BusinessEntrepreneurship

Shift Happens: Beyond the Boxes

Jason Bergenske

Hi, I'm Jason Bergenske, the founder of MoveitPro Software, Lion's Den Booking Service, Host of Shift Happens: Beyond The Boxes Podcast and a Inc. 5000 List Winner CEO!

My mission is to help as many company owners as I can from the experience I have of running my own multi-million dollar moving company, multi-million dollar moving software company, and a multi-million dollar call center that specifically books moves for moving companies like yours.

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#36
Friday · 48 min
Ep36 - MoveitPro+ New Features, Big Announcements & What's Next 👀
Jason and Kris get into what's really different about MoveItPro+ and why moving companies may not need to piece together multiple tools just to run their business. And then… Jason drops not one, but TWO exciting announcements. 👀🔥 🚢 A brand-new event. 🌴 More Legends Retreat news. 💥 And a look at what's coming next. What exactly did Jason announce? You'll have to watch to find out. 🎙️ ▶️ Press play. Things are about to get interesting. #moveitpro #MovingIndustry #MovingSoftware #MovingCompany #MovingBusiness #LegendsRetreat #CruiseItPro #ShiftHappens #MovingIndustryLeaders #movingcompanies
#35
Wednesday · 40 min
Ep35 - Moved Beyond Moving | Mark Hirschi's Journey
What happens when you go beyond just moving boxes and start building a brand, a voice, and a lasting impact in the industry? In this episode, Jason sits down with Mark Hirschi, Owner of Salmon's Moving and Storage and host of the Movified Podcast, to explore his journey of evolving from a moving business owner into a leader and influencer in the space. Mark shares how he pushed past the traditional limits of the moving industry building not just a successful company, but also a platform that connects, educates, and inspires other movers. In this episode, you'll learn: ✅ How Mark built and grew his moving company ✅ The vision behind going "beyond moving" ✅ Why branding and voice matter in today's industry ✅ Advice for business owners ready to level up and stand out If you're in the moving industry or looking to grow a business with purpose and influence, this episode is packed with powerful insights. 🚛 This is more than moving, this is about evolving, leading, and making a bigger impact. #MovingIndustry #MovingBusiness #EntrepreneurJourney #BusinessGrowth #Leadership #BrandBuilding #PodcastEpisode #IndustryLeaders #podcast #moveitprosoftware #moveitpro
#34
Tuesday · 25 min
Ep34 - Built a Company, Changed Lives | Jyre Richardson's Journey
What does it really take to build a company that goes beyond profit and truly changes lives? In this episode, Jason sits down with Jyre Richardson, Founder & CEO of FROM HERE TO THERE Moving Company, to dive deep into his journey of building a purpose-driven moving business. From humble beginnings to creating real impact, Jyre shares how he didn't just build a company he built a mission. Through leadership, vision, and a commitment to people, his business has made a difference not only for customers but for employees and communities as well. In this episode, you'll discover: ✅ How Jyre started and built his company from the ground up ✅ The mindset behind creating a purpose-driven business ✅ Challenges he faced and how he overcame them ✅ How his company has impacted lives beyond moving services ✅ Advice for entrepreneurs who want to build something meaningful If you're an entrepreneur, business owner, or someone looking to create impact through your work, this episode will inspire you to think bigger than just business. 🚛 This isn't just about building a company, it's about building something that truly changes lives. #JyreRichardson #FromHereToThere #MovingIndustry #EntrepreneurJourney #PurposeDriven #BusinessWithImpact #Leadership #StartupStory #MovingBusiness #ChangeLives #PodcastEpisode #BuildWithPurpose #moveitprosoftware #podcast #moveitpro
#33
March 18 · 35 min
Ep 33 - How Chris Scaled a Moving Business from One Truck to an Empire
From a single beat up truck to building a thriving moving and storage business. Chris's journey is the definition of starting small and scaling big. In this episode, Jason sits down with Chris, Founder & President of True Friends Moving Company, to break down how he built his company from the ground up since around 2012. With limited resources but a clear vision, Chris turned hard work, consistency, and smart decision making into a growing moving empire. Chris dives into: ✅ How he started with just one truck and a dream ✅ Early challenges and lessons that shaped the business ✅ The key moments that helped him scale ✅ Building a strong reputation in the moving & storage industry ✅ Advice for entrepreneurs starting from zero If you're a moving company owner, entrepreneur, or someone looking for real-world business inspiration, this episode is packed with insights you can apply right away. 🚛 From humble beginnings to long term success. This is the story of how Chris built a moving empire from scratch #TrueFriendsMoving #ChrisJourney #MovingEmpire #FromOneTruck #StartupToSuccess #EntrepreneurStory #MovingIndustry #BusinessGrowth #ScalingUp #SmallBusinessSuccess #PodcastEpisode #hustleandgrow #movingbusiness
#32
March 17 · 42 min
Ep 32 - Scaling to $66M: Larry O'Toole's Blueprint for Building a Moving Empire (Part 2)
The Unconventional Blueprint to a Moving Empire: Lessons from Gentle Giant's Larry O'Toole What does it really take to turn a moving company into a $66 million powerhouse? In Part 2 of this high-impact conversation, we go deeper with Larry O'Toole, Founder & CEO of Gentle Giant Moving Company, as he pulls back the curtain on the mindset, leadership, and systems that built one of the most respected brands in the moving industry. No fluff. No theory. Just real strategies from a leader who scaled it. 🚛💡 What You'll Learn in This Episode: In this episode, we sit down with Larry O'Toole, Founder & CEO of Gentle Giant Moving Company, to explore the leadership principles, culture-building strategies, and operational systems that propelled his company into becoming one of the most respected names in the moving industry. Larry shares: ✅ How he built a people-driven company culture ✅ The systems behind scaling past $66M in revenue ✅ Leadership lessons from decades in business ✅ Advice for moving company owners ready to grow 🎧 Tune in and learn how to build a company that moves more than boxes it moves people and businesses forward. If you missed the first conversation with Larry O'Toole, catch it here: https://youtu.be/rI6JaiyPaEo?si=D0W-qD-yqoWGrvN-
#32
March 3 · 36 min
Ep 32 - Scaling to $66M: Larry O'Toole's Blueprint for Building a Moving Empire (Part 1)
The Unconventional Blueprint to a Moving Empire: Lessons from Gentle Giant's Larry O'Toole Ever wondered what it really takes to build a multi-million dollar company from the ground up? In a world often obsessed with ruthless efficiency and cutting costs, Larry O'Toole, founder of Gentle Giant Moving Company, offers a refreshingly human-centric approach. His journey, which began unexpectedly with a borrowed van and a roommate's initiative, reveals that the secret to scaling to over $66 million might just be as simple—and as challenging—as putting people first. Join us as we unpack Larry's unique blueprint for success, diving into the core values, leadership philosophy, and unconventional strategies that turned a small moving operation into an industry powerhouse. 🚛💡 What You'll Learn in This Episode: What does it take to build a moving company generating over $66 million a year? In this episode, we sit down with Larry O'Toole, Founder & CEO of Gentle Giant Moving Company, to uncover the leadership principles, culture strategies, and operational systems that helped transform his company into one of the most respected brands in the moving industry. Larry shares: ✅ How he built a people-driven company culture ✅ The systems behind scaling past $66M in revenue ✅ Leadership lessons from decades in business ✅ Advice for moving company owners ready to grow If you're a moving company owner, entrepreneur, or leader looking to scale smarter and build a powerhouse brand, this episode is packed with actionable insights you won't want to miss. 🎧 Tune in and learn how to build a company that moves more than boxes it moves people and businesses forward.
#31
Oct 22, 2025 · 36 min
Ep 31 - Streamlining the Move: Call Centers, Community and Legends Retreat
In this episode of Shift Happens: Beyond the Boxes, host Jason Bergenske — founder and owner of MoveitPro — sits down with Michael, Manager at Lion's Den, and Jeannie, Director of Business Development, for an insightful conversation about how innovation, teamwork, and community are redefining the moving industry. If you're a moving company owner looking to scale smarter, simplify operations, and connect with like-minded professionals, this episode is your roadmap to success. Transforming the Moving Industry with MoveitPro and Lion's Den The moving industry is evolving faster than ever — and those who embrace technology and collaboration are leading the way. MoveitPro, the software built for movers, by movers, has become the foundation for operational excellence. It allows moving companies to manage dispatch, scheduling, lead tracking, and customer relationships — all within one intuitive platform. Meanwhile, Lion's Den elevates the customer experience through expertly trained call center professionals who bring empathy, emotional intelligence, and genuine care to every conversation. They understand that moving is more than logistics — it's a deeply personal life event. Each interaction is an opportunity to build trust, reassure customers, and deliver peace of mind. This human-centered approach leads to consistent 5-star reviews, lasting customer loyalty, and powerful word-of-mouth growth. Together, MoveitPro and Lion's Den are proving that technology and heart can work hand-in-hand to transform the moving experience.
#29
May 7, 2025 · 41 min
Ep29 - How Direct Mail Built a Moving Empire | Greg Sheppard (USA Home Listings)
In Episode 29 of Shift Happens: Beyond the Boxes, Jason Bergenske sits down with direct mail legend Greg Sheppard, founder of USA Home Listings. From quitting a job he hated to building a multi-million dollar lead generation business, Greg shares the raw, real, and ridiculously effective strategies that helped him—and many movers across the country—book high-ticket moves consistently. Recorded live at Legends Retreat, this conversation dives into how Greg went from cold-calling to closing luxury moves, and how smart, targeted mail (not spam!) can deliver massive ROI when done right. What You'll Learn in This Episode: The moment Greg risked everything to chase a new pathWhy most direct mail fails—and how to make yours stand out The system that helped moving companies scale to $10M+ How to target high-value homes and avoid tire-kickers Simple tips to increase conversions and get your phone ringing Whether you're trying to fill your pipeline or close bigger jobs, this is the no-BS breakdown of what works in moving industry marketing today. 👇 Resources & Links🌐 Learn more about USA Home Listings: https://usahomelistings.com🚀 Don't forget to LIKE, SUBSCRIBE, and COMMENT your favorite takeaway from Greg!
#28
Apr 30, 2025 · 51 min
Ep28 - From 0 to Millions: Lessons from Legends of the Moving Industry (PART 2 OF 2)
In Part 2 of this no-holds-barred conversation from the 2025 Legends Retreat, we dive even deeper with two of the most respected movers in the game—Eric Wirks of Wirks Moving & Storage and Steven Reed of Big League Movers and Ready Roles. This is the real story behind scaling to $10M… and then having to fight your way back. 🎯 In this episode: ✅Going from profit to nearly $500K in the red ✅What happens when your sales team collapses ✅Selling off locations and rebuilding from the ashes ✅Staying profitable while downsizing ✅The emotional toll of being a business owner ✅How masterminds and friendships saved their companies ✅New strategies for long-distance, commercial, and military moves ✅Lessons you can't learn unless you live them 👉 Watch Part 1 first: https://youtu.be/76C6hNzprUA 🎙️ Subscribe now to never miss an episode of Shift Happens: Beyond the Boxes #MovingIndustry #ShiftHappensPodcast #BusinessGrowth #Entrepreneurship #EricWirks #StevenReed #LegendsRetreat
#27
Apr 22, 2025 · 29 min
Ep27 - How Handwritten Mail Is Winning Big Jobs in the Moving Industry
What if one small shift in your marketing could land you bigger jobs, better customers, and deeper brand trust? In this episode of Shift Happens: Beyond the Boxes, recorded live at the 2025 Legends Retreat, host Jason Bergenske sits down with Matty Mailers—the creative mind behind Moving Letters and long-time owner of I Haul I Move. What starts as a conversation about mailers quickly unfolds into a deep-dive on: Reinventing postcard marketing with AI-driven handwritten letters The ROI of personalization in an industry where trust matters most How adding just one golden ticket or family photo can double your impact The shift from just "selling moves" to "selling trust" Running multiple businesses and learning to scale while staying personal Whether you're mailing 50 homes or 5,000, this episode offers a playbook for standing out in a sea of sameness.
#26
Apr 15, 2025 · 51 min
Ep26 - From 0 to Millions: Lessons from Legends of the Moving Industry (PART 1 OF 2)
What does it really take to build a multimillion-dollar moving company from the ground up? In this episode of Shift Happens: Beyond the Boxes, recorded live at the 2025 Legends Retreat, host Jason Bergenske sits down with two industry powerhouses: 👉 Eric Wirks – Founder of Wirks Moving & Storage 👉 Steven Reed – Founder of Big League Movers and Ready Roles Together, they reveal the unfiltered truth behind their success—sharing the early days of hustling moves with MapQuest printouts, hiring their first teams, and pushing through massive setbacks like financial wipeouts, bad partnerships, and family emergencies. You'll hear: ✅ The real stories behind their first million in revenue ✅ What almost broke their businesses—and how they bounced back ✅ Why firing yourself from the truck is the key to scaling ✅ How to lead through chaos and build a culture that wins ✅ And yes… how drinking the Kool-Aid helped Steven transform Big League's entire culture Whether you're just getting started or scaling past 7 figures, this episode is packed with hard-earned insights, laughs, and leadership gold. 📍 Filmed at the 2025 Legends Retreat—a private mastermind for elite moving company owners. 👀 Stay tuned for Part 2, where they dive deeper into scaling teams, virtual assistants, and the next frontier of the moving industry.
#25
Feb 4, 2025 · 1 hr 9 min
Ep25 - From $1,000 to Millions: Steven Reed's Blueprint for Dominating the Moving Industry
💡 What does it take to dominate an industry from the ground up? In this episode of Shift Happens: Beyond the Boxes, we sit down with Steven Reed, founder of Big League Movers and Ready Roles, to uncover how he turned a $1,000 loan into a multimillion-dollar moving empire. 🚛💰 From scaling too fast to redefining company culture, Steven shares hard-earned lessons, leadership insights, and the strategies that fueled his success. Whether you're an entrepreneur, a business owner, or just love a good comeback story, this episode is packed with invaluable gems. Tune in now! 🎙️🔥 In this episode, host Jason Bergenske chats with Steven Reed, the founder of Big League Movers and Ready Roles, about his entrepreneurial journey in the moving industry. Steven shares how he got started in 2008 with a $1,000 loan from his grandmother, the hustle and sacrifices that led to his first million, and the challenges of scaling too fast when expanding into multiple locations. Key topics discussed include: The hometown dominator mindset—focusing on dominating a single market before expanding. The dangers of premature expansion, lessons from opening a second location in Atlanta, and why he ultimately sold it. The power of company culture and how he transformed Big League Movers with an innovative training and incentive program. How COVID-19 became an opportunity rather than a setback, allowing him to position his company as an essential service. The importance of customer experience, Google reviews, and relationship-building in scaling a moving business. His newest venture, Ready Roles, which provides virtual assistants for moving companies to optimize operations. Steven also discusses the Legends Retreat, a premier industry event where top moving company leaders gather to share knowledge and strategies. This episode is a must-listen for anyone in the moving industry or looking to scale a service-based business successfully. 🚀
#24
Jan 19, 2025 · 1 hr 29 min
Ep24 - Legends Webinar Special - Secrets to Moving Industry Success
Join us for a special webinar edition of Shift Happens: Beyond The Boxes, Episode 24! 🎥🎙️ This episode brings you exclusive highlights and expert insights from the Moving Legends LIVE Webinar featuring top industry leaders like Jason Bergenske, Jeannie Buondelmonte, JC Caldwell, and more. 🚛💼 Get ready to discover proven strategies, answer live audience questions, and gain the tools you need to grow your moving business in 2025. Plus, learn about the Moving Legends Retreat happening this March in sunny Orlando, Florida! ☀️ 📌 Highlights in this episode: Expert advice from webinar speakers Tips for scaling your moving business Exclusive sneak peeks into the Moving Legends Retreat Special offers for attendees 👉 Don't forget to like, comment, and subscribe to never miss an episode of Shift Happens: Beyond The Boxes! 🔗 Learn more about the Legends Retreat: www.LegendRetreats.com 🔔 Follow us on social media for updates and insights!
#23
Nov 2, 2024 · 1 hr 5 min
Ep23 - This $1M Yr Moving Company Owner Reveals His 3 Year Success SECRET!
I'm thrilled to welcome Angus Moorman, the inspiring owner of House to House Moving based in Tupelo, Mississippi. Angus is not just a remarkable moving company owner; he's a true stand-up guy with a story that will motivate anyone in the industry. Despite facing the looming threat of Hurricane Melton just 2 days before our recording, Angus made the trip to Central Florida, showcasing his unwavering commitment and passion for the industry. In this episode, we dive deep into Angus's journey—from his humble beginnings to his rapid rise in the moving industry, our story of him discovering MoveitPro software and how it transformed his business and how he has achieved an incredible $1 million in revenue by just his third year, all without owning any trucks or having an office! If it's one thing I can say about Angus Moorman, it's that he is defined by his humbleness, which has resulted in his success being rooted in his service-oriented mindset. He has treated his business with care and respect, resulting in only three unhappy customers to date. There's a valuable lesson here for all of us about prioritizing service over profits. Whether you're a moving company owner, an entrepreneur, or simply looking for inspiration, this episode is packed with insights that can help you elevate your business!
Aug 26, 2024 · 34 min
Ep22 - Patrick's Journey from SLEEP STUDY to MOVING Industry Pro! - Is this YOUR Next Career?
After a 15 year medical career path that was going nowhere, Patrick from Liberty Moves Orlando found himself dreaming of a new life. That's when the Moving Industry fell into his lap and at the first opportunity he TOOK IT and was off to the races. On this weeks Episode of Shift Happens: Beyond The Boxes Podcast I welcome local moving company owner Patrick Clayton from Liberty Moves Orlando into the studio at MoveitPro HQ. He has been running his business for the past several years successfully in Central Florida. Him and I discuss the successes and woes of the Moving Industry, from Covid Times to Staffing Issues when things get slow. Patrick really wanted to find a new career path with the ambition to succeed, but the Moving Industry is not for everyone. If you have been on the fence with starting your business, maybe we can help you decide.
#5
Aug 19, 2024 · 55 min
Ep5 - Shift Happens: Q&A LIVE - MoveitPro CEO Thoughts on OnCue Suddenly SHUTTING DOWN!
Welcome to Episode 5 of our Q&A Livestream series where we take our CEO Jason Bergenskes Podcast Shift Happens: Beyond The Boxes and bring it to you LIVE ON-AIR to answer questions. Today we have Lion's Den Call Center and Booking Service Manager Michael Csarba as Jason's special guest where we talk all things Lion's Den. This just happened to coincide with our competitor ONCUE shutting down Monday afternoon. They may have been our competitor, but it's still a SHOCK to us and me especially being in such a small moving industry. To all that have signed up already, we are so sorry that you experienced this from ONCUE, but welcome to our MoveitPro Community. We promise we won't do such an injustice to you ever. If you are interested in MoveitPro or Lion's Den Call Center, let's get you in for a DEMO?
#21
Aug 7, 2024 · 34 min
Ep21 - The TRUTH about Real Estate Trends from Broker Al Spry "The Realtor Guy"
In this episode, Real Estate Broker Al Spry "The Realtor Guy" reveals the truth about the state of the 2024/2025 Real Estate Market. Tune in for an insightful interview and find out if your Moving Company is truly ready for what's to come in tomorrow's market. Also discover why Al thinks Florida is the California of the 60s.
#4
Aug 1, 2024 · 1 hr
Ep4 - Shift Happens: Q&A LIVE - Call and ask Jeannie B Anything!
An extension of our regular Shift Happens Podcast where we go LIVE every other week (Wednesday's at 1PM Eastern) and take questions LIVE On-Air form callers. We will occasionally be bringing in some special guests like Gary Bergenske (Ep.1) with his wealth of knowledge in the moving industry. Other times we will have one of the MoveitPro team there to answer specifics about our system as well as the industry.
#3
Jul 19, 2024 · 43 min
Ep3 - Shift Happens: Beyond The Boxes, Q&A Livestream with Jason Bergenske and Nick Taylor
We are back at it with our 3rd Episode of Shift Happens: Beyond The Boxes LIVE Q&A Podcast. We have my good friend and MoveitPro Director of Operations, Nick Taylor in the studio again taking calls and answering submitted questions LIVE On-Air. We answer some questions that were submitted via chat, direct message and in the MoveitPro Moving Company Owners Discussion Group on Facebook. If you are an existing customer of MoveitPro or Lion's Den Booking Service, you probably have had the pleasure of speaking with Nick Taylor at some point. If you haven't yet though, you most likely will. Nick has been one of the longest employees of MoveitPro rising from a Top Sales Rep to managing all of our staff and facilities at our corporate offices, "MoveitPro HQ" in Longwood, FL. I can attest that MoveitPro would not be the same without Nick's management and ability to handle any situation that has come up. https://shifthappens.jasonbergenske.com/qalive-episode3
#20
Jul 15, 2024 · 1 hr 13 min
Ep20 - The Loan Arranger - 35yr Mortgage Expert and Radio Host Shares His Insider Tips!
In this exclusive interview with Central Florida's Radio Host and Mortgage Broker The Loan Arranger, a seasoned mortgage broker from Orlando with 35 years of experience reveals insider secrets of the industry. Gain valuable insights, tips, and advice on navigating the mortgage market from a trusted expert who has helped countless clients achieve their homeownership dreams and a road to becoming a Wealthy Multi-Millionaire. Don't miss out on this informative discussion that can potentially save you thousands on your next mortgage deal. Tune in now!

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