Pricing leaders from AI-native and enterprise companies describe how monetization is shifting: faster, continuous pricing iteration replacing annual cycles; usage-based credit top-ups coexisting with subscriptions without cannibalizing ARR; the emergence of AI agents as buyers requiring new payment and pricing infrastructure; product-led growth motions compressing into enterprise sales within months instead of years; and the need for flexible revenue infrastructure to keep pace with rapid experimentation. Stripe also highlights new Billing and Metronome features supporting hybrid pricing, contracts, and credit-based models.
Table of contents
Always-on pricing iteration requires new ways of workingThe focus on ARR is holding software companies back from more flexible monetizationThe agent customer is arriving, and pricing and payments need to be redesigned for itThe move from product-led to sales-led growth motions is compressing from years to monthsRigid revenue infrastructure is becoming a ceiling on growth and experimentationHow Stripe can help product and finance leaders build for what’s next58 Impressions