From Server to COO: How Kirk Grogan is Redefining Tipping

Prosper Brief
09/10/2025 25 min Temporada 5 Episodio 4
From Server to COO: How Kirk Grogan is Redefining Tipping

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Episode Synopsis

In this episode of The Prosper Brief, host Anthony Zaller sits down with Kirk Grogan, COO and Co-Founder of TipHaus, to unpack the complex, evolving world of tip management in the hospitality industry. From automating compliance across 37+ states to processing over $5 billion in tips annually, TipHaus is revolutionizing how restaurants handle payouts, avoid legal pitfalls, and retain staff in a cashless world. Kirk shares his journey from Chili’s host to hospitality tech founder, offering practical wisdom and deep insight on labor, compliance, digital transformation, and elevating the tipped workforce.

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