
My name is Addison Brown and I think your mistakes are sexy. In each 30-minute episode, I interview a different sensational person about their stories of success through a lens of past faults. From careers to relationships to family to introspection, we all screw up once in a while. The question is, are you ready to give in and flirt with your failure? www.patreon.com/flirtingwithfailurepod
| Publishes | Infrequently | Episodes | 13 | Founded | 5 years ago |
|---|---|---|---|---|---|
| Categories | ComedyComedy Interviews | ||||

Jordan Holmes, aka Dxtr Spits, is a modern day Renaissance man. Prospering as an engineer, musician, entrepreneur, and spoken word artist, Jordan's relationship with failure and success is spread amongst his many crafts. He offers some real insight o... more
Jonah Saesan is an actor, improviser, teacher at the Second City, father, husband, and veteran. In this episode, we talk about TikTok fame, improv, and Jonah's unique journey through the Marine Corps to a career in the arts.
For two decades, LaVonda Wagner was living her dream as a women’s basketball coach. When that dream came to a screeching halt, she turned to what many people turn to when the going gets tough: wine (but not in the way you may think.) Now a certified ... more
In the season one FINALE of Flirting With Failure, I had the pleasure of interviewing Chicago-based opera artist Will Liverman. On top of having a voice that sounds like liquid gold, Will is also a complete delight to chat with and learn from. He was... more
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Hilarious host and wonderful guests make for some really interesting conversations. Hearing the humanizing stories of failure from successful people is inspiring. 10/10 would recommend.
I cannot stop listening and cannot wait for season 2!
I love this podcast and how each guest has a different background and story to tell. The interviews are just long enough to get the life story but not too long for me to lose interest. Addy is a great interviewer and host with lots of flirty charisma. I can’t wait to tell all my friends about this podcast!!
Addison has an entertaining interview about serious career ups and downs! Loved it.







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Flirting With Failure launched 5 years ago and published 13 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.
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