The Inspired Stories Podcast

Shaun McDonald on What Harri's One-Click AI Scheduling Actually Does Behind the Scenes

58 min · 4 de jun de 2026
Portada del episodio Shaun McDonald on What Harri's One-Click AI Scheduling Actually Does Behind the Scenes

Descripción

Shaun McDonald is the Director of Customer Success at Harri, a New York-based technology company founded in 2012 that helps restaurants, hotels, and hospitality businesses hire, schedule, and engage frontline employees. Harri serves millions of workers across tens of thousands of locations worldwide and counts McDonald's, Subway, Burger King, Raising Cane's, and Shake Shack among its clients. Shaun came up through restaurant operations as a general manager at Sweetgreen and Luke's Lobster before moving into hospitality SaaS through Restaurant 365, where he earned a promotion within his first year and discovered that the gap between restaurant operations and tech was far smaller than he expected. ✨ Key Insights You'll Learn: * Started as a dishwasher and bus boy in college before transferring to Johnson and Wales University to complete culinary and business degrees * General manager at Sweetgreen and Luke's Lobster, where he once ran a new store opening entirely alone after his full staff called out * Moved to Restaurant 365 after seven-plus years in restaurants, renting an RV with his then-girlfriend and driving cross-country before either had secured a job * Joined Harri after being recruited out of Restaurant 365, drawn to customer success over reactive support work * Harri's platform covers the full employee lifecycle from applicant tracking through scheduling, timekeeping, onboarding compliance, and employee engagement * Fair Work Week compliance automation: helping operators avoid tens of thousands of dollars per week in penalties as city-level regulations expand * California break law as a top client acquisition trigger: operators get sued, lose their vendor, then find Harri * Harry Engage: clock-in touchpoint delivering surveys, training, and recognition at the moment employees have to interact with the system, driving response rates into the 70-90 percent range * One-click AI scheduling in beta: agentic flows checking forecasts, local events, employee availability, and skill levels simultaneously to produce a complete schedule with a single button press * Misdiagnosed with blood cancer at 23, spent over a year getting bone marrow tests before a specialist cleared him — an experience that reoriented his relationship with gratitude 🌟 Shaun's Key Mentors: * Restaurant Operations Career (Dishwasher to GM): Eight-plus years of frontline experience that gave Shaun the operational credibility to consult enterprise hospitality clients as a peer, not a vendor * Restaurant 365 (Early SaaS Career): Showed him that everyone in tech is figuring it out too, earned a promotion in under a year, and connected him to the tight-knit hospitality SaaS community * The Luke's Lobster Employee He Promoted to GM: A young woman from South Boston who never thought she'd amount to anything, whose journey from crew member to store manager is the moment Shaun most wants to be remembered for * All In Podcast (Ongoing Learning): Chamath Palihapitiya, David Sacks, and the other hosts provide real-time visibility into what cutting-edge AI companies are doing, helping Shaun stay at the edge rather than chasing from behind 👉 Don't miss Shaun's account of running a restaurant opening entirely alone, the cancer misdiagnosis he kept from almost everyone for years, and why hospitality is the best possible training for a career in customer success. 🔗 Connect with Shaun McDonald: Website: harri.com Email: shaun.mcdonald@harri.com 📋 Transcript Available: Shaun McDonald on What Harri's One-Click AI Scheduling Actually Does Behind the Scenes 📺 Watch on YouTube: Inspired Stories Podcast 🌐 Our Website: The Inspired Stories Podcast 📋 Special Thanks to Anthony Codispoti & AddBack Benefits Agency: Providing innovative employee benefits solutions that improve employee well-being while optimizing your bottom line. Website: addbackbenefits.com

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510 episodios

Portada del episodio The Bronze Star Veteran Who Now Helps Companies Stop Being Afraid of AI with Jon Hilton

The Bronze Star Veteran Who Now Helps Companies Stop Being Afraid of AI with Jon Hilton

🎙️ From West Point to ExxonMobil to AI Practice Leader: Jon Hilton’s Unconventional Path Jon Hilton, shareholder and AI practice leader at LBMC, earned a Bronze Star in Iraq, spent over a decade at ExxonMobil managing capital projects across the globe, then walked away from that security to earn a master’s in data science at Berkeley — all while raising four kids. What looks like a series of bold pivots is actually one continuous story about doing hard things, building the right team, and leading through uncertainty. Now he helps middle market companies stop experimenting with AI and start getting results. ✨ Key Insights You’ll Learn: * West Point and two tours in Iraq: training, grit, and the next right step * 11 years at ExxonMobil’s global projects organization — $40B+ capital programs * Pursuing a Berkeley data science master’s while working full-time at ExxonMobil * Why AI transformation is a leadership problem, not a technology problem * BCG study: 75% of CEOs at large companies are the primary AI decision-maker * AI use case ROI stacks — the real value starts at use case three, four, and five * Sales call coaching agent: AI listening to every rep and generating coaching reports * Patient care coordination agent: identifying fall risk from unstructured conversation * Audit agent: comparing narrative reports against financial data for discrepancies * Why hallucinations are declining — and why a human in the loop still matters 🌟 Jon’s Key Mentors: * Thermodynamics Professor (West Point): Recognized Jon’s aptitude for math and redirected him from political science to engineering * Zacher Hussein and Fazl (EY): Taught Jon how enterprises actually approach AI strategy and change management at scale * Dr. Charlie Pegian (LBMC Colleague, former Belmont/MTSU Professor): Co-developer of Jon’s problem-first AI framework for client engagements * His Wife: Held the family together through two Iraq deployments, expat assignments in Norway, France, and England, and a Berkeley master’s program — the unsung hero * His Combat Brothers and Sisters: The community that made the hardest years survivable 👉 Don’t miss this conversation about what leading through fear actually looks like, why the middle market is falling behind on AI, and what a West Point education and two combat tours have to do with building an AI practice in Nashville. 🔗 Connect with Jon Hilton: LinkedIn: Jon Hilton — LBMC Website: lbmc.com 📎 Transcript Available: The Bronze Star Veteran Who Now Helps Companies Stop Being Afraid of AI with Jon Hilton 📺 Watch on YouTube: Inspired Stories Podcast 🌐 Our Website: The Inspired Stories Podcast 📎 Special Thanks to Anthony Codispoti & AddBack Benefits Agency: Providing innovative employee benefits solutions that improve employee well-being while optimizing your bottom line. Website: addbackbenefits.com

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Portada del episodio The Lesson David Tobin Learned Running a 60-Person Firm He Couldn’t Scale: Manage for Profit

The Lesson David Tobin Learned Running a 60-Person Firm He Couldn’t Scale: Manage for Profit

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Portada del episodio The Numbers Never Lie: Elizabeth McKee on Bar Inventory, Overpouring, and Protecting Your Margins

The Numbers Never Lie: Elizabeth McKee on Bar Inventory, Overpouring, and Protecting Your Margins

🎙️ From Catfish Restaurant Server at 14 to Hospitality Inventory Consultant: Elizabeth McKee's Journey With Sculpture Hospitality Elizabeth McKee, franchise owner of Sculpture Hospitality of the Alabama Gulf Coast, shares her journey from waiting tables at a mom and pop catfish restaurant at 14 and never fully leaving the industry, through discovering inventory consulting as a side gig and watching it grow into her full-time business, to building a referral-driven practice along one of the fastest growing coastlines in the United States. Through candid stories about a 2025 that blindsided her after years of doubling her client base, the relief of learning her losses were economy-driven rather than performance-driven, and how volunteering at a panini cook-off reminded her exactly why she loves hospitality, Elizabeth reveals how accountability without blame is the real secret to helping bars and restaurants stop losing money they didn't even know was walking out the door. ✨ Key Insights You'll Learn: * Weekly inventory revealing losses most owners never knew existed * Overpouring as a training problem, not a theft problem * Bartenders earn more tips by pouring less per drink * Menu pricing drift when ingredient costs change but prices don't * Deliveries as a hidden and frequently overlooked source of loss * Third party accountability removing the owner from being the bad guy * Dead stock identification and how to move it before it costs you * A 2025 that reversed years of growth and what she learned from it * Volunteering with no skin in the game as the fastest path back to confidence * Sandler selling transforming her from feature pitcher to question asker * Alabama Gulf Coast as one of the fastest growing regions in the country * Frontline hospitality workers as the most underappreciated people in any business 🌟 Elizabeth's Key Mentors: * First Sculpture Hospitality Colleague: The employee who invited Elizabeth to ride along on an inventory job 20 years ago and gave her the first look at what would eventually become her full-time business * Brian Jackson (Sandler Sales Coach): Transformed her selling approach from feature-driven pitching to question-driven listening, which she credits with fundamentally changing how she serves clients * Bethany Brenlinger (University of Alabama, School of Hospitality and Sports Management): A connector and friend who runs frontline worker training programs along the Gulf Coast, sharing Elizabeth's passion for recognizing and supporting the people who make hospitality function * Clients Who Were Honest During Hard Times: The business owners who told her directly what was going wrong in their own operations gave her the data she needed to understand that her 2025 losses were economy-driven, not performance-driven, and that distinction mattered enormously * Husband: Named directly as the reason the whole operation works, handling the household and kids so Elizabeth can stay in the field 👉 Don't miss this conversation about why the numbers never lie, how accountability without blame changes the entire culture of a bar or restaurant, and what volunteering has to do with getting your confidence back after a hard year in business. 🔗 Connect with Elizabeth McKee: Company: Sculpture Hospitality of the Alabama Gulf Coast  Website: sculpturehospitality.com 📄 Transcript Available: The Numbers Never Lie: Elizabeth McKee on Bar Inventory, Overpouring, and Protecting Your Margins 📺 Watch on YouTube: Inspired Stories Podcast 🌐 Our Website: The Inspired Stories Podcast 📄 Special Thanks to Anthony Codispoti & AddBack Benefits Agency: AddBack Benefits Agency - Providing innovative employee benefits solutions that improve employee well-being while optimizing your bottom line Website: addbackbenefits.com

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Portada del episodio Kasey Devine Left a Top Sales Job to Fix the Problem He’d Watched the Industry Ignore for Years

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🎤 Kasey Devine Left a Top Sales Job to Fix the Problem He’d Watched the Industry Ignore for Years Kasey Devine, founder and CEO of Entravia, spent over a decade mastering the workflows inside some of the biggest names in HR outsourcing — then left a top five national sales ranking at ADP to build the platform the industry never bothered to create. Six months in, Entravia has raised $2.6 million, won the Evergreen Award for Best PEO Shopping Platform, and is already threatening legacy workflows across a $414 billion industry. ✨ Key Insights You’ll Learn: * Cardinals ticket sales as the moment sales stopped being a dirty word * ADP training as a total transformation — from territory management to pipeline structure * The chamber of commerce moment that turned near-failure into a relationship-first sales philosophy * How to ask the one sidebar question at the end of every meeting that changes everything * The mortgage application that showed Kasey how far the PEO industry had fallen behind * Why Entravia pivoted from B2C shopping platform to white-labeled B2B infrastructure overnight * The general agency model and how it made brokers partners instead of competitors * Getting rejected by every VC, then getting a second look through one unexpected relationship * Why the cost of building software dropped enough to make this startup possible now * Browser-based bots that could compress a 9-week PEO evaluation into a single day — once the threats stop 🌟 Kasey’s Key Mentors: * His ADP manager and training program: built the entire foundation for how he thinks about territory, pipeline, relationships, and value creation * TriNet founder and ProCare HR founder: showed him what it looks like to lead a sales and marketing org with accountability and discipline * M25 and Cambrian Ventures: gave him the capital and credibility to move fast on a problem he already understood better than anyone * His mother: showed him what self-determination looks like when you have no safety net — and that nobody’s coming to save you 👉 Don’t miss this conversation about why helping people is the only sales strategy that actually scales, how a $414 billion industry forgot to make its product easy to buy, and what it looks like to bet everything on a problem you’ve spent your whole career watching go unsolved. 🔗 Connect with Kasey Devine: Website: entravia.co 📤 Transcript Available: Kasey Devine Left a Top Sales Job to Fix the Problem He’d Watched the Industry Ignore for Years 📺 Watch on YouTube: Inspired Stories Podcast 🌐 Our Website: The Inspired Stories Podcast 📤 Special Thanks to Anthony Codispoti & AddBack Benefits Agency: AddBack Benefits Agency - Providing innovative employee benefits solutions that improve employee well-being while optimizing your bottom line Website: addbackbenefits.com

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Portada del episodio Inside Earthrite Pest Control's Bed Bug Heat Business with Scott Sowers

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