PEO Speedwagon

PEOMG

The PEO Speedwagon Podcast is a dynamic and engaging podcast that delves into the intricate world of outsourcing and PEOs. Focusing on how small businesses can leverage Professional Employer Organizations (PEOs) to their advantage. Each episode unpacks the complexities of PEOs in a conversational and accessible manner, aiming to demystify the process and highlight its benefits. With a blend of expert insights, real-world examples, and a touch of humor, The PEO Speedwagon Podcast is the go-to resource for anyone looking to optimize their operations and foster growth.

  1. Aug 25

    CONVERGENCE: Where Competitors Became Collaborators | PEO Brokers Collective

    The PEO brokerage industry just had its breakout moment. Heather Applegate and Ryan Shapiro unpack CONVERGENCE, the first event where competitors showed up to collaborate, learn, and build something bigger than any one firm. What happened in Duluth, Georgia wasn’t just a networking event - it was a reset for an entire industry. Brokers who’ve operated in silos for years finally got face time with peers from around the country, and for the first time, PEOs, sales leaders, and general agents were all in the same room having the kind of honest conversations that usually stay behind closed doors. You'll hear how the energy in the room shifted from hesitation to momentum, why the breakout sessions were packed with practical tactics people could take home and use immediately, and how open conversations about underwriting, healthcare cost pressure, client fit, and better sales alignment are reshaping what it means to serve small and medium-sized businesses. Heather and Ryan also break down the deeper value of the PEO Brokers Collective’s three pillars - collaboration, community, and education - and why this event gave many attendees something they’ve been missing for years: a real sense of belonging, plus a stronger network to solve problems with. If you care about the future of PEO, brokerage, or how real industry change happens when competitors decide to help each other, this episode is packed with momentum, insight, and proof that the next chapter has already started. Heather Applegate is the host of PEO Speedwagon, Chief Advisory Officer at peomg, and emcee of the inaugural CONVERGENCE, helping build community and education for brokers across the industry. Ryan Shapiro joins as President of the PEO Brokers Collective, offering an on-the-ground view of the event’s energy, tactical breakout sessions, and the opportunities this new community is creating. Perfect for PEO brokers, sales leaders, and anyone who wants to understand why this first-of-its-kind gathering may become a defining moment for the industry.

    CONVERGENCE: Where Competitors Became Collaborators | PEO Brokers Collective

  2. Aug 11

    Your Values Have a Job to Do with Steve Blair | New Nexus Group

    Leadership isn't a title. It's a series of choices. In this episode of the PEO Speedwagon Podcast, Heather Applegate and Ryan Shapiro sit down with Steve Blair of New Nexus Group to explore what separates good leaders from truly influential ones. Drawing from his years at Procter & Gamble and his work helping organizations develop leaders and high-performing teams, Steve shares practical lessons on career growth, culture, coaching, and why investing in people is still the highest-return decision a leader can make. Along the way, the conversation takes an unexpected turn into one of Steve's favorite traditions: choosing walk-up songs. His picks? 🎵 "Winning" by Santana Spotify: [https://open.spotify.com/search/Winning%20Santana](https://open.spotify.com/search/Winning%20Santana?utm_source=chatgpt.com) Apple Music: [https://music.apple.com/us/search?term=Winning%20Santana](https://music.apple.com/us/search?term=Winning+Santana&utm_source=chatgpt.com) 🎵 "Out the Speakers" by A-Trak & Milo & Otis Spotify: [https://open.spotify.com/search/Out%20the%20Speakers%20A-Trak%20Milo%20%26%20Otis](https://open.spotify.com/search/Out%20the%20Speakers%20A-Trak%20Milo%20%26%20Otis?utm_source=chatgpt.com) Apple Music: [https://music.apple.com/us/search?term=Out%20the%20Speakers%20A-Trak%20Milo%20Otis](https://music.apple.com/us/search?term=Out+the+Speakers+A-Trak+Milo+Otis&utm_source=chatgpt.com) Whether you're leading a company, building a team, or simply trying to become a better leader, this episode is full of thoughtful insights on growth, service, and creating cultures where people can do their best work.

  3. Jul 28

    Building Startup Ecosystems with Gabe Angieri | Arch Grants

    What does it really take to build an entrepreneurial ecosystem? In this episode of the PEO Speedwagon Podcast, Heather Applegate and Ryan Shapiro sit down with Gabe Angieri, Executive Director of Arch Grants, to discuss what it means to build communities where founders, investors, advisors, and organizations all play a role in helping new ideas become successful businesses. Gabe shares his path from New York to St. Louis, the mission behind Arch Grants, and why supporting entrepreneurs is about far more than funding. The conversation explores leadership through influence, the realities of startup growth, and the partnerships that allow small business owners to stay focused on building. As the discussion turns to scaling companies, Heather and Ryan explore the role Professional Employer Organizations (PEOs) can play in removing operational friction, helping founders access enterprise-level HR and human resources support, and creating the infrastructure growing businesses need without slowing their momentum. Whether you're an entrepreneur, small business owner, PEO professional, or someone passionate about building stronger business communities, this episode offers a thoughtful look at how great companies, startup ecosystems, and the partnerships behind them are built.

  4. Jul 14

    Kenny Randle, From the NFL to PEO: How to Lead Championship Teams

    What do championship football teams, elite sales organizations, and great company cultures have in common?In this episode of the PEO Speedwagon Podcast, Heather Applegate and Ryan Shapiro sit down with Kenny Randle, founder of The Randall Group, former Insperity executive, former NFL player, and USC National Champion.Kenny shares lessons from professional sports, decades of leadership, and helping build one of the most influential organizations in the PEO industry. The conversation explores what separates good leaders from great ones, why culture drives long-term success, and how partnership, coaching, and trust create high-performing teams.In this episode:🏆 Championship mindset and leadership🏈 Lessons from USC, the NFL, and Tom Landry🤝 Building trust through coaching and partnership📈 Sales leadership and developing top performers🎯 Creating a culture people never want to leave💼 Growing businesses through people-first leadership🚀 The future of leadership, entrepreneurship, and the PEO industryWhether you're a business owner, sales leader, entrepreneur, HR professional, or PEO advisor, this episode is filled with practical insights on leadership, culture, coaching, and building organizations that win consistently.Subscribe to the PEO Speedwagon Podcast for conversations with the leaders shaping HR, PEO, entrepreneurship, leadership, and the future of work.

  5. Jun 30

    Stephanie Neale, CEO of Blind Zebra

    Stephanie Neale of Blind Zebra joins Heather Applegate and Ryan Shapiro on the PEO Speedwagon Podcast for a conversation on leadership, sales, company culture, business growth, and the evolving role of HR in today's workplace. From building high-performing sales teams and scaling organizations to leveraging PEOs (Professional Employer Organizations) and strengthening company culture, Stephanie shares practical insights for entrepreneurs, business owners, and growth-minded leaders. The conversation explores: • Sales leadership and business development• Company culture and employee engagement• PEOs and HR strategy for growing businesses• Hiring, retention, and talent acquisition• Remote work and multi-state compliance• Leadership accountability and core values• Scaling teams and organizational growth• Networking, relationship-building, and modern sales strategies Whether you're a business owner, HR leader, entrepreneur, sales professional, or advisor serving small and medium-sized businesses, this episode delivers actionable insights on leadership, people strategy, and sustainable growth. PEO Speedwagon is the podcast for leaders, entrepreneurs, HR professionals, and PEO experts looking to build stronger businesses through better people strategy.Stephanie Neale of Blind Zebra joins Heather Applegate and Ryan Shapiro on the PEO Speedwagon Podcast for a conversation on leadership, sales, company culture, business growth, and the evolving role of HR in today's workplace. From building high-performing sales teams and scaling organizations to leveraging PEOs (Professional Employer Organizations) and strengthening company culture, Stephanie shares practical insights for entrepreneurs, business owners, and growth-minded leaders. The conversation explores: • Sales leadership and business development• Company culture and employee engagement• PEOs and HR strategy for growing businesses• Hiring, retention, and talent acquisition• Remote work and multi-state compliance• Leadership accountability and core values• Scaling teams and organizational growth• Networking, relationship-building, and modern sales strategies Whether you're a business owner, HR leader, entrepreneur, sales professional, or advisor serving small and medium-sized businesses, this episode delivers actionable insights on leadership, people strategy, and sustainable growth. PEO Speedwagon is the podcast for leaders, entrepreneurs, HR professionals, and PEO experts looking to build stronger businesses through better people strategy.

  6. Jun 16

    Adam Robin, Founder, Inbox Zero VA

    Buying Back Your Time with Adam Robin | Hosted by Heather Applegate & Ryan Shapiro In a first for the PEO Speedwagon Podcast, Heather Applegate officially takes her seat behind the mic alongside Ryan Shapiro as co-host. And she wastes no time diving into one of the biggest challenges facing founders and business leaders today: How do you get your time back? Joined by Adam Robin, founder of Inbox Zero, the conversation explores the reality of entrepreneurship, burnout, delegation, virtual assistants, AI, and the difficult transition from doing everything yourself to building systems that create freedom. Adam shares his journey from physical therapist and practice owner to helping organizations reclaim bandwidth through intentional outsourcing and operational efficiency. Along the way, the group discusses: ✅ Why entrepreneurs hit the wall✅ The hidden cost of doing everything yourself✅ How to identify high-energy vs. low-energy work✅ Virtual assistants, AI, and the future of productivity✅ Leadership lessons for founders who struggle to let go✅ Practical ways to buy back your time and focus on what matters most If you've ever felt buried in admin work, stretched too thin, or trapped inside your own business, this episode is for you. Because sometimes growth isn't about doing more. It's about creating space to do the right things.

  7. Jun 2

    Heather Applegate, Founder, Pivot X

    In this episode of the PEO Speedwagon Podcast, Ryan Shapiro sits down with Heather Applegate, founder of Pivot X, to explore leadership development, strategic planning, organizational growth, and the human behaviors that shape business success. The conversation dives into: • Why pivots are an inevitable part of business growth• The difference between influence and authority in leadership• How personality assessments can help leaders unlock greater impact• Why some leaders thrive naturally while others must work harder to achieve the same results• The role of self-awareness, feedback, and personal development in leadership success• Strategic planning, organizational alignment, and executive decision-making Along the way, Ryan and Heather share stories about entrepreneurship, leadership journeys, personality assessments, and the realities of building organizations through people.

  8. May 19

    Kasey Devine, CEO + Founder, Entravia

    In this engaging interview, Kasey Devine, CEO + Founder of Entravia, shares his journey into the PEO industry, discusses industry challenges, and explores the future of PEO technology and market dynamics. Discover insights on industry evolution, technology adoption, and how small businesses can leverage PEOs for growth.keywordsPEO industry, small business, HR technology, industry evolution, market consolidation, SaaS, innovation, broker relationships, industry future Key topics: Industry evolution and consolidationTechnology and SaaS impact on PEOSmall business benefits and challenges in PEO

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5
out of 5
10 Ratings

About

The PEO Speedwagon Podcast is a dynamic and engaging podcast that delves into the intricate world of outsourcing and PEOs. Focusing on how small businesses can leverage Professional Employer Organizations (PEOs) to their advantage. Each episode unpacks the complexities of PEOs in a conversational and accessible manner, aiming to demystify the process and highlight its benefits. With a blend of expert insights, real-world examples, and a touch of humor, The PEO Speedwagon Podcast is the go-to resource for anyone looking to optimize their operations and foster growth.

Information

  • Creator
    PEOMG
  • Years Active
    2024 - 2026
  • Episodes
    52
  • Rating
    Clean
  • Copyright
    © PEOMG
  • Show Website
    PEO Speedwagon

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