My Startup Doesn’t Have a Free Trial or Freemium Option. Should We Change This?
Dear SaaStr: My Startup Doesn’t Have a Free Trial or Freemium Option. We require payment right away. Should we change this? Free trials and freemium options work well — if you can support them well. Ask yourself: Can someone deploy your app in minutes? If they...
How to Navigate Strategic Change for Growth with SaaStr CEO and Founder Jason Lemkin (Video + Podcast)
Jason re-takes the stage in Part 2 of the series to answer questions about the right time is to invest in a new product line, building vertical vs. horizontal, multiples in 2024, and much more.
Dear SaaStr: What Mistakes Did You Make When Starting Your Business That, In Retrospect, You’re Glad You Made?
Dear SaaStr: What Mistakes Did You Make When Starting Your Business That, In Retrospect, You’re Glad You Made? I think some of my biggest mistakes, at the time I made them, I had to make them to survive. Still, they were terrible mistakes 🙂 My list: Launching...
Is Your VP Too Hard to Work With? The 2 Hour Rule
If you’re reluctant to ask someone to do part of their job If it’s just easier to do it yourself If you don’t want to argue when you ask 100% clear sign it’s time for someone new in that role — Jason ✨👾SaaStr.Ai✨ Lemkin (@jasonlk) May 4, 2025 So we’ve talked a...
What’s New at Greenhouse: $200M ARR, AI in the Real World, Going Big with PE, and More
Discover what’s new at Greenhouse, a $200M ARR recruiting software company. CEO and co-founder Daniel Chait and SaaStr founder and CEO Jason Lemkin discuss AI, trends in the market, getting bought by PE, and much more.
What SaaStr CEO and Founder Jason Lemkin Really Thinks About AI, Sales & Lead Gen In 2024
SaaStr CEO and Founder Jason Lemkin covers everything you need to know about hiring, AI, and lead generation in SaaS going into 2024.
5 Interesting Learnings From Freshworks at ~$600,000,000 in ARR
So we last checked in with Freshworks at $400m in ARR. Fast forward to today, and last quarter they crossed an incredible $560,000,000 in ARR growing 20% on a constant currency basis. That should put them at about $600m ARR today! 5 Interesting Learnings: #1. ...
Dear SaaStr: Why Do So Many SaaS CEOs Get Fired?
Dear SaaStr: Why Do So Many SaaS CEOs Get Fired? I think this is a bit of a misnomer. I’ve been investing for 10 years, across multiple billion+ outcomes, and only seen 1 founder “fired” in my portfolio, and one who the biggest VC suggested they step down. And even...
SAP: Actually, The Cloud Is Still On Fire. Our $15 Billion Cloud Business is Accelerating. Microsoft: Us, Too. Cloud is Growing 23% at $24 Billion.
So for many of us, things still seem much harder than they used to be. And yet, overall Cloud spend continues to grow to record levels. In fact, Gartner predicts 2024 spending will grow far faster than 2023, which still grew substantially. Who’s getting hit...
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