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.

Alissa Stahler | Jazz Singer and Actor

So, I get asked “Do you give yourself a timeline?” more often than you would think. For as long as I can remember, I’ve been performing. I was 3 years old when I grabbed the microphone from Santa Clause singing all of the popular Christmas tunes at my dad’s office Christmas party-which is funny because I’m Jewish! It’s just In My Bones. I’m most at home when I’m on a stage performing. Read more>>

Maya Ragazzo | Interdisciplinary Artist

Even when you think you have given up on something, you might just be taking a break from it without knowing. I find that I am not as attached to the outcome of my art projects as of late. I am interested in the process and how it is a reflection of my changing environments over an entire lifetime. My art practice is constantly evolving, and giving up doesn’t even cross my mind anymore because I feel that the possibilities in art making are infinite (especially if you don’t limit yourself to one medium!). If you see your creativity as infinite, then there is really no reason to quit.. Read more>>

Doris Obih | Founder & CEO of 40 Love Foundation

I think, oftentimes, for most people, the overwhelming feeling of giving up comes from doubt—self-doubt; or the fear of not living up to your expectation, or the fear of not realizing your dreams. There isn’t really a specific pinpointing moment to give up, but it’s the feeling of being unmotivated, uninspired, or defeated. Knowing your purpose helps you to keep going. In my case, my kids are my purpose—my motivation to keep going. When I feel like I want to give up, I remember that I have little people that depend on me. They give me something other than myself to think about—it’s not about me anymore—it’s the bigger picture. Read more>>

Tyler Skinner | Founder

This concept just came up for me very recently and pops in from time to time. When you are a creator, an evisioner, and you use your unique talents and gifts for the greater good, it’s hard to simply “give up.” My motto has always been chase the ideas and creative projects that both excite you and scare you. So, when I get up each day and go to bed each night and I’m thinking, I’m dreaming, I’m feeling my feelings, I know that means its time to keep going. Read more>>

Chloe Anderson | Actress, singer/songwriter; massage therapist

Funnily enough, I wrote a song about this. It gets to the point where you question: Have I just hit a road block or is this a sign that this isn’t meant to be? You hear practically your whole life, “Don’t give up and you can accomplish all your goals and dreams,” but in reality, the journey is a lot harder than anyone ever warned you about. People either want to tell you to be “realistic” or won’t tell you the truth as to how difficult it actually it in order to spare your feelings. However, no one can get you across the finish line except for YOURSELF. Read more>>