How do you know when you should keep going versus when it makes sense to cut your losses and try something new? It’s a difficult decision most entrepreneurs and creatives have faced along their journey and so we asked some brilliant folks from the community to share their thoughts.

Amanda Brainerd | Author

When I was trying to find an agent for Age of Consent (Viking 2020) I had found one who was very interested. She took months to read it and get back to me, One day when I was losing my mind over it,, I went for a hike. There was no cell service. On the hike I told myself that no matter what happened with this book I’d keep writing. I’d write another, and if that didn’t work, another. I would never give up. When I got home there was an email from her offering representation. Read more>>

Aerik Francis | Poet & Teaching Artist

I love this question because it is complicated. The kind of knowledge to know whether to keep going or give up is ultimately about cultivating better senses of intuition and senses of self. I think it is important to acknowledge, first and foremost, that it is absolutely okay to give up or quit. Read more>>

Nate Libby | Visual Artist – Painter & Photographer

There was never a point in my life where I thought about giving up completely. Like many types of journeys in life, there are ups and there are downs – Personally and professionally. I sometimes thought my downs were deeper than everyone else’s, of course I was just being dramatic. Read more>>

Shannon Cumberland | Creative Director & Owner

I’m not sure to how answer that. My business is so wrapped up in my personal finances that giving up simply isn’t an option for me. If you can walk away and keep your financial picture somewhat intact, than you probably should evaluate whether or not you’d be happier not owning a business. I think failing at a business venture is culturally a bad thing, but owning one isn’t always what it’s cracked up to be. There’s no shame in walking away. Read more>>