So Harry Stebbings kicked off a new Live 20VC format: “The Daily Deal” and I was lucky enough to serve as co-host!   We did a great live deep dive, together with the CEOs of Moveworks (just acquired by SeviceNow for $2.8 Billion!) and Cerebvs (AI chips about to IPO): – Why B2B Revenue is...
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So if you are incredibly good at VC, you can make a lot of money.  More on the math here.  If you own 20% of a Decacorn ($10B), then the fund makes $2 Billion, and the partners typically keep 20% of that, or $400m.  And split it up.  The math isn’t quite that simple (at...
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Dear SaaStr: What Are Simple Hacks that Salespeople Use to Confuse Customers? Well I’m not sure confusing customers so that they buy works, but the one tactic that does is FUD. Fear, Uncertainty and Doubt It’s the process of finding weakness in your competitors, and exaggerating and maybe even a few lies about them to...
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So Freshworks started off as a low-end Zendesk competitor (Freshdesk), but relatively early expanded into a broader suite of related products for service and support, and most of its growth today is fueled by its lower-end competitor to ServiceNow, it’s “EX” products.  As you can see below, it went aggressively multiproduct by Year 4: The...
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Dear SaaStr: How Long Should You Give a New Sales Rep? The tough truth is from 0.5–1.5 sales cycles. Sales is tough. It’s a lot of Nos to get to a Yes. And while sales is pretty similar in SaaS at a given price point / ACV, different products are still different to sell. A rep...
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No one has a true crystal ball when it comes to Cloud spend in the coming years, but the leaders have a lot of data.  Thoma Bravo is one of them.  It’s the #1 Private Equity firm for B2B and SaaS companies and it surveyed 501 Cloud and SaaS buyers. Here’s what it found: Software...
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Sam Blond and Jason Lemkin joined together for a live SaaStr Workshop Wednesday looking at what has and what hasn’t changed in 2025 in GTM in general and in the age of AI. They did a deep dive looking at top learnings not just from their own ecosystems, but from the top CROs Sam has...
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Dear SaaStr: What Are The Top 5 Mistakes Founders Make With Their VC Investors? In rough order: #1. Hiding Important Things. VCs are wired to take bad news. But not for it to be thrown at them at the last minute: If Times Are Tough — Don’t Hide. Be Present. #2. Not Knowing the Zero...
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So this year’s SaaStr Annual May 13-15 in SF Bay is going to be bigger, better and even more AI than last year.  SaaStr AI is the theme (not that original I know but), and roughly half our content will be on the intersection of B2B and AI, and half on GTM in today’s world....
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At the heart of almost every great piece of software with an ACV of >$50k is a great dashboard How good is yours? — Jason ✨👾SaaStr 2025 is May 13-15✨ Lemkin (@jasonlk) March 30, 2025 Sales still gets all the attention in SaaS, but the best investment you can make today is in your existing...
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