Bootstrapped for 3 years. Refused to pay for anything I could do manually or with free tools. Thought I was being smart financially. Really I was being dumb. Finally paid for actual software instead of my system of Google Calendar, text messages, and notebooks. Got 10-12 hours back immediately. No more manual reminder texts. No more rescheduling back and forth all day. No more tracking who paid in spreadsheets. Automation handled it. That time went into actually growing revenue instead of treading water with admin. Did the math. The software costs $200/month. I bill $75/hour. Saving 12 hours weekly equals saving $900/week equals $3600/month. So I was losing $3400/month trying to save $200/month. Bootstrapped brain couldn't see it until I actually did it. What expense did you resist that turned out to be completely worth it? Trying to figure out what else I'm being penny wise and pound foolish about. https://www.reddit.com/r/smallbusiness/