Go-to-Market Daily

How to Change Your Pricing Without Losing Your Customer Base

Written by Mark Kilens | 5/5/26 8:00 AM

How do you align your pricing strategy with customer needs while balancing complexity and simplicity? What’s the secret to designing pricing models that not only appeal to customers but also drive business growth? And how do you integrate the unique challenges of AI-driven products into your pricing structure?

Roee Hartuv, founder of Willingness to Pay, uncovers the truth about pricing and packaging in today’s rapidly evolving tech landscape. Roee explains why the old “good, better, best” model may no longer cut it and how the Jobs-to-Be-Done framework offers a more customer-centric approach. He goes into how businesses can transition to more dynamic pricing models, including credit and usage-based strategies, to meet the growing demands of AI-powered solutions.

He discusses real-world examples from his work with SaaS and AI-driven companies, offering practical insights on how to keep margins healthy without sacrificing value or transparency. Roee gives us a look at how AI integration is reshaping the pricing landscape and why businesses need to rethink traditional models to avoid margin erosion.

Jump into the action:

(00:00) Why pricing models are more than just numbers

(03:09) AI products need a new pricing strategy

(14:37) What Jobs to Be Done reveals about pricing and value

(15:22) The "good, better, best" model isn't enough anymore

(22:39) Should AI-driven businesses always adopt value-based pricing?

(23:33) How AI pricing examples are shaping future business models

(24:58) How AI is challenging traditional pricing models

(34:46) Pricing for enterprise and smaller customers without sacrificing simplicity

(37:27) The importance of transparency in pricing

(39:38) Why customer journeys are key to the right pricing structure

(43:46) Roee's tips on testing and refining your pricing models


Connect with Roee Hartuv: https://www.linkedin.com/in/roeehartuv/

Check out: https://www.willingnesstopay.com/



Produced in partnership with Share Your Genius: https://shareyourgenius.com/