Jeremy Sasson joins Jake Wurzak to unpack his obsessive, guest-first approach to hospitality and share how he’s built a thriving portfolio of restaurants without external investors or debt.

The conversation traces Jeremy’s evolution from a post-college startup grind to crafting some of Detroit’s most beloved dining experiences. He explains how design, service, and team alignment all flow from a single emotional driver: how a guest feels at every touchpoint. Jeremy also reveals how he builds restaurants through the lens of fashion, explains the overlooked costs of doing hospitality well, and offers rare insight into the operational decisions that separate great concepts from lasting brands.

We discuss:

Why every element of a restaurant must begin with how it makes guests feel

The core reasons he turned down the family real estate business to pursue hospitality

What he learned building his first restaurant with no industry experience

Why he avoids celebrity chefs and prioritizes team members who “pick him”

The importance of eliminating weak cultural fits—even when it hurts in the short term

This episode is a masterclass for anyone building hospitality experiences with purpose and longevity in mind.

Links:

Heirloom Hospitality - https://heirloomhospitality.com/

Jeremy on LinkedIn - https://www.linkedin.com/in/jeremy-sasson-a172b3195/

Connect & Invest with Jake:

Follow Jake on X: https://x.com/JWurzak

1 on 1 coaching with Jake: https://www.jakewurzak.com/coaching

Learn How to Invest with DoveHill: https://bit.ly/3yg8Pwo

Topics:

(00:00:00) - Intro