What to do when you're the CEO and also the default catch-all for everything, covering context switching, when to hire a COO or department leaders, faster hiring trials, and training your team to bring answers instead of fires.
The productivity playbook that emerged from a SaaSRise mastermind call: protect short blocks of deep work, become less available on purpose, never answer the same question twice, and pick the one thing that makes everything else easier.
A founder-to-founder look at what actually makes a SaaS sales deck work, from separating discovery decks from demo decks to personalizing at scale with AI, drawn from a recent SaaSRise mastermind conversation.
August 27, 2026
How one founder in our mastermind turned the Hermes AI agent into what he calls a complete life changer, by connecting it to his company's systems, giving it a real browser, delegating entire tasks, and sharing it with his team.
A practical playbook for raising SaaS prices, drawn from founders who have done it: why pricing is your biggest revenue lever, how to test with new customers first, what to do about grandfathering, and how to read your churn data before you move.
What the 2026 SaaS org chart actually looks like: ARR per employee by stage, where AI is (and isn't) delivering real productivity gains, and how to run a headcount reset without breaking the business.
Real 2026 data on SaaS revenue and EBITDA multiples, why the number a calculator spits out depends entirely on whose data set it's pulling from, and what actually drives valuation for non-venture-backed SaaS companies.
A founder facing a fork in the road, embed AI deep into one vertical or decouple it and go horizontal, brought the question to a room of SaaS operators. Their answers point to a clear starting principle for any founder building an agentic AI strategy.
MCP adoption inside B2B SaaS is all over the map right now, some founders see it driving real usage, others see almost none. Here's what a room full of SaaS founders actually reported, and how to think about whether to build for it.
This is what we discussed today in the Enterprise SaaS CEO and Founder Mastermind
The top M&A deals, venture deals, news, and blog posts of the week
A look at how SaaS founders are actually deploying AI right now, across internal operations, revenue generation, and product development, and why the real constraint isn't the technology but getting the whole team to use it.
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