TABLE OF CONTENTS
1. Introduction: Why Pricing Needs a Fresh Look
3. What’s Changed in the Market
4. Modern Monetization Models
5. AI and Pricing Strategy
6. Tooling and Pricing Infrastructure
7. Building a Pricing Discipline
8. Closing: Where to Go From Here
1. Introduction: Why Pricing Needs a Fresh Look
It's 2025. Pressure on pricing has never been greater, and there’s a whole new level of complexity. Growth expectations are high, budgets are tight, and software companies are navigating shifts that go far beyond product strategy.
Pricing is usually determined once, often too early, and rarely revisited. It’s commonly left to spreadsheets, back-of-napkin math, inherited models, or advice from the loudest voice. Internally, it’s often avoided. Externally, it’s distorted by competitors making promises they can’t back up, or selling strategies that were designed for a different
decade. If you’re aiming to be intentional about growth, what worked to get to this stage likely won’t get you to the next one.
AI features, changing buyer behaviors, software-service convergence, and rising enterprise expectations are all reshaping how companies determine value, and how they should charge for it. The result? Poor value capture, over-discounting, confused packaging, or stalled sales. Not because of the product, but because of how it’s priced.
Whether you’re planning a new AI-based SKU, rethinking monetization to align with new value in your products, or trying to escape the dreaded “spreadsheet sprawl,” the principles in this guide can help cut through the noise, so you can make smarter, faster decisions. It’s not about theoretical models or chasing trends. It’s about how to think clearly about pricing today, and how to build the systems and strategy required to price software with confidence.