I used to get 500+ emails a day asking questions I’d already answered somewhere in 4,600 blog posts, 13 years of podcasts, and hundreds of hours of video.
The problem was never the answers. The answers existed. The problem was finding them, in your context, at 2am when you’re agonizing over whether to hire that VP of Sales or how much equity to give your first AE.
So we built Digital Jason on Delphi. It’s trained on 20M+ words of SaaStr content, and it’s updated every single day.
And Digital Jason has now answered 73,000+ questions.
Far more than I ever could.
Try it here. It’s 100% FREE.
What People Actually Ask
The questions that come through aren’t what I expected. It’s not “what’s a good NRR?” (Google that). It’s:
- “I’m at $2M ARR with 3 reps. My top performer wants to be VP of Sales but has never managed. Do I promote her or hire externally?”
- “My Series A lead is pushing for 3x liquidation preference. Is this normal in 2024?”
- “We’re at $800K ARR and growing 15% monthly. When should I hire a CFO vs. outsourced finance?”
Real decisions. Specific context. The kind of thing you’d ask a mentor if you had one who’d seen 1,000 B2B companies scale.
The Part That Actually Works
Users come back. Someone asks about hiring a VP of Sales, then returns two weeks later to discuss compensation structure for that specific role. The continuity compounds.
It’s not me. But it’s trained on everything I’ve learned building two companies, investing in 100+, and obsessing over B2B metrics for a decade. And it’s trained on every speaker we’ve ever had, every workshop, every session. So it’s really trained in 1,00+ of the Best in B2B + AI.
The Catch. For Now, At Least 😉
It can’t close your deal. It can’t tell you what your specific competitor is doing. And sometimes it’s wrong—just like I am.
But at 3am when you’re second-guessing a decision, having something that’s absorbed a decade of pattern-matching on B2B scaling is surprisingly useful.
Try it free: SaaStr.ai/mentor
