SaasRise Mastermind Recap - October 13, 2026

This week's SaasRise discussions covered how SaaS leaders are rethinking pricing, using AI across analytics and go-to-market work, and fixing the funnels behind their growth. The conversations focused on contract structure, website recovery, paid acquisition, onboarding, and positioning for an agent-driven future.

Holding out for a three-year term can add two months to an enterprise sales cycle, but giving it up can cost more. Here is how founders compromise on contract length without handing customers a free exit.

A cheaper entry tier can widen your funnel, yet customers closed at a low price rarely grow into your real one. Here is what a room of SaaS founders has learned about land-and-expand pricing, anchoring, and guardrails.

Engineering teams pick up AI tools on their own, but sales and marketing teams often stall at copy-and-paste. A group of SaaS founders explains what actually gets go-to-market teams using AI: visible wins, internal champions, and leaders who show the work.

When more than nine in ten free trials do nothing after signup, the problem usually starts before the product. A group of SaaS founders shares how to find where users stall and what to test first.

Within a few years, most of the users touching your software may be agents, not people. Here is what a room of SaaS founders believes that means for your APIs, your pricing, your moat, and the nine months you have left to prepare.