If you had asked me in my mid 20s if I thought I’d ever be successful or wealthy, I would have given a bold ‘OF COURSE!’ — but that would really just be my characteristic over-confident answer to hide what I really felt: that I was going to continue failing and be broke for the rest of my life.
Thankfully, things went the other way. I was able to start one of the fastest growing companies in the USA off a credit card, bootstrap the entire thing with no investors, and ultimately sell the business to tech giant Salesforce five years later. On the surface, it’s the entrepreneurial dream story and the best result I ever could have hoped for. Below board it wasn’t nearly as fun or sexy as it looked, but that is a story for another time.