Podcast

Bret Taylor on AI agents, outcome-based pricing, and the OpenAI board

Cheeky Pint (Stripe) · cheekypint.substack.com

A candid founder-to-founder chat on making outcome pricing actually work.

Open on cheekypint.substack.com ↗

It answers 3 questions

  1. What does AI support actually cost, and how should a founder think about the ROI?
  2. How should I price AI features: per seat, per use, or per outcome?
  3. How should I price a product built on AI agents?

Read with it

  1. Real price points: $2/conversation, $0.99/resolution, per-task AI SDRs. substack.com Thread The most disruptive AI pricing models so far Kyle Poyar
  2. The investor-grade case for why agent pricing had to change. a16z.com Article AI Is Driving a Shift Towards Outcome-Based Pricing a16z
  3. Patterns from 60+ agent companies distilled into a usable framework. growthunhinged.com Article A new framework for AI agent pricing Kyle Poyar (Growth Unhinged)
  4. The evidence that base-plus-usage hybrids outperform pure models. revenuecreator.com Podcast Why hybrid pricing already won the AI era Revenue Creator (Kyle Poyar)
  5. A catalogue of every live agent pricing model with examples. getmonetizely.com Guide The 2026 Guide to SaaS, AI, and Agentic Pricing Models Monetizely
  6. The billing-infrastructure view of metering agents without angering customers. flexprice.io Article Why AI Companies Have Adopted Usage-Based Pricing Flexprice
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