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Blog Posts
The Average SaaStr AI Annaul Sponsor Gets 470+ Qualified Leads. Get Them This Year and GO BIG!
Across nearly 100 sponsors and 10,000 attendees, we share an inside look at the latest event trends, sponsor data and attendees from SaaStr Annual.
Blog Posts
20VC x SaaStr Is Back!!: Nvidia’s $20B Groq Grab, Meta’s $2.5B Manus Play, and Why “Invisible Unemployment” Will Define 2026
The latest from the 20VC x SaaStr collaboration with Harry Stebbings, Jason Lemkin, and Rory O’Driscoll Jensen Huang wanted the deal done before Christmas. He got it in two weeks. Nvidia just dropped $20 billion on Groq—a company doing sub-$50 million in revenue—because when you’re protecting a $3.5 trillion market cap, 1% is a rounding…
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5 Interesting Things, Blog Posts, Scale
OneStream Goes Private, Navan at 4x ARR: Are The IPO Markets Really That Open?
So this week, OneStream announced it’s going private. Just 17 months after its IPO. Let that sink in. KKR took OneStream public in July 2024 at a $6 billion valuation. The stock opened 29% above its $20 listing price. Everyone celebrated. The IPO window was “open” again. Now? Hg Capital is buying it for $6.4…
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Artificial Intelligence (AI), Blog Posts, SaaStr.Ai, Sales
How Personio’s CRO Built an AI-Powered Go-To-Market in Just 6 Months: 5 Lessons and 5 Mistakes
Philip Lacor is the CRO of Personio, a $3B+ HR and payroll platform with 1,500 employees, 15,000 customers, and a 400-person sales team. He shared their AI transformation journey at SaaStr AI London — and the learnings are a masterclass for any revenue leader trying to figure out how to actually deploy AI in GTM….
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Blog Posts, Q&A
Dear SaaStr: How Can a SaaS CEO Tell Which Customers are 10+ Year Customers?
Dear SaaStr: How Can a SaaS CEO Tell Which Customers are 10+ Year Customers? I think it’s fairly easy. Look for: Are they running an entire division or group (or more) on your product? Is the use case mission critical — even if niche? I.e., would the business be at risk if you went down…
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Artificial Intelligence (AI), Blog Posts, SaaStr.Ai
The Rise of Invisible Unemployment in Tech: 2026 Will Be The Year When Everything Really Changes
Invisible Unemployment is going to really pick up in tech in 2026. It’s already here. It just doesn’t show up in the numbers yet. And yes, it’s fueled by AI—but not in the way most people think. The unemployment rate in tech looks fine on paper. Layoff announcements have slowed down from the bloodbath of…
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5 Interesting Things, Blog Posts, Scale
5 Interesting Learnings From Motive at $500,000,000 ARR. And The Match Up With Samsara.
Motive filed its S-1 to IPO, and now we can finally see the real numbers behind one of the fastest-growing fleet management companies ever built. And with somewhat direct competitor Samsara trading at a ~$20B market cap and just hitting GAAP profitability for the first time, this is the perfect moment to dig in. These…
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Blog Posts, Q&A
Dear SaaStr: Should I Fire a Sales Rep That Lied To Several Customers?
Dear SaaStr: Should I Fire a Sales Rep That Lied To Several Customers? Earlier in my career, I would have said Yes. Of Course. Fire any sales rep that lies to customers. Especially more than once. Especially in my first start-up, we worked in a heavily regulated, life-or-death industry. There was no room for lies….
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Artificial Intelligence (AI), Blog Posts, SaaStr.Ai
Your #1 Job For January? Deploy An AI Agent — Yourself. Hands On Keyboard
We just did a deep dive with Lenny Rachitsky on what we’ve learned deploying 20 AI agents at SaaStr. And I want to share what I think is the single most important piece of advice for any sales, marketing, or GTM leader heading into 2025: Pick one AI agent. Deploy it yourself. Do the training…
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Artificial Intelligence (AI), Blog Posts, SaaStr.Ai
Your Job In AI + B2B in 2026: Grab The Tailwinds, For Real. It’s Not Too Late. But It’s Different. (Updated with Video)
The B2B market in 2025/2026 is experiencing a paradox that every founder, CEO, and investor needs to understand: there’s more capital, more budget, and more opportunity than ever before. But the thing is .. that incremental B2B budget it’s not evenly distributed. Not even close. If you’re not grabbing AI budget, you’re swimming against a…
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Blog Posts, Early, Leadership
Dear SaaStr: As a Co-Founder, How Do I Tell the Team I’m Leaving?
Dear SaaStr: As a startup founder, what’s the best way to announce your departure to the team and leave on good terms? The startup is series A/B, with 30+ employees. I have no magic insights, but I have transitioned post-acquisition out of 2 companies that I’ve co-founded. And I’ve had one key co-founder leave in…
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Artificial Intelligence (AI), Blog Posts, SaaStr.Ai
Right Now, Managing AI Agents is About as Much Work as Managing Humans. Just Different Work.
Here’s something almost nobody tells you when you deploy your first AI agent: you’re not eliminating management overhead. You’re trading one type of work for another. It’s different work. But it requires about as much time for oversight, review, and training as managing humans did. We’ve deployed 20+ AI agents at SaaStr over the past…
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Blog Posts
SVB’s State of the Markets Report: AI Isn’t More Efficient, VC Dollars Are Even More Concentrated, and M&A is Picking Up But Fewer Deals Make Money
The latest SVB State of the Markets report just came out, summarizing all their venture and startup activity through 12/31/25 or so. This is their 30th edition, and buried in these 34 pages are some hard truths that every founder, operator, and investor in B2B needs to internalize. I’ve pulled out the 10 most critical…
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Blog Posts, Career Growth & Advice, Customer Success, Customer Success, Growth, Q&A
What To Do When A Customer Wants to Cancel A Contract
Hopefully, 100% of your customers love you. But as time goes on, you’ll oversell a few deals. Or not quite deliver in some fashion. Or fail to deploy in others. And some customers will ask for their money back. When they e-signed binding, good old-fashioned contracts. What should you do? The simple answer “of course”…
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Blog Posts, Sales
CROs at Slow-Growth Companies Often Aren’t Really CROs. They’re Chief Price Raising Officers.
Here’s a pattern I’ve seen play out dozens of times now, and it’s worth talking about honestly. When a B2B company’s growth slows — say, drops from 50% to 20% or even 15% — the CRO role fundamentally changes. Not officially, of course. The title stays the same. The comp plan still has new logo…
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Popular Q&A
Dear SaaStr: What Was the Toughest Rejection You Ever Had in Sales?
Dear SaaStr: What Was the Toughest Rejection You Ever Had in Sales? The hardest rejection I’ve had in sales was around renewals. Especially ones I thought we really had earned. But still lost. In particular, in the early days of EchoSign / Adobe Sign, we had a...
Dear SaaStr: What Is the Playbook for a Successful Customer Success Team?
Dear SaaStr: What Is the Playbook for a Successful Customer Success Team? A good playbook for customer success is all about driving retention, expansion, and customer happiness while making it scalable: Hire Truly Product-Savvy Customer Success Managers at First Focus...
AI at Scale: 8 Learnings from monday.com Co-Founder and Co-Ceo Eran Zinman
monday.com Co-CEO and Co-Founder Eran Zinman recently sat down with SaaStr CEO and Founder Jason Lemkin to share his insights on their journey, including how they’ve leveraged AI, maintained growth, and expanded into multiple product lines.
The 2025 SaaS Vibe Check: What Founders Need to Know Right Now with SaaStr CEO and Founder Jason Lemkin
SaaStr CEO and Founder Jason Lemkin did a vibe check into the state of SaaS, AI, venture funding, and the rollercoaster of building a business in 2025.
Dear SaaStr: Can an Entrepreneur Back Out of a Signed Term Sheet Without Damaging Their Reputation?
Dear SaaStr: Can an entrepreneur back out of a signed term sheet without damaging their reputation? In my experience — Yes, probably. As a founder, you can back out of a term sheet if something is off, or even if you just get another offer you prefer. There is a lot...
How To Reverse-Engineer a $100M Exit: SaaStr on My First Million Pod
How do you reverse-engineer your first million as a SaaS startup founder? SaaStr founder and CEO Jason Lemkin chats with Sam Parr on the popular YouTube channel and podcast My First Million about what’s required to make it on the map for a $100M exit and then reverse engineers the steps to get there.
Rule 1: New minimum is $400K per employee
Rule 2: Go multi-product
Rule 3: Your second product must be bigger than your first product
Cheat code: Double your prices
Rule 4: 30% of your revenue is international
Rule 5: Localize your product
Cheat code: Remove friction
Rule 6: 100% net revenue retention
Rule 7: Don’t raise double digit millions