Most people don’t fail because they’re bad at business. They fail because they’re secretly afraid of wanting too much. Flirting With Failure is a playful, psychologically rich, story-driven audio experience that helps founders and creatives understand the hidden relationship they have with risk, self-doubt, ambition, and success — and rewrite it into something that actually works. This isn’t another hustle system. It’s an invitation to change how you show up to your work. Right in time for Valentine's Season. 12 short, intimate audio sessions (plus an Intro and an Outro - 14 audios altogether) Released daily starting Thursday, February 12, 2026 Designed to be listened to while walking, driving, or decompressing