Cheating, Screenwriting, and Finding Your Voice | Chloe Radcliffe

Matt Buechele attends a City Hall wedding and wonders whether love is real and lasting or simply about finding someone to ride the life roller coaster with when the world gets scary.

Then Matt sits down with comedian Chloe Radcliffe to talk about her journey from managing soda inventory at Target to stand-up, screenwriting, and her solo show Cheat. They discuss speech and debate, finding comedy after getting laid off, writing a movie for a major studio before knowing how to write a movie, and the terrifying experience of realizing nobody in the room knows what they’re doing. Chloe also opens up about cheating, monogamy, desire, emotional affairs, and why turning the worst parts of yourself into comedy can feel like a form of bloodletting.

Chapters:

00:00:00 Chloe Radcliffe, screenwriting, phone addiction, hometowns

00:05:25 Overcoming phone addiction and managing career anxiety 

00:11:07 Channeling ambitious energy into stand-up comedy and writing 

00:17:12 Transitioning from speech and debate to comedy stages 

00:22:45 Navigating corporate life at Target HQ and supply chain work 

00:28:10 Leaving corporate supply chain for full-time comedy 

00:33:50 Selling movie pitches to Sony without experience

00:39:25 Invisible industry work and Hollywood screenwriting realities 

00:44:50 Creating the solo show Cheat and sharing radical honesty