Show notes
If youโve ever struggled to balance multiple passions, questioned whether to โpick a focus,โ or wondered how to actually make a creative career work long-term, this episode is for you.
This week on Secrets From the Scene, I sit down with Dessa โ a writer, rapper, singer, podcaster, and speaker whoโs built one of the most multifaceted careers in the Twin Cities and beyond. From Doomtree to the Minnesota Orchestra, The Hamilton Mixtape to her BBC podcast Deeply Human, Dessa has carved a path that defies easy labels.
We talk about what it really takes to sustain a creative career over the long haul โ the tough decisions, unexpected opportunities, and constant balancing acts that come with living a multidisciplinary life.
In this conversation, youโll hear us dive into:
- The pressures artists face to โpick a laneโ โ and why Dessa never did
- Lessons from Doomtree on collaboration, community, and persistence
- How Dessa decides which projects are worth her time
- The financial realities of making art โ and the unavoidable tradeoffs, from touring and merch to sustainability and personal values
- The moral gray areas of brand partnerships and choosing who to align with
- Why curiosity, experimentation, and adaptability are the keys to longevity
This conversation left me thinking a lot about what it really means to build a creative life that lasts and how thereโs no single โrightโ way to do it. Itโs about making your own lane and finding ways to keep going. Whether youโre balancing multiple passions, trying to make your art sustainable, or just figuring out your next move, I think youโll walk away from this one with a few new ideas โ and maybe a little reassurance that youโre not alone in the process.
Episode Links and Mentions
๐ Doomtree
๐ Ryan Smith
๐ Andy Thompson
๐ Lazerbeak
๐ Deeply Human Podcast
๐ 29:11 International Exchange
๐ Curtis Sittenfeld
Connect with the Guest:
๐ Dessa Instagram
๐ Dessawander.com
Featured Song:
"Hurricane Party" by Dessa
๐ง Listen on Spotify
๐ Watch on YouTube
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Secrets From The Scene is made by Helvig Productions, a Twin Cities recording studio for artists and bands.