Three first-time founders in Canada, all of us between 45 and 55: business/product, marketing, and me on the technical side. We re building an AI tool for creative work. About thirty testers have been on a pre-production build for a couple of months. Feedback is good, and importantly is not from friends, but actual target users who we sourced through our networks, which I m treating as encouraging signal on product-market fit.We re bootstrapped with CAD $25k initial commit and an additional up to $100k available, though we d rather earn the right to spend each additional dollar than commit it up front. All three of us still have day jobs, cleared with our employers. At current near-zero usage we could run the service for ~18 months without revenue — that number obviously falls as real users arrive, which is part of the problem.So our constraint isn t the usual one. The company has runway; founder time doesn t. I built the platform, I m the one who has to go full-time first, and I m also the highest-paid person on the team with family obligations that rule out a sudden income cut.For those who started companies in their 40s or 50s: when did you know it was time to leave the day job? Did you wait for revenue to cover you, cut to part-time, build personal runway first, or raise specifically because founder availability had become the bottleneck?Not naming the product — I am looking for advice, not a launch thread.