EPISODE · Sep 20, 2025 · 36 MIN
Cream Puffs by Day, Crullers by Night
from The Upswing
In this episode, Jeff Sherman sits down with Colton Grebe, fourth-generation co-owner and chief strategy officer of Grebe’s Bakery, to talk tradition, innovation, and the launch of Grebe’s “store within a store” concept now open at Metro Market. Colton shares the bakery’s 1937 origin story, lessons from the International Baking Expo in Las Vegas, and how Grebe’s balances Milwaukee favorites like crullers with large-scale icons like Wisconsin State Fair Cream Puffs. Plus, Martin Moore from Koss joins Jeff to break down post-Apple-event iPhone wishes, Southwest Airlines’ seating shakeup, creative tactics in luxury real estate, smarter inbox habits, and quick-hit ideas to keep Milwaukee moving forward.
What this episode covers
In this episode, Jeff Sherman sits down with Colton Grebe, fourth-generation co-owner and chief strategy officer of Grebe’s Bakery, to talk tradition, innovation, and the launch of Grebe’s “store within a store” concept now open at Metro Market. Colton shares the bakery’s 1937 origin story, lessons from the International Baking Expo in Las Vegas, and how Grebe’s balances Milwaukee favorites like crullers with large-scale icons like Wisconsin State Fair Cream Puffs. Plus, Martin Moore from Koss joins Jeff to break down post-Apple-event iPhone wishes, Southwest Airlines’ seating shakeup, creative tactics in luxury real estate, smarter inbox habits, and quick-hit ideas to keep Milwaukee moving forward.
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Cream Puffs by Day, Crullers by Night
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