How Pluckers Wing Bar Survived 30 Years In Restaurants | Chat w/ Sean Greenberg

On this episode of Digital Hospitality, Shawn Walchef sits down with Sean Greenberg, founder of Pluckers Wing Bar, to talk about restaurant growth, operations, technology, leadership, and the lessons learned from building a 30-year restaurant brand. Sean shares the story of Pluckers’ first day in business, when the team quickly learned that if you cannot produce food, it is hard to be in the restaurant business. From handwritten tickets and clothespins in the kitchen to Toast handhelds, kitchen display systems, loyalty, apps, third-party delivery, and AI, Sean explains how technology has changed the restaurant industry while the core problems have stayed the same. The conversation also covers the challenges of opening a second location 210 miles away, building a long-term partnership with his brother and business partner, creating systems that scale, and why shift preparedness, team accountability, and guest experience are still the foundation of restaurant success. For Sean, the future of Pluckers is continued growth, but the mission remains simple: great wings, cold beer, strong service, and staying true to the principles that built the brand. Links: Sean Greenberg LinkedIn:   / sean-greenberg-5ba2a97   Pluckers: https://www.pluckers.com/ Pluckers Instagram: https://www.instagram.com/pluckerswin... Pluckers Tik Tok: https://www.tiktok.com/@pluckerswingb... Pluckers Threads: https://www.threads.com/@pluckerswing... Chapters: 00:00 The First Ticket Disaster 01:22 Meet Sean Greenberg Of Pluckers Wing Bar 01:46 Pluckers’ Day One Failure 03:10 Building With Partners And Family 05:43 Dividing Leadership Roles 08:25 The Hardest Store To Open 11:27 The Problems Never Change 13:15 Pluckers’ 30-Year Growth Story 14:45 From Handwritten Tickets To Toast 18:08 Fast Following Restaurant Tech 20:42 The Problems Stay The Same 23:12 The Next Decade For Pluckers 25:51 Why Restaurant Stories Matter #SeanGreenberg #PluckersWingBar #RestaurantGrowth #RestaurantOperations #RestaurantTechnology #DigitalHospitality #ToastPOS #RestaurantLeadership #HospitalityPodcast #CaliBBQMedia