Business Coaching -

jenna rainey

the blog

I’m an artist, self-taught designer, and multi-faceted creative entrepreneur who is hell-bent on teaching everyone how to find their inner creative voice.

about me

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"I'm undeniable proof the 'Starving Artist' narrative is made to be broken."



It’s like Netflix-binging Bob Ross videos, but with a dose of dry + quirky humor and fewer happy little tree references. 

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Wanna Learn to Watercolor?

i wrote some books

Business Coaching

Artist and influencer Jenna Rainey inspires a generation of creatives to make art every day, even if (as she puts it) “it sucks.” She teaches her carefree and colorful style of watercolor and calligraphy by hosting workshops around the world and bringing her always authentic, not-afraid-to-be-silly personality to online tutorials and how-to books, which brings us to YOU! Yes, you.

“I can’t thank Jenna enough for her time in our sessions together. I knew this investment would be valuable, but she included so many handouts and advice that completely blew away my expectations. I can’t wait to put everything she said into practice… I’ve seen so much growth in my business and who I am as a business owner already!” -Alex M.

Jenna has been in your shoes, made the mistakes, had those problem clients, and has grown her business exponentially despite obstacles into a design studio that brings in six figures + and continues to grow every year. She founded Jenna Rainey Design Studio through which she licenses her vivid hand-painted designs to some of her favorite lifestyle brands. Also: she admits to being a terrible whistler because, you know, we can’t all be good at all things.

Pricing & Packages

At this time, Jenna is no longer taking on any one-on-one mentorees. If you’re eager to learn all the ins and outs of starting and running a creative business, sign up for our mailing list below so you can stay up to date on when she releases her Get Bossy Bootcamps!

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Art Topics


Business Resources


Looking for something else?

The Podcast




My work, tips and tricks, how-to's, and alllll the pretty flowers.

I've learned a thing or two and my momma taught me to share.

Show notes from the best in the biz... and my guests, too. *wink*

The latest art shenanigans I'm cooking up with brands I love!


Loads more art and #bts business things, a few dashes of awkward humor and lots of kombucha. I drink vats of kombucha.


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The tools, the settings and how to get rid of that pesky paper background!

I can't give you a fat cat to cuddle, but here's the next best thing...

Free Course!