Almost every entrepreneur has had to decide whether to take the leap now or wait– perhaps they wanted to acquire more capital, experience or connections. Given how common this predicament is, we asked some successful business owners to reflect back on whether they wish they had started sooner or waited for a better time.

Jai Collin’s

I do think about what it would’ve been like if I started my business sooner. I officially launched Hair Vault Experience in 2022. I always knew I wanted to be my own boss, I just didn’t know exactly what that looked like at the time. After losing my son, I wanted to create something that was mine, something that gave me purpose again. Read More>>

Ashley Lester

If I could go back in time, I don’t think I’d change the timing of when I started True & Timeless. I’ve always been a natural curator. Ideas, aesthetics, and experiences have a way of coming alive in my head long before they exist in real life. Creativity is just how I move through the world. Read More>>

Austin alegria

If I could go back in time, I honestly wouldn’t change when I started my business. I began designing in 2020 after losing my job due to the pandemic, and while it was a scary and uncertain time, it also pushed me to finally bet on myself. Read More>>

Nicole DiTommaso

f I could go back in time, I wouldn’t change when I started my business. I launched Sauce Boss Gang at a time when I was ready, not because I had it all figured out, but because I finally stopped waiting for the “perfect moment.” Before that, I was deep in my corporate career, leading teams and building products for other people’s visions. Read More>>

Sheena Roberson

I always wished I had followed my instincts and interest over pursuing my depiction of success back then and started working for myself a long time ago. But Cannabis Noire was bred out of necessity so it was actually just divine timing at its finest. Read More>>