Bobby sits down with his longtime friend Ahmad for a trip through more than 20 years of friendship. They argue over how they actually met at a gym in Austin, look back at nights going out when neither of them wanted to admit they weren’t having fun, and remember how their friend group slowly came together. Ahmad shares how Bobby pushed him to finish college, why he wishes he had listened to some of Bobby’s early advice, and the many times Bobby tried to convince him to move to Nashville. They also get into Ahmad’s first impressions of Caitlin, watching Bobby change after meeting her, and what it’s like seeing his longtime friend now as a husband and dad.

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