First time raising money in 6 years and it’s been a major uphill battle even with traction and validation.
This time around, same instincts, a couple of exits behind me, and traction that people keep telling me looks Series A ready, and I’m still grinding through a seed raise like I have something to prove for the first time.
The VCs I’m talking to like the company. Some of them really like it. Meetings go well, the questions get sharper instead of skeptical, everything feels like it’s building toward something. And then it just doesn’t turn into a check. No clean no, no clear yes, just momentum that stalls right before the finish line.
Some of the pushback is fair, a few of the holes people poked actually needed poking, and I’ve made changes because of it. But there’s a gap between “you found a real risk” and “that’s why we’re passing,” and I keep landing in that gap without anyone explaining what’s on the other side of it.
I keep running the math. Better traction than my last raise. Real revenue instead of a slide and a promise. A track record this time instead of a pitch. And somehow this round is harder than the one where I had none of that.
Genuinely asking anyone who’s raised more than once: did the bar actually move this much in a few years, or is there something I’m too close to see?