutoring agents now explain, quiz, and adapt practice to each student, and teacher-side agents draft lesson materials, feedback, and admin paperwork. Whether students should still learn to code is a live question, which I take up in programming in 2026.

  5. Era 5 · Next 5 years

    2026 to 2031

    2.7

    My bet: every student has access to a capable tutor, and teaching shifts toward coaching, discussion, and assessment that agents cannot complete for the student. Privacy rules for minors keep autonomy in schools lower than in corporate training.

Which education software is being rewired?

No deep dives yet. The first ones are in the queue below.

Coming next

  • Learning management systems
  • Tutoring
  • Grading and assessment
  • Student information systems

Keep reading

Essays and analysis

Comparisons