Asking Not Asking #25: Aiming to Avoid Regret

I have a good-paying job as a designer at a small, but growing startup, yet I’ve always had the dream to pursue a more independent path as an illustrator...I’ve thought about taking the next step, but I don’t know if it’s foolish when I make a good living that allows me to be independent and save. Is this a silly pipe dream?

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Asking Not Asking #17: The Girl Who Got Lost in the Fire

“I’ve tried side projects, going on art-dates with myself, taking self-care days. I’ve tried making up small projects just for me, but I can’t seem to find the motivation or passion to do it. I feel trapped in this illusion of freelance because I constantly feel I can do it better, do more, do things differently, but every time I have some time off, I feel paralyzed and tired.”

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Asking Not Asking #16: Searching for Fulfillment

“Options I am considering: 1) Go back to school to get an MBA in Marketing and do…marketing?…somewhere? 2) Leave and start my own photography and design studio. Options I’m definitely NOT considering: Staying where I am. I’m so ready to jump that I can feel the wind in my face.”

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Asking Not Asking #14: Unqualified

“One of the real surprises of this process has been finding what I think is the type of work I want to make. Before getting sick, I actually never had ideas for personal work. I always felt blocked…It feels daunting that my interest is heading in a direction where I especially feel the least qualified. How can I move forward from here?”

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