Insights

July 29, 2026

Your AI Roadmap Has a Portfolio Pricing Problem

AI features get priced one launch at a time, but buyers judge them as one portfolio against one budget. Why AI pricing is an architecture problem, and how to map it.

May 8, 2026

AI Features Are Easy to Ship. Harder to Price.

AI features create value, but monetizing them is harder than shipping them. Seat models come under pressure, packaging needs to map to value, and teams need instrumentation before the pricing anchor sets.

April 28, 2026

Pricing Is a Product Problem, Not a Finance Problem

At Cisco ISE, the monetization transformation grew annual bookings to $350M+. The price change was important. But the system around it—the usage tracking, the engineering infrastructure, the financial bridge model, the sales enablement—was what made it stick.

December 18, 2025

The Compounding Effect: Real-World Lessons from Scaling a Product

Only 3.5% of SaaS startups reach $20M ARR within ten years. Here's how ISE grew 5× through compounding improvements in monetization and retention.