Same here. My first "startup" was dropshipping textbooks to fellow college students when I was a freshman 14 years ago. Learned a ton at a series B "startup" straight out of college in customer support and within 7 months, was fired. Spent 5 years as a founder at remarkhq where we couldn't figure out the business model to get paid while frame.io raised a massive amount of money to copy us and eventually led them to $1B acquisition with Adobe. Then went and joined a friend's stock market for real estate startup dynasty.com that pivoted and was subsequently acquired for $75M. Realized at said real estate startup that there was a massive industry wide problem that property managers suck so just started solo consulting to finally make real money for myself and future family I was told by my wife. I was 28 when I started my current startup (apmhelp.com) and never thought it would actually be something beyond a consulting business. Here I am 5 years later $5M ARR having just closed a $50M facility. It's still not all roses however as this year has been a rollercoaster. Literally today we layoff another 10% so that we can live to see another year. Startups are fucking hard and it takes everything to go at it again and again but I don't work a single day of my life. I wouldn't swap it for anything (long term). Best of luck! Don't give up either!!