Bridger PenningtonFund Launch & Investment Expert

I wasn’t broke… but I wasn’t free. I couldn’t take a real vacation until 👀

16 Dec 2025 · 1 min

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An entrepreneur launched six businesses in his first two years of college, grinding hard to escape trading time for money. He couldn't take a real vacation until he built automated systems that earned income without him. That's when he finally felt free.

Chapters

I'm not rich enough to take a vacation. As a lot of you know, I started 6 businesses my first 2 years of college. I mean, I grinded my face off trying to find some type of success, and I never felt like I could take a break or a vacation or stop until I had figured out how to not trade time for money. Because if you trade time for money, you'll work until you die. And only until the last few years I felt like I was making money when I wasn't working, that's when I felt comfortable about going on a vacation or going on a trip because I knew my business and my systems were still making me money when I was gone.