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Mischief and Mastery - Follow the Butterfly | Alex Rembold on Quitting the Job, Starting the Jam, and Finding Joy in the Weird

Follow the Butterfly | Alex Rembold on Quitting the Job, Starting the Jam, and Finding Joy in the Weird

04/24/25 • 48 min

Mischief and Mastery

What if the most meaningful thing you ever made wasn’t your biggest show—but the space you created for someone else to play? In this episode, Alex Rembold talks about leaving a soul-crushing job to start Catjam, the community-driven open mic series he founded to give others permission to show up, sound weird, and feel welcome. We talk about shifting from competitive to collaborative mindsets, the invisible power of musical vulnerability, and what it means to build something out of kindness rather than branding.

Alex is a songwriter, music director, and producer who works with The Second City, iO, and The Annoyance. He’s the founder of Catjam Chicago, a nonprofit that creates inclusive, improvisational music spaces—currently hosting weekly jams at Insect Asylum and (soon) the floating Wild Mile garden on the Chicago River. He also fronts the band Funky Fünke, produces the cozy and chaotic improv show The Cozy Sweater, and still finds time to write introspective bangers about connection, grief, and joy.

We talk about:
→ Leaving the practical job (and the existential crisis that followed)
→ The real risk: not taking one
→ Music as empathy in motion
→ Changing the room by being the room
→ Following the butterfly, even if it leads to a weird warehouse on a Tuesday night

Catch Catjam every Tuesday from 7–10pm at the Insect Asylum (and starting June, at the Wild Mile). Follow Alex on IG at @remby_on_the_bone or check out his work at alexremboldmusic.weebly.com.

You can follow us on Instagram and TikTok @mischiefpod. Produced by @ohhmaybemedia.

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What if the most meaningful thing you ever made wasn’t your biggest show—but the space you created for someone else to play? In this episode, Alex Rembold talks about leaving a soul-crushing job to start Catjam, the community-driven open mic series he founded to give others permission to show up, sound weird, and feel welcome. We talk about shifting from competitive to collaborative mindsets, the invisible power of musical vulnerability, and what it means to build something out of kindness rather than branding.

Alex is a songwriter, music director, and producer who works with The Second City, iO, and The Annoyance. He’s the founder of Catjam Chicago, a nonprofit that creates inclusive, improvisational music spaces—currently hosting weekly jams at Insect Asylum and (soon) the floating Wild Mile garden on the Chicago River. He also fronts the band Funky Fünke, produces the cozy and chaotic improv show The Cozy Sweater, and still finds time to write introspective bangers about connection, grief, and joy.

We talk about:
→ Leaving the practical job (and the existential crisis that followed)
→ The real risk: not taking one
→ Music as empathy in motion
→ Changing the room by being the room
→ Following the butterfly, even if it leads to a weird warehouse on a Tuesday night

Catch Catjam every Tuesday from 7–10pm at the Insect Asylum (and starting June, at the Wild Mile). Follow Alex on IG at @remby_on_the_bone or check out his work at alexremboldmusic.weebly.com.

You can follow us on Instagram and TikTok @mischiefpod. Produced by @ohhmaybemedia.

Previous Episode

undefined - You Don’t Have to Wait to Be Professional | Madelynn Wierda on Trusting Yourself Before They Tell You You’re Ready

You Don’t Have to Wait to Be Professional | Madelynn Wierda on Trusting Yourself Before They Tell You You’re Ready

What does it mean to call yourself an actor before the industry gives you permission? In this episode, Madelynn Wierda talks about navigating the awkward in-between of student and professional, how she chooses roles based on instinct, and why setting your own tone on set can make all the difference. We explore the mental side of auditioning, asking questions before you arrive, and letting go of “aspiring” in favor of actually doing the work.

Madelynn is a Chicago-based actor who’s extensively trained in both theatre and film, currently pursuing her BFA at Columbia College Chicago. She’s played lead roles in award-winning short films, performed in commercials and stage work, and continues to train at studios around the country. Known for her grounded performances and sharp preparation instincts, she brings presence and intentionality into every space—on and off camera.

In this episode:
→ Shifting from “aspiring” to I’m already doing it
→ Booking more once she stopped clinging to auditions
→ How to prep when there's no rehearsal
→ Knowing when to say no, even when you’re early in your career
→ Reframing the idea of professionalism from the inside out

Follow Madelynn on Instagram at @madelynnwierda.

Sign up for the mailing list and listen to more episodes at mischiefpod.com.

You can follow us on Instagram and TikTok @mischiefpod. Produced by @ohhmaybemedia.

Next Episode

undefined - When Showing Up Feels Pointless, Do It Anyway | Jorge Salas on Auditions, Adaptability, and Building the Work Brick by Brick

When Showing Up Feels Pointless, Do It Anyway | Jorge Salas on Auditions, Adaptability, and Building the Work Brick by Brick

What happens when you chase the adrenaline of live performance—and find yourself building a whole second life? In this episode, Jorge Salas joins Mishu to talk about getting into acting later than most, navigating the sometimes brutal psychology of auditions, and staying flexible in both life and craft. We dig into how Jorge’s background in tech gave him unexpected tools for acting, why he values emotional range over "hitting the mark," and how he’s preparing for his next big creative leap.

Jorge’s recent credits include stage work with AstonRep (Buried Child, Jeff-nominated), Meat Machine Theatre (La Ronde), and the Athenaeum Theatre (Accidental Election of an Anarchist), along with TV/film appearances on Hulu’s Deli Boys and Prime Video’s BAM (Broke Ass MotherF*ckers). He splits his time between technology consulting and acting, chasing lead roles, training in Shakespeare, and bringing his bilingual range to commercials, indie films, and the Chicago theater scene.

We talk about:
→ Depersonalizing rejection without losing heart
→ Why emotional variety matters more than "perfect" delivery
→ Building small habits that compound into real growth
→ Balancing career ambition with creative play
→ Learning to embrace mischief and risk—even when the stakes feel high

Follow Jorge on Instagram at @jorgesalaschi and check out his work on YouTube.

You can follow us on Instagram and TikTok @mischiefpod. Produced by @ohhmaybemedia.

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