Whiskey Is for Closers

The Founders' Trap: How Founders Get Stuck in Their Own Success


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You closed the first deal. Then the tenth. Then the hundredth. Now you're three years in, and you're still the one jumping on every discovery call at 7 PM because "nobody sells it like the founder." Sound familiar? In this episode, the Whiskey Is For Closers crew dives deep into the golden handcuffs of founder-led sales—that beautiful, terrible moment when your biggest strength becomes your business's biggest bottleneck. We'll share war stories and when Steve realized he could sabotage Altezza by being too damn good at selling. Plus: Drew's controversial take on why hiring your first salesperson should feel like a breakup.

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Whiskey Is for ClosersBy Altezza