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298. Kyle Cooke: Loverboy, SBA Debt & Fighting to Save a Multimillion-Dollar Brand

This week, Jason is joined by Kyle Cooke — entrepreneur, reality TV personality, DJ, and founder of Loverboy — for a conversation on what it really takes to build, scale, and fight to save a consumer alcohol brand in real time.

Kyle shares the full story behind Loverboy today — from once scaling to 30 employees, 200-plus distribution agreements, and national attention, to now operating with just three full-time employees while navigating cash constraints, distributor challenges, and millions of dollars in debt.

He breaks down the unique economics of the alcohol industry — including why brands…

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