From Server to COO: How Kirk Grogan is Redefining Tipping

from Prosper Brief · host Prosper Company

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.

Episode metadata supplied by the publisher feed · Published Oct 9, 2025

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From Server to COO: How Kirk Grogan is Redefining Tipping

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This episode was published on October 9, 2025.

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