Winners' Circle
Oli Ostertag is helping restaurant and convenience store operators use AI to improve performance without losing the human side of hospitality. At PAR Technology, Oli works on enterprise technology for restaurants and C-stores, supporting operations, loyalty, payments, engagement, and point of sale systems across more than 150,000 sites. PAR recently won a BIG Innovation Award for its work bringing AI into restaurant operations. In this episode, Russ and Oli explore why restaurant technology is becoming more connected, more data driven, and more important in a market where margins are tight and value wars are really price wars. Oli explains how AI can help operators play both offense and defense, increasing revenue while improving labor, inventory, pricing, and operational efficiency. They dive into Coach AI, PAR’s AI product designed to help operators understand store performance, spot waste, and make better decisions in real time. Oli shares why the performance gap between the best and worst stores can be massive, and how better data context can help more locations operate like the strongest ones. The conversation also covers why AI must be built into restaurant workflows instead of bolted on afterward. Oli discusses context equity, data integrity, hallucination risk, enterprise rollout challenges, and why AI should enhance people rather than replace the hospitality experience. Along the way, Oli discusses restaurant loyalty, franchise operations, pricing agents, fraud agents, kiosks, international adoption, operator training, and why the best restaurant technology should stay out of the way so food and people remain at the center. Topics Covered: [00:01] Welcome and intro, Oli Ostertag and PAR Technology’s BIG Innovation Award win [00:35] What PAR Technology does for restaurants and convenience stores [01:36] Why restaurant systems are often disconnected [02:22] Context equity, data integration, and enterprise restaurant complexity [03:58] Operator products, engagement products, and the PAR technology stack [04:20] How Coach AI helps operators understand performance in real time [05:00] The gap between top performing and underperforming stores [05:45] Moving from ask and answer AI to self-driving store optimization [06:42] Automated offers and AI-driven marketing campaigns [07:22] Closing the gap between technology rollout and real outcomes [08:21] AI fatigue and why outcomes matter more than AI hype [09:44] Data integrity and the importance of clean, connected systems [10:19] Playing offense and defense in restaurant operations [11:39] Value wars, price wars, and inventory-driven promotions [12:19] Using AI to optimize inventory, staffing, and profitability [13:54] Why PAR built AI into the operator engine instead of bolting it on [14:22] Built-in AI, context equity, and learning from workflow data [15:26] What PAR learned from enterprise restaurant customers [15:47] Avoiding hallucinations in high-stakes restaurant operations [17:31] Moving from manager insights to operator agents [18:39] Where Coach AI and PAR’s agent strategy go next [19:20] Pricing agents, fraud agents, and future restaurant AI use cases [20:20] Why AI should make people more effective, not replace hospitality [23:12] How younger consumers engage with restaurant apps and loyalty [23:38] How AI adoption differs across global restaurant markets [25:19] What the first week with Coach AI needs to prove [26:06] Training, services, and natural language usability for operators [27:04] Product lessons for AI builders in other industries [28:30] Why usage rates matter after the enterprise contract is signed [29:18] Final thoughts on better operations, better food, and smarter restaurant technology
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