Dear SaaStr: How Do You Know if a Potential Acquirer is Really Interested, Or Just Kicking the Tires?
Dear SaaStr: How Do You Know if a Potential Acquirer is Really Interested, Or Just Kicking the Tires? Well, first off — you can’t. Not without engaging. And at some level, there isn’t any real difference between early stage due diligence and tire...
Dear SaaStr: What is The Biggest Difference Between Running a 10 Person Startup and a 100 Person Startup?
The biggest structural difference is you have to hire all the VPs by employee 50–100. You won’t be able to scale this far without a full management team — VPs of Sales, Marketing, Product, Engineering, Customer Success at least. But the toughest personal challenge for...
Your (Belated) SaaS New Year’s Resolution: Add a Layer
I know you don't do OutboundEventsWebinarsTravel to customers Have a BD teamOffer enterprise edition And you are doing great But what if you did? — Jason ✨👾SaaStr 2025 is May 13-15✨ Lemkin (@jasonlk) January 13, 2025 I agree with most Start-Up Truisms. One...
The Double-Stretch VP Rarely Works Out
"Too many top sales reps want to be a VP. But management isn't for them. It's such a different skill set in sales." @lennysan + me pic.twitter.com/24qbcjbh9k — Jason ✨👾SaaStr 2025 is May 13-15✨ Lemkin (@jasonlk) July 10, 2024 Over the past...
What Really Works When Hiring VPs, and How M&A Really Works, with HubSpot Co-Founder and Chair Brian Halligan + Jason Lemkin
HubSpot Chair and co-founder Brian Halligan and SaaStr CEO Jason Lemkin share their advice on what actually works when hiring your SaaS executive team.
Dear SaaStr: What Are Some Ways to Keep Investors From Firing You?
Dear SaaStr: What Are Some Ways to Keep Investors From Firing You? Founders tend to worry a bit too much about getting fired — and not enough about transparency. Yes, it does happen. And sometimes, it’s very dramatic, see e.g., Travis Kalanik at Uber. But 99%+...
Your Top 5% Employees … And Bottom 5%. It’s Time to Go Through Them.
Tough lesson for CEOs to learn: You have to treat Great employees differently from Good ones Great ones want their careers enabled, want you to have their back, and want no politics. That's about it. Let them run. Good ones want many other, varied things. And need...
How to Think About Product-Led Growth, Bootstrapping vs VC, and Early Exits with SaaStr CEO and Founder Jason Lemkin
Jason Lemkin, SaaStr CEO and Founder took questions from founders on everything from product-led growth to knowing when to sell your company.
One Thing Your Team and Investors Always Need to See: A Clear Path
Founders: "Woe is me" is the absolute worst message to the team in tougher teams "It's my fault" is OK but it doesn't even help much "Here's the plan" is what people want to hear — Jason ✨👾SaaStr.Ai✨ Lemkin (@jasonlk)...
From Outbound to Channel Partnerships: Your Burning Sales Questions Answered by SaaStr CEO and Founder Jason Lemkin
SaaStr Founder and CEO Jason Lemkin shares what it takes to be a successful SaaS startup in today’s economy, the SaaS trends of 2023, and more.
Dear SaaStr: Should I Move Our Fiscal Year From Dec 31 to Jan 31? Will It Help The Team?
Dear SaaStr: Should I Move Our Fiscal Year From Dec 31 to Jan 31? Will It Help The Team? Look it will help a little in a few ways if you are more enterprise. But it won’t really change any fundamentals. So if you do change to Jan 31, at least don’t do it to mask...
Round Trip Employees: When It Works & When Maybe It Doesn’t
My second boss came from a very big, very old tech company. He inherited one of their firm rules: “When you leave, if you leave … you can’t ever come back!” I didn’t get that rule. If someone great left, wouldn’t you want them...
A Trend to Avoid: The CMO That Wants to be CRO
Dear SaaStr: What are the most common challenges of a VP of marketing transitioning into a Chief Revenue officer CRO role? I’ve almost never seen this work in B2B / SaaS. But I see more and more VPMs wanting to be CROs in the past few years. Be wary. Way, way too many...
Samsara’s Rise to Vertical SaaS Leader and $1B+ ARR with Samsara’s CEO and Co-Founder, Sanjit Biswas and SaaStr CEO and Founder Jason Lemkin
The Vertical SaaS Rocketship: Samsara’s CEO at $1.26 Billion in ARR!
SaaStr CEO and Founder Jason Lemkin has an exclusive conversation with Sanjit Biswas, founder and CEO of Samsara and a two-time entrepreneur with over 20 years of experience.
Sanjit shares insights on the growth of Samsara, a leading vertical SaaS company that’s disrupting the industry by growing 36% and reaching $1.26 billion in ARR. We dive into how Samsara is transforming operations across various fields including fleets, trucks, and more, by leveraging innovative AI technologies.
CEO & Founder
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