The uncertainty of entrepreneurship causes many entrepreneurs to put off starting their business. For others, losing a job or other economic hardships push them starting their businesses earlier than expected. In our conversations with thousands of entrepreneurs we’ve seen so much variety in when, how and why people started their business and so we wanted to share a wide variety of views and reflections on the question of whether these folks wished they had started sooner or waited longer before starting their businesses.

Nicole (Kaminski) Stanczak

I actually go back and forth with this question frequently. I have a BSN (Bachelors of Science in Nursing). I was a nanny throughout nursing school, and that was when I got my first camera. Read more>>

Kevin Collins

I could not be happier after starting two of my own business! The flexibility I have now is accompanied by an increase in earnings. It was not easy and a bit scary to go out on my own, but I am thankful to be here now. Read more>>

Maggie Emory

I have always been an internet kid. I have always watched more videos online than I have watched tv. When I was a kid I always asked for digital cameras for holidays (because I’d repeatedly break them) and I would take them to school where I would create fun videos of my friends. Read more>>

Rachel Curtis

My background is in muti day corporate events. During the pandemic, I started working with brides and have really enjoyed the personal relationship I have built with them. Read more>>

Tonya Fewell

Looking back, the question of whether I wish I had started my business sooner or later is a complex one. If I could go back in time, I would say that I wish I had embraced entrepreneurship sooner, but the timing also feels divinely orchestrated. Read more>>

Skyler Kroschel

Starting my photography business during the pandemic in 2020 was a pivotal moment for me, but there’s a backstory to it. Around 2016, fresh from a transformative year in Southeast Asia, I attempted to kickstart my photography business. Read more>>

Latisha Holmes

EliteSmiles NYC was created in August 2020 during the COVID 19 pandemic. For me, this was not the first time that I set out to create something of my own. Read more>>

Juliana Kuzminova

I believe everything in life happens in perfect and divine timing. The universe collaborates to give us experiences we need and believe we deserve. Read more>>

Kimon Kaketsis

Reflecting on my path, I definitely see the value in starting my wedding photography business sooner. fter completing my Bachelor of Fine Arts in Photography, I faced challenges finding work, which led me back to school for a Master’s. Read more>>

Lizmar Almonte

Reflecting on the journey of starting my business, I can’t help but wish I had embarked on this path sooner. Read more>>