If not giving up was always the right answer life would be so easy. History shows us that sometimes quitters prosper and sometimes they miss out. Knowing when to quit and when to keep going is one of the most difficult questions and so we asked folks we admire to tell us how they think through this question.

Rebecca Brie Briscoe | Artist & Designer

I’ve wanted to give up on several occasions. More times than I’d actually like to admit. There is always that little voice inside of your head that tries to talk you out of your dream. The obstacles are tremendous, and you start to think your’e crazy for trying to pull off whatever it is that you are pursuing. Read more>>

Aaron Seiha | Creative Director

You must get detached from the “when”. When is it going to start happening? When are things going to start going my way? Be so deep in your passion that you lose track of time. If you want the prize more than the passion, you’ll want to quit in 3 months Read more>>

Jenae’ Hope | CEO of Home Stretch Productions

We often hear the term “Trust the Process” but I learned first hand that is extremely hard to do. What happens when you’ve adopted systems or a “process” that typically works for others but not for you? What happens when you are doing the work, giving your best, and still aren’t seeing results? We can’t pretend as if it’s not difficult to stay on the path less traveled. Read more>>

Cara Jaclyn Martinez | Illustrator & Visual Development Artist

I believe if your art or your creative pursuit is making you absolutely miserable, then that’s the time you should either change your mindset about it and question what’s making you miserable or give it up and find something that actually brings you joy. Read more>>

Elena Weinberg | Producer

This is an interesting question. I think I know when to keep going, even when it’s hard, when it’s something I deeply care about. I was asked recently at work why indie producing is my passion project, and without skipping a beat, I said “because it’s why I exist.” Read more>>

Chelsi Stancil | Actress & Model

“There’s still breathe in your body, right? Ok, keep going!” – Chelsi Stancil This quote derived during my time in graduate school. If you’ve ever attended any graduate school, you would know that there are a million “I want to give up” moments. It’s inevitable! Read more>>

Shelley Williams | Studio Owner, Craft and Light Creative Arts Studio


I opened the studio with the knowing that it was going to take a minute or two to get going:) Trying to get the word out about a crafts studio and getting people into the studio I learned are two different things. And at times, I was nervous… but because I knew in the beginning Read more>>

Brittney Martin | Comic Con Enthusiast and Blogger

As a kid, I was often told to keep going and never give up. But what if it’s not giving up, but switching directions? I live my life based on trial and error. I would take risks and try something new or out of norm for myself to see if it’s something that truly makes me happy. Read more>>

Séraphine | Renaissance Artist-Painter

To me, “giving up” on anything has never been an option. Opening my eyes each morning, is just a new invitation to “keep going”, as your inquiry puts it. If I want to get to a certain point by a certain time, then I’m the only person who can do it. My life is my journey alone. Read more>>

Tyler Meacham | Singer/Songwriter

I think about this question all the time. Forging your own path, especially in a creative or musical field, is inherently full of risk. Working as a musician is a major investment that often times doesn’t return in the most obvious ways, and it can take a lot of time and effort before it becomes lucrative. Read more>>

Jimmy V Page | Videographer & Music Video Director

Go back with me about 10 years, as a 26-year-old me lowers the back seats of my Honda Fit, because I’m about to sleep in my trunk. Fast forward about a year, I got some money saved up, some gigs lined up, and some people are starting to notice my work. Read more>>

Elizabeth Martin | Animator, Illustrator, Movie Maker

In terms of picking what exits the development stage, I’ve learned to pay attention to how I’m approaching a project. In general, I know I’m making something good if all I want to do is work on it. I can get stuck in the idea stage, which isn’t a productive space for me Read more>>

Mann-Wen Lo | Concert Violinist, Chamber Musician, and Violin Instructor

We probably have all heard motivational quotes along the line of: “Never give up!”, and other quotes such as “know when to let go!”. The question of whether to keep going or to give up is one that really depends on each specific situation and individual. The longer I live, the more I come to realize that many questions are like in a philosophy class – it is more important to ask the right question than to find a clear answer. It is the life-long process of searching for an answer that we are living, and through the very process that we grow. Life doesn’t happen according to a manual, and very often the truth is not black and white. Read more>>

Jennifer Julian | Creative Catalyst – Partner/Producer, June Bug Pictures

Ha! This is such a tricky question especially when it comes to working in a creative industry where so much of what we do is subjective and seemingly out of our control as creators. It’s a question I consistently grapple with, and I would say what helps me to really know whether to keep going or move on is assessing whether or not I’m happy in what I’m doing or miserable. Read more>>

Din Jenkins Sr. | President & CEO, Chief Facilitator and Collaborator at Supply The Why

As with any new venture, there are many moments of discomfort and self doubt. During this roller coaster ride of launching Supply The Why™, I have often asked myself if I bit off more than I could chew? Am I ready to put myself out there to be questioned, criticized and scrutinized? Am I the right person to carry the burden of facilitating difficult conversations? Etc etc… Read more>>