The Inspired Stories Podcast

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

58 min · 4. juni 2026
episode Shaun McDonald on What Harri's One-Click AI Scheduling Actually Does Behind the Scenes cover

Description

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

Comments

0

Be the first to comment

Sign up now and become a member of the The Inspired Stories Podcast community!

Get Started

1 month for 9 kr.

Then 99 kr. / month · Cancel anytime.

  • Podcasts kun på Podimo
  • 20 lydbogstimer pr. måned
  • Gratis podcasts

All episodes

513 episodes

episode Brandon McConnell on A People First Mentality in Hospitality + His Book on AI & Human Psychology artwork

Brandon McConnell on A People First Mentality in Hospitality + His Book on AI & Human Psychology

Brandon McConnell, corporate executive at Delavan Lake Lawn Management, learned hospitality before he learned long division — garnishing plates at his mother’s diner at age six, stripping hotel beds in middle school, and eventually turning a TQM class on a Tuesday night into a professional philosophy that followed him through Disney, Grand Geneva, and now Lake Lawn Resort. He’s also finishing a 330-page book on AI psychosis through a Johns Hopkins research cohort. ✨ Key Insights You’ll Learn: * Diner childhood: learning hospitality through food, family, and 4:45 AM wake-ups * Skipping class to vocational school: how TQM lit up Brandon’s mind and redirected his career * Disney at scale: timing housekeepers with a stopwatch to save $40K per property annually * Grand Geneva turnaround: diagnosing a four-diamond property in 30 days and moving the needle in 90 * Hire for aptitude first, attitude second, availability third * Lake Lawn Resort: Wisconsin’s oldest resort spanning golf, spa, marina, and residential real estate * Night golf and short courses: where the sport is headed and what Lake Lawn is building * Imposter syndrome as a reminder of the journey rather than a reason for fear * AI psychosis research: what LLMs are doing in suicide prevention that surprised even Brandon * Why the AI moment mirrors where social media was a decade ago 🌟 Brandon’s Key Mentors: * His Mother: Introduced him to hospitality through her diner and modeled hard work and human connection * TQM Instructor (Vocational School): Gave Brandon the process framework that redirected his entire professional life * Disney Leadership Teams: Taught alignment, scale, and people-centric operations at an institutional level * COO of Development (Former GM, Delavan): Hired Brandon twice and shaped his long-term trajectory * Johns Hopkins Research Cohort: Challenged Brandon to think rigorously about AI from a non-clinical standpoint 👉 Don’t miss this conversation about what hospitality actually teaches you about people, why imposter syndrome belongs on the table not buried underneath it, and how a resort executive ended up writing one of the more unusual books on AI and human psychology. 🔗 Connect with Brandon McConnell: Website: https://www.lakelawnresort.com/ [https://www.lakelawnresort.com/] Social Media: https://www.linkedin.com/in/brandon-m-mcconnell-1aba4240/ [https://www.linkedin.com/in/brandon-m-mcconnell-1aba4240/]  📤 Transcript Available: Brandon McConnell on A People First Mentality in Hospitality + His Book on AI & Human Psychology 📺 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

Yesterday1 h 5 min
episode Richard Parker: Stop Working In Busyness and Start Building a Business Worth Selling artwork

Richard Parker: Stop Working In Busyness and Start Building a Business Worth Selling

🎤 Richard Parker Bought 13 Businesses Before He Started Helping Others Sell Theirs Richard Parker, founder of Roy Street Advisors and author of How to Buy a Good Business at a Great Price, has personally bought and sold 13 businesses — not as a banker advising from the sidelines, but as the one signing the checks and losing sleep over payroll. That experience became the foundation for a boutique M&A firm that closes over 90% of its deals, and a program that has helped over 100,000 buyers across 80 countries navigate a process that most people get badly wrong. ✨ Key Insights You’ll Learn: * Why blowing $60,000 in the stock market at age 29 launched a career in business ownership * The case for buying a business over starting one — and the math that makes it work * How $100,000 down can get you into a million-dollar business with a real salary on day one * Why 94% of people who search for businesses to buy never close a deal * The three questions Richard asks every client before taking them to market * Why spotless books and records are the single highest-leverage pre-sale move * How second-tier management transforms sellability and business value simultaneously * Why a 90% close rate starts with refusing listings that aren’t ready to sell * Ego as the thing that held Richard back longest — and what finally changed it * The $197 program with unlimited email access to Richard that marketers keep trying to upsell 🌟 Richard’s Key Mentors: * His first employees who outperformed him: revealed that getting it right matters more than being right, and that empowering better people changes everything * Andy Cagnena (Trans World Business Brokers): the conversation about $60,000 average broker earnings that told Richard exactly what was broken — and exactly how to fix it * The clients who took six months of vacation: living proof that a business built on systems and second-tier management is worth far more than one that can’t run without its owner * His own failures: the botched acquisition he walked away from became the case study that drove him to write the course, and the stock market loss that forced him into entrepreneurship in the first place 👉 Don’t miss this conversation about why most deals die before they start, what separates a sellable business from a lifestyle job with helpers, and how a guy from the suburbs of Montreal built one of the most trusted names in lower middle market M&A. 🔗 Connect with Richard Parker: Website: RichardParker.com [http://richardparker.com] and RoyStreet.com [http://roystreet.com] Social Media: https://www.youtube.com/@richardparkerdiomo [https://www.youtube.com/@richardparkerdiomo] https://www.facebook.com/RichardParkerDiomo [https://www.facebook.com/RichardParkerDiomo] https://www.instagram.com/richardparkerdiomo/ [https://www.instagram.com/richardparkerdiomo/] https://www.linkedin.com/in/richardparkerdiomo/ [https://www.linkedin.com/in/richardparkerdiomo/] 📤 Transcript Available: Richard Parker: Stop Working In Busyness and Start Building a Business Worth Selling 📺 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

11. juli 20261 h 5 min
episode The Business Owner's Trap Andrew Acer Sees Time and Time Again artwork

The Business Owner's Trap Andrew Acer Sees Time and Time Again

Andrew Acer, Senior Business Analyst at Cogent Analytics, grew up on a ranch in Idaho raised by a Depression-era West Point grandfather before navigating family businesses, serial startups, graduate test prep, and a leadership burnout that cost him his heartbeat. He came back to consulting with a clearer philosophy: stewardship over shortcuts, and truth over comfort. ✨ Key Insights You'll Learn: * Ranch upbringing: responsibility, seasonality, and work before self * Family serial entrepreneurship: route accounting at 14, managing rental business through college * Georgia State scholarship, LSAT tutoring, and building Atlanta operations from scratch * Joining Cogent Analytics in 2016 as regional VP at 28, selling to owners older than his career * Managing director of business development through COVID with zero travel and near heart failure * Left for a deliberate reset: design consultant at bathroom remodeling company to decompress * Returned to Cogent as Director of Portfolio Development and now Senior Business Analyst * AI as a hyper-literal intern: multiplier, not replacement, with real management implications * The owner's trap: what got you here will not get you there * Stewardship model: trust-based leadership built on accountability, not just service 🌟 Andrew's Key Mentors: * His Grandfather: West Point graduate and stockbroker who modeled hard work, directness, and lifelong professional ambition * His Mother: Serial entrepreneur and business analyst who modeled resourcefulness and introduced him to consulting * Rob Raymond (Cogent Founder): Mentored Andrew through leadership transitions and growth at the firm * His Team at Cogent: Gave direct feedback that reshaped his communication and delegation approach * Business Owners He Has Served: Continue teaching him what high-stakes decision-making looks like from the inside 👉 Don't miss Andrew's candid account of burning out at 33, stepping away deliberately, and what returning to the work he loves actually taught him about sustainable leadership. 🔗 Connect with Andrew Acer: LinkedIn: Andrew Acer Website: cogentanalytics.com 📋 Transcript Available: The Business Owner's Trap Andrew Acer Sees Time and Time Again 📺 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

10. juli 20261 h 4 min
episode The Bronze Star Veteran Who Now Helps Companies Stop Being Afraid of AI with Jon Hilton artwork

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

9. juli 20261 h 9 min
episode The Lesson David Tobin Learned Running a 60-Person Firm He Couldn’t Scale: Manage for Profit artwork

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

David Tobin, founder and managing partner of TobinLeff, started with coupon books in college, built a B2B telemarketing firm that he scaled to 60 people and sold under pressure rather than on his terms, and then spent years piecing together what went wrong. That painful exit became the foundation for everything he built next: an MA advisory firm focused on marketing, technology, and professional services companies that has now guided more than 250 clients through valuations, acquisitions, and sales over 16 years. ✨ Key Insights You’ll Learn: * College coupon books that sold for more than expected and nearly bought back a few years later * How a trade show accidentally launched a B2B telemarketing firm aimed at financial services companies * Why positioning financial advisors as exit planning specialists worked in the mid-90s before anyone had a name for it * The difference between increasing EBITDA and increasing your multiple — and why both matter * Why one plus one doesn’t equal three in a roll-up and what TobinLeff learned the hard way * Growth, margins, transferability, and client retention: the four value drivers buyers actually measure * Why 60 to 90 days of prep before going to market changes everything * Deal fatigue is real: what happens when a seller takes their eye off new business during the process * Why getting on a plane to meet a prospective client won an engagement that a Zoom call never would have * The difference between business brokers, MA advisors, and investment bankers — and why it matters 🌟 David’s Key Mentors: * His Father (Sydney Tobin): Named his first company after him; passed away when David was young and shaped his early drive * His Mother: Her line — experience is what you get when you don’t get what you want — stayed with him through his hardest exit * His Three Partner Colleagues (Former Marketing Agency Owners): Proved that good business sense built over years of ownership transfers directly to MA advisory work * The Buyers and Sellers He Observed Early On: Watching deal rooms before doing deals himself taught him what actually mattered in the process 👉 Don’t miss this conversation about what business owners get wrong when they think about selling, why the most painful exit David had turned out to be the most useful, and what separates a firm that commands 7x from one that gets 4x. 🔗 Connect with David Tobin: Website: tobinleff.com 📤 Transcript Available: The Lesson David Tobin Learned Running a 60-Person Firm He Couldn’t Scale: Manage for Profit 📺 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

9. juli 20261 h 5 min