Where AI Really Matters in Vertical SaaS With CEOs of Owner, Alloy Automation, and DoNotPay
Activant Capital brought together at SaaStr Annual a group of break-out next-generation AI enhanced vertical software leaders: the CEOs from Owner.com, Alloy Automation, and DoNotPay. At SaaStr Annual they shared their experiences and insights on implementing AI in...
Top SaaStr Posts, Pods & Vids of The Week: Owner’s CRO, HubSpot’s Founder, Tunguz on AI, Synthesia at $2.4 Billion
Top Posts: #1: It’s 2025 And Even Salesforce’s Sales Team is Kind of Phoning It In (At Least Some Of It) #2: The #1 Reason SaaS Companies Stall Out at $15m-$20m ARR #3: AI is the Best Thing to Ever Happen to SaaS. Why? It’s Unlocking Even More Budget #4: What’s...
Dear SaaStr: What’s the Proper Way to Commission Multi-Year Deals?
Dear SaaStr: What’s the proper way to commission a multi-year SaaS sale with increasing ACV each year? There’s no perfect answer here, but at least until you are at $10m+ ARR, my strongest recommendation is align around cash. Later, you will align around...
The #1 and #2 Reasons I See Sales Execs Fail Today
When I look at the VP of Sales / CRO that didn’t work out the past 12-18 months across the SaaStr Fund portfolio and my ecosystem, one thing stands out. And it’s an old SaaStr theme: 👉 #1: You have to hire folks in sales where their last job was harder. There may...
5 Key Things You Need to Know About AI Data Privacy in 2025 (and Why It Matters) with Skyflow’s CPO
The Real Truth About AI Data Privacy in 2025: What Every SaaS Company Needs to Know The explosion of AI adoption has created massive new privacy risks for SaaS companies. Here’s what we learned from talking with Skyflow’s Chief Product Officer about...
It Can Take Years to Get Acquired For Millions. So Start Nurturing Those Relationships Now.
If you want to potentially get acquired — start now. Because it often really, quietly takes years. What do I mean? Well for sure, acquisitions themselves technically often happen very quickly. The acquiring CEO reaches out, they meet up and shake hands over the...
The Future of AI in B2B SaaS: Insights from Synthesia and Theory Ventures. Hosted by Jason Lemkin
Victor Rippabelli, CEO of Synthesia, Tomas Tunguz of Theory Ventures, and SaaStr CEO Jason Lemkin discuss the changing landscape of AI in SaaS.
Dear SaaStr: How Do You Handle Customers Upset About an Autorenewal?
Dear SaaStr: How do you handle B2B customers who want a refund on an annual subscription because they didn’t realize that their credit card would get charged again a year later? Yes, autorenewals likely are in your T&Cs. And yes, if your customer keeps...
Pitchbook: There Are 300+ SaaS StartUps Waiting to IPO
So one question many are wondering about: just how many scale-ups are really getting ready to IPO? Pitchbook has a new analysis. They count 600+ start-ups with metrics far enough along to IPO: And they count 294 SaaS start-ups ready to IPO at the end of 2024, so...
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