by Jason Lemkin | Dec 5, 2025 | Blog Posts, Early, Hiring, Leadership, Q&A, Sales |
Dear SaaStr: If you were hiring a head of sales for a high-priced, niche B2B SaaS product, would you focus on general B2B SaaS sales experience or on market/customer knowledge, assuming it will be very difficult to find a candidate with both? This is the scenario when...
by Jason Lemkin | Dec 4, 2025 | Artificial Intelligence (AI), Blog Posts, SaaStr.Ai
Why Being a “People Person” Won’t Save Your Sales Job in 2026 There’s a quiet revolution happening in B2B software sales right now. It’s just starting really, and most folks aren’t ready for it. I’m not talking about the...
by Jason Lemkin | Dec 4, 2025 | Blog Posts, Growth, Hiring, Sales, Sales |
A mistake many founders make is hiring a VP of Sales who has many strengths — but is not great at selling themselves per se. A VP of Sales who is smart, polished, and worked at the right place, in a management-level position. That can talk about quota...
by Jason Lemkin | Dec 4, 2025 | Blog Posts, Early, Hiring, Q&A, Sales |
We’ve talked a lot on SaaStr about hiring that first VP of Sales. But what if you can’t find the right person, and you’ve spent months looking? What risks should you take when you’ve realized Ms or Mr Perfect just isn’t going to happen...
by Jason Lemkin | Dec 3, 2025 | Artificial Intelligence (AI), Blog Posts, SaaStr.Ai
I’m deep in the trenches building apps for the SaaStr community on SaaStr.ai, and like many of you, I’m using AI agents to help me ship faster. And something incredible just happened that tells me everything about where we’re heading with AI in 2026...
by Jason Lemkin | Dec 3, 2025 | Blog Posts, Q&A |
Dear SaaStr: I Fired My VP of Sales. What Now? It’s tough and there may be some bumps. But honestly things probably will be better in just a week or two. What you do need to do is have a plan. You need to act fast and smart to stabilize and rebuild. Here’s what...
by Jason Lemkin | Dec 2, 2025 | Artificial Intelligence (AI), Blog Posts, Customer Success, SaaStr.Ai
Recently I reached out to support at 2 fintechs we used, both at $500m+ ARR, and what did support say? “We’ll get back to you in a day.” There’s no excuse for this anymore in the Age of AI. There was no excuse ever, but pre-AI, keeping up...
by Jason Lemkin | Dec 2, 2025 | Blog Posts, Q&A |
Dear SaaStr: How Do I Know If My New VP of Sales is Working Out? This is one of the most discussed topics on SaaStr, and a deep dive here: The 30-Day Test: How to Know if Your VP of Sales Will Succeed In a nutshell, you’ll know if your VP of Sales is working out by...
by Jason Lemkin | Dec 1, 2025 | Artificial Intelligence (AI), Blog Posts, SaaStr.Ai, Vibe Coding
Or: What They Don’t Tell You About AI-Assisted Development There is a learning curve, but I love vibe coding with AI agents like Replit. It’s revolutionary. I’ve built 10+ production applications this way without writing a line of traditional code. ...
by Jason Lemkin | Dec 1, 2025 | Blog Posts, Engineering, Product
Your biggest platform risk isn’t your competition. It’s losing access to the ecosystems your customers depend on. Let me share something that should terrify every B2B founder. Two well known unicorn vendors have lost their access to the Salesforce...
