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.

Milton Jackson

I wish I could have taken the time to invest in my career a few years back. Bit like most people say the timing wasn’t right. Read more>>

Michelle Mackey

If there is one thing I could do all over it would be following my artistic pursuits earlier in life. Growing up I was always drawing and would get in trouble for drawing horses on my school work. I loved to sew and do embroidery as well. I remember being a little kid and hearing about starving artists, and that didn’t sound very fun to me. I graduated as valedictorian of my high school class in 1996. Back then if you were good in school it was a given that you would go on to college. I graduated from Montana State University with a degree in psychology. Read more>>

James Lapsley

Looking back on everything, I would have started the Instagram page much sooner. Graduating from college and moving into New York City, I immediately fell in love with the food scene. It has every cuisine you could ask for and the quality is top notch. Unfortunately, for those of you unfamiliar with New York, food prices are outrageous. What once started as a fun hobby quickly turned into a small business when restaurants began providing complementary meals in exhange for a few posts on the account. Starting this account earlier would have simply alloted more time for growth and with that, more terrific meals. Read more>>

Maria Medrano

My plans were to start before covid hit and because of covid I had to wait a few more years to start what was planned at the beginning. Read more>>

Raquel AKA Raq Garcia

I definitely don’t think I should have started my business sooner everything I had to go through has gotten me to where I am today and who I am today I am proud of it its part of my story! Read more>>