We have an AI agent that we use all the time. One of our now almost 30. It’s a good one, people really like it, and importantly, it’s not directly connected to revenue. So we made a biggish mistake. We sort of ignored it once it worked and was dialed...
Shalin Jain built HappyFox to $20M+ ARR, bootstrapped, with about 100 employees. He went from 5 support reps at $1M ARR to 6 support reps at $20M ARR. Same story on sales: 6 sellers at $3M, still 6 sellers at $20M. He recently shared how his team did it by treating...
The most common pushback we hear when talking about AI account executives replacing human AEs goes something like this: “Buyers won’t trust an AI. They only buy from humans they trust.” I understand the intuition. In theory, it sounds reasonable. In...
Dear SaaStr: Should I Use an AI SDR Before I Have a Working Human SDR motion? No. This is the single biggest mistake I see across all company stages, from $1M ARR startups to multi-billion-dollar public companies, and it will sink your AI SDR deployment. The Core...
If you’re building a hot AI startup right now, you have the leverage with VCs. Full stop. There are the best of times for you, if you have traction and a true agentic product. VCs are fighting to get into the best AI deals. Rounds are closing in days. Valuations...
Dear SaaStr: We’re at $8m ARR growing 90% but aren’t really AI Native. VCs won’t take a meeting. Is fundraising hopeless right now? Not hopeless. But brutally honest? You’re in the hardest fundraising environment we’ve ever seen, and...
Here’s something I didn’t expect when we went AI-first at SaaStr: we run one CRM. Just one. But we now run four different AI sales agents — Agentforce, Monaco, Artisan, and Qualified — all at the same time. And we might add more. This wasn’t some...
The Bottom Line: Launchpad is a low-code, AI-powered platform from Pegasystems (Nasdaq: PEGA, ~$7B market cap) purpose-built for B2B software companies that need to build, launch, and operate enterprise-grade SaaS applications. It’s not another vibe-coding toy...
Dear SaaStr: Our CFO sounds very polished but we are missing the burn rate plan almost every month, and he takes no responsibility for it. What should i do, if anything? This is a serious problem, and I’d be direct: you need to act on this now. Here’s what...
We’ve just gone through 3 phases with AI that most people don’t fully appreciate: Phase one: most of 2023. You had to be technical. The models were there but they hallucinated constantly. You needed to be deeply technical to get anything useful out of a...
Dear SaaStr: Should I Hire More FDEs or CSMs for Our AI Agent Product? That depends entirely on where your bottleneck actually is right now. In AI B2B, deployment is the new constraint — not retention. If customers are signing but not going live, or they’re live...
Harry Stebbings, Rory O’Driscoll, and Jason Lemkin break down the biggest stories in tech and venture right now. Harry Stebbings of 20VC, Rory O’Driscoll of Scale Venture Partners, and Jason Lemkin of SaaStr sat down to work through the week’s...
Over the weekend, SaaStr hit its Q1 ’26 revenue goal: 140% of Q1 2025. And we did it with 1.25 humans in sales, 5 core AI GTM agents, and 20+ AI Agents overall. But it’s not quite that simple. There were other reasons we did better than last year. This...
So the very first AI Agent we rolled out was “Digital Jason” on our websites and it has served us well, answering 100,000s of thousands of questions for founders and B2B execs. But we are builders, so this week we decided to build our own. It’s...
Dear SaaStr: At What Stage Should a Startup Hire a CMO? Answer: Roughly, when demand gen is no longer the core function of marketing. This also often is the time when you are ready to expand beyond a core small, effective, efficient marketing team: When you have...