This week's SaasRise mastermind sessions covered outbound strategy, AI agents, content and paid acquisition, growth and activation, churn, product focus, operational automation, hiring, fundraising, and AI security.
Benchmarks, frameworks, and strategies for reducing churn, improving retention, and maximizing revenue growth across every stage of the customer lifecycle.
The top M&A deals, venture deals, news, and blog posts of the week
June 22, 2026
The SaasRise Mastermind meetings on June 17, 2026, featured discussions among SaaS CEOs and founders on these topics.
This is what we discussed today in the Enterprise SaaS CEO and Founder Mastermind
The best B2B outbound campaigns today don’t sound like mass marketing. They sound like one human talking to another. And thanks to AI, you can now scale that level of personalization to tens of thousands of prospects — automatically.
If you’ve built your ABM list and started your content machine, you’ve already got the foundation. But now comes the most powerful — and misunderstood — piece of the modern B2B growth playbook: AI-personalized outbound email.
A content machine is the heartbeat of modern B2B marketing. It’s how you go from being one of a hundred companies in your space to being the one everyone sees, trusts, and talks about.
You can have the best product in your category, but if you’re marketing to the wrong people — or worse, guessing who your ideal buyer is — you’ll waste time, budget, and momentum.
The truth is, most SaaS companies don’t fail because of a product. They stall because their marketing is too broad, too random, and too disconnected from the people who actually buy.
This week’s SaasRise Mastermind recap dives into how SaaS founders are navigating year-end sales, negotiating M&A fees, rethinking outbound automation, and scaling smarter with AI and PLG. Ten battle-tested insights from operators building real companies — no fluff, just what’s working right now.
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