The Creative Hustler: Increasing income streams through your art


A Painting Workshop

Recently, I was interviewed on the BiggerPockets Money podcast with Mindy Jensen and Scott Trench (check out episode 190).

I had heard they were looking to interview more women for their podcast to review their finances. I figured, sure…I could use some help.

I’ve been trying to get my financial house in order for quite sometime. As an early middle-aged single mother of two sons (ages preteen and teen), I realize I have a long way to go.

But, there’s hope.

Mindy and Scott gave me a lot of great advice. Regarding my multiple side hustle ideas, Scott in particular suggested that I focus on one at a time for 90 days at a time to really give one a chance to grow. Mindy suggested that I continue to submit my artwork to Redbubble on the side because it’s so automated after that I don’t need to really do anything except wait for the money to come in.

You see…side hustles have always been my “thing”.

I started making handmade greeting cards and papercrafts to sell at local craft and vendor shows. Then, I branched out to selling wedding invitations as a dealer for the Birchcraft brand. During those times, I attended a wedding vendor show in the Pittsburgh area as a wedding invitations vendor. And, I even attended the National Stationery Show at the Javits Center in New York City. I have friends who live in Brooklyn who allowed me to stay with them while attended the show.

So, what have I done so far since the interview?

I’ve painted two new paintings and posted both designs onto products in my Redbubble shop. You can check it out here:

Redbubble Shop

As for my “main” side hustle, I’m focusing on teaching step-by-step painting workshops. My first step was researching how to market. I went to YouTube to see how other people are doing it. Now, I’m ready to move onto the next step, which is outreach to local organizations. I’m keeping my outreach short and sweet. Telling them what I do, giving an example of one I’ve done before and seeing how I can help them. Below are some photos from my last painting party. It was for a college friend’s daughter’s 11th birthday. I taught the daughter and her friend how to paint the axolotl, the daughter’s favorite amphibian.

The birthday girl painting her favorite amphibian, the axolotl

I’ll keep you updated on my side hustle progress.

Happy Hustling!

~ Rachael Caskey

The Creative Hustler

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