DeliveringMore Radio

DeliverThat

DeliveringMore Radio by DeliverThat is your ultimate destination for all the content produced by the company, designed to keep you informed, entertained, and inspired. Dive into a diverse lineup that includes the DeliveringMore Podcast, Meet The Team, Driver Spotlights, and many more concepts to come. Tune in to DeliveringMore Radio for a rich mix of engaging content that showcases the heart and soul of DeliverThat, connecting you with the stories and voices that drive our community.

  1. The Truth About Delivery Laws, Driver Pay & Catering | Heather Rideaux - Redwagon Delivers |

    5D AGO

    The Truth About Delivery Laws, Driver Pay & Catering | Heather Rideaux - Redwagon Delivers |

    In this episode of DeliveringMore, we sit down with Heather Rideaux, CEO & Owner of RedWagon Delivers, to break down what’s really happening in the delivery economy.From new delivery regulations in cities like Seattle and New York to the realities of driver pay, tipping, and platform profitability, this conversation dives deep into the challenges shaping the future of catering delivery and third-party logistics.Heather shares how RedWagon scaled to 130+ markets, why they pivoted from on-demand to catering delivery, and what truly separates professional drivers from gig workers. We also explore the importance of direct restaurant partnerships, the role of human support in a world pushing toward AI, and how delivery impacts the entire customer experience.If you're a delivery driver, restaurant operator, or part of the logistics space, this is a must-watch.👇 Drop a comment: What do you think about delivery laws and driver pay right now?🔑 Topics CoveredDelivery laws and regulations (Seattle, NYC)Driver pay structure and tipping challengesCatering delivery vs on-demand deliveryProfessional drivers vs gig workersRestaurant partnerships and accountabilityAI vs human support in logisticsScaling a delivery company🔗 Connect with Red Wagon DeliversWebsite: https://redwagondelivers.comEmail: info@redwagondelivers.comAbout Delivering MoreConversations with leaders shaping the future of delivery, catering logistics, and restaurant operations.Like, subscribe, and turn on notifications for more industry insights.00:00 – 03:52 From Idea to Launch: Starting Red Wagon Delivers03:53 – 07:19 Pivoting to Catering Delivery & Scaling to 130+ Markets07:20 – 12:59 Delivery Laws, Regulations & Driver Pay Impact13:00 – 16:34 What Makes a Professional Delivery Driver?16:35 – 21:59 AI vs Human Support in Delivery Operations22:20 – 26:44 Restaurant Partnerships & Delivery Accountability26:45 – 31:07 Tipping, Driver Pay & Platform Economics31:08 – 42:07 Advice for Drivers & Restaurants

    42 min
  2. How AI Will Affect Restaurants & Customers| Troy Hooper - CEO, Hot Palette America |

    MAY 6

    How AI Will Affect Restaurants & Customers| Troy Hooper - CEO, Hot Palette America |

    In this episode of DeliveringMore, host Ben Alkire sits down with Troy Hooper, CEO of Hot Palette America (parent company of Pepper Lunch), to break down the future of the restaurant industry.From Pepper Lunch’s rapid expansion across North America to the role of AI, automation, robotics, and off-premise dining, this conversation dives deep into what’s next for restaurants, operators, and delivery.Troy shares how Pepper Lunch is scaling toward 1,200 global locations, why off-premise and delivery will dominate the next decade, and how AI-powered customer data, tech stacks, and automation are reshaping the entire dining experience.If you're a restaurant operator, franchise owner, or just interested in the future of food, this is a must-watch conversation.What You’ll Learn in This Episode:Pepper Lunch expansion strategy in the U.S. and globallyHow AI and data are transforming restaurant decision-makingThe future of restaurant websites, SEO, and AI-driven discoveryWhy off-premise dining could reach 70–80% of restaurant revenueThe role of robotics and automation in restaurant kitchensHow to build a modern restaurant tech stack (Toast, Deliveract, apps)Why hospitality still matters in an automated worldAdvice for new restaurant operators entering a tech-driven industryChapter Timestamps00:00 – 05:06 From Startup to Scaling: 2026 Business Overview05:07 – 12:03 Building a Custom App, Owning Customer Data & Tech Stack12:04 – 14:34 AI, Biometric Data & Personalized Dining14:35 – 18:32 Are Websites Becoming Obsolete? AI & Search Trends18:33 – 24:07 Robotics & Automation in Restaurant Kitchens24:08 – 27:42 How Kiosks Increased Revenue & Customer Sentiment27:43 – 33:01 The Rise of Off-Premise Dining & Delivery33:02 – 39:22 Packaging Innovation & Food Quality in Delivery39:23 – 42: 08 Advice for Restaurant Operators in the AI Era

    43 min
  3. Delivery Is Infrastructure: The 4 Solutions of DeliverThat | Matt Benzel & Aaron Hoffman |

    APR 29

    Delivery Is Infrastructure: The 4 Solutions of DeliverThat | Matt Benzel & Aaron Hoffman |

    Delivery is no longer just a service. It’s infrastructure.In this episode of Delivering More, we sit down with DeliverThat CEO Aaron Hoffman and CTO Matt Binzel to break down how delivery is evolving, why restaurant brands need more control, and what the future looks like with AI, orchestration, and agentic commerce.From building a platform from scratch to powering national brands, this conversation dives into how DeliverThat is moving beyond fulfillment into a full delivery management solution designed to give operators visibility, flexibility, and control.We cover:The four core solutions DeliverThat offers todayWhy delivery orchestration is critical for profitability and performanceHow AI is changing software development and delivery operationsWhat “agent commerce” means and why marketplaces may not be the futureHow brands can balance self-delivery, third-party fleets, and hybrid modelsWhy delivery infrastructure is essential for scaling modern restaurant brandsIf you're a restaurant operator, catering leader, or part of the delivery ecosystem, this is a conversation you don’t want to miss.00:00 - 6:29 How Aaron & Matt Joined Forces06:30 - 09:09 What DeliverThat Is Today09:10 - 16:29 The Four Core DeliverThat Solutions16:30 - 22:19 What Delivery Orchestration Actually Means22:20 - 29:29 The Future: Agent Commerce Explained29:30 - 34:59 Why DeliverThat Is Positioned Differently35:00 - 39:40 Food On Demand Conference Preview

    39 min
  4. Inside the Olo Network: The Next Evolution of Restaurant Ordering | Kris Linney - SVP & GM |

    APR 22

    Inside the Olo Network: The Next Evolution of Restaurant Ordering | Kris Linney - SVP & GM |

    In this episode of DeliveringMore, Ben Alkire sits down with Kris Linney, SVP & GM of Network at Olo, to break down one of the most important shifts happening in restaurant technology right now.From the evolution of first-party vs third-party ordering to the emergence of second-party channels, this conversation dives into how Olo is building a consumer network designed for restaurants, not marketplaces. We cover the upcoming Olo app launch, why commission-free ordering matters more than ever, and how restaurants can take back control of their guest relationships, data, and margins. If you’re an operator, brand leader, or anyone thinking about the future of restaurant delivery, digital ordering, and guest engagement, this is a conversation you don’t want to miss. 🔑 Key Topics Covered What Olo actually is and how it powers 90,000+ restaurant locations The difference between first-party, third-party, and second-party ordering Why Olo is building a network, not just another app How commission-free ordering impacts restaurant profitability The importance of guest data ownership and marketing control The future of restaurant tech, AI, and agent-driven commerce What brands should expect from the Olo app launching later this year ⏱️ Chapters 00:53 - 05:21 Chris Lenny’s Background in Restaurant Tech 05:22 - 09:18 What is Olo? (Simple Breakdown) 09:19 - 14:59 Understanding the Olo Network 15:00 - 21:06 Commission-Free & Owning the Guest Relationship 21:07 24:24 How the Olo App Will Work for Consumers 24:25 - 28:33 The Future: AI, Agent Commerce & Ordering 28:34 - 31:11 How Brands Can Get Involved Today 31:12 - 33:55 Final Takeaways for Restaurant Operators

    34 min
  5. Optimizing Self Delivery & Catering with Monkey Drive | Elena Surkova & Ale Esteve - Monkey |

    APR 15

    Optimizing Self Delivery & Catering with Monkey Drive | Elena Surkova & Ale Esteve - Monkey |

    In this episode of DeliveringMore, we sit down with Elena Surkova (CTO) and Ale Esteve (Head of Product) from Monkey Catering Software to break down one of the most overlooked challenges in the restaurant industry: catering operations and delivery visibility.From the launch of Monkey Drive, their new self-delivery solution, to the deeper conversation around data ownership, driver tracking, and catering workflows, this episode dives into why catering is fundamentally different from traditional takeout and why most restaurant tech stacks aren’t built to support it.If you’re running catering or looking to grow that side of your business, this conversation will completely change how you think about delivery, operations, and customer relationships.What You’ll Learn in This Episode:Why catering is NOT just a large takeout orderThe biggest operational gaps in catering delivery todayWhat “visibility” really means in restaurant operationsWhy in-house drivers often lack the tools they needHow Monkey Drive improves self-delivery and driver trackingThe importance of owning your catering dataHow to move from transactional orders to customer relationshipsWhy catering success depends on workflows, not just technologyHow to measure success in a new delivery productChapter Timestamps00:00 – 3:52 Backgrounds in Tech, Food & Product03:53 – 06:25 Life After the Monkey Acquisition06:26 – 14:51 What Makes Catering Different from Takeout14:52 – 18:17 What “Visibility” Really Means in Restaurants18:18 – What Customers Actually Need (Not More Notifications)21:11 – 26:12 Gaps in Catering Operations & Execution26:13 – 35:15 What Is Monkey Drive?35:16 – 41:26 Advice for Operators Scaling Catering

    41 min
  6. The Real Reason Catering Delivery Breaks Down

    MAR 25

    The Real Reason Catering Delivery Breaks Down

    In this episode of DeliveringMore, host Ben Alkire sits down with DeliverThat Co Founders Aaron Hoffman and John Zinno to unpack one of the biggest misconceptions in restaurant delivery profitability.Are delivery drivers the problem? Or are most complaints happening before the food ever leaves the building?Aaron and John share firsthand perspectives from years of building a delivery business centered on quality, brand integrity, and execution. They break down why the number one complaint is restaurants not having food ready on time, how poor handoffs create cold orders and broken experiences, and why catering delivery strategy must be treated as a primary revenue function rather than a secondary detail.Delivery is not just about getting food from point A to point B. It is about orchestration. When online ordering, POS, delivery management, and fulfillment are not working in harmony, the guest experience breaks down.If you care about off-premise profitability, owned guest data, and building a scalable catering delivery strategy, this episode is for you.00:00 – 02:09 Welcome to DeliveringMore02:10 – 06:44 Where Most Catering Complaints Actually Start06:45 – 11:29 The Number One Issue: Food Not Ready on Time11:30 – 17:19 Production vs Delivery: Shifting the Blame17:20 – 23:39 Why Catering Execution Is Treated as a Secondary Detail23:40 – 29:14 When Catering Is 20% of Revenue, Why Is Process an Afterthought?29:15 – 35:49 The Handoff: Where Brand Experience Is Won or Lost35:50 – 42:09 Delivery Orchestration: Back of House, Front of House, and Fulfillment42:10 – First-Party Delivery, Connectivity, and Off-Premise Profitability

    44 min

Ratings & Reviews

5
out of 5
3 Ratings

About

DeliveringMore Radio by DeliverThat is your ultimate destination for all the content produced by the company, designed to keep you informed, entertained, and inspired. Dive into a diverse lineup that includes the DeliveringMore Podcast, Meet The Team, Driver Spotlights, and many more concepts to come. Tune in to DeliveringMore Radio for a rich mix of engaging content that showcases the heart and soul of DeliverThat, connecting you with the stories and voices that drive our community.