The ScaleUp Pricing Reset | PeakSpan Master Classes
The ScaleUp Pricing Reset
By
Jason Kap
February 26, 2026
Jason will spend an hour deep diving into The Scaleup Pricing Reset: How to Equip Sales to Close Better Deals and Align Pricing, Product, and Roadmap in 90 Days. In this session, Jason will share a practical framework for diagnosing what breaks after product-market fit and rebuilding pricing and packaging systems that enable consistent, high-quality execution across sales, product, and leadership teams.
A few discrete topics that Jason will cover include:
- What breaks after product-market fit, and why pricing becomes a sales execution problem
- Designing offers and packaging that sales can sell without constant exceptions
- How to calm the noise around AI
- Structuring pricing to improve deal quality, reduce discounting, and protect expansion
- Using deal patterns to guide roadmap decisions and build repeatable growth
The goal is to leave you with a practical blueprint to help your sales team close cleaner, higher-value deals while building a monetization system that supports durable scale.
About Jason Kap
Jason Kap is the Founder and CEO of Blue Rocket, where he helps scale-up software companies equip sales teams to sell value, improve deal execution, and scale monetization. He previously led Microsoft’s Worldwide Licensing & Pricing organization and helped drive major cloud pricing transitions across a $37B commercial portfolio. Jason is also a former SaaS founder and MIT Sloan Fellow.