The Derby Mill Series

Is the AI-Led Software Selloff Justified? (The Derby Mill Series ep 23)

Feb 20, 2026
Suzanne Gildert, founder/CEO exploring AI–human integration. Rich Sutton, Turing Award pioneer in reinforcement learning. Niamh Gavin, applied AI scientist and CEO focused on foundation models. They debate whether AI justified the software selloff, how AI rewrites product cycles and orgs, risks from opaque models and hallucinations, and a possible future of AI-merged humans versus those who opt out.
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INSIGHT

Gen AI Forces Entirely New Product Cycles

  • Gen AI collapses traditional software product cycles, forcing companies to redesign orgs, workflows, and release processes.
  • Niamh describes incumbents facing build-on, build-around, or AI-native replacement strategies and severe organizational rewiring.
INSIGHT

Incumbents Are Hamstrung By Their Cash Cows

  • Incumbent SaaS firms face an innovator's dilemma where their cash cows block radical AI-first pivots.
  • Niamh notes some create separate skunkworks divisions (Intercom, Replit examples) to build AI parity before reintegrating.
ADVICE

Choose Collaborate Or Replace Strategy Quickly

  • Do decide whether to collaborate, adapt around, or build an AI-native replacement when facing incumbent systems.
  • Niamh lays out three explicit approaches: augment existing provider, build connectors, or spin up AI-native tooling.
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