Episodes 24
Avg. Duration 13m
Activity Dormant
Since Apr 2025
Latest Episode Oct 2025

Publishing Details

Schedule
Weekly
Format
Episodic
Consistency
51%
Hosting
anchor.fm

About This Podcast

If you're a business owner juggling payroll, compliance headaches, workers' comp claims, and HR fires—all while trying to scale—this podcast is for you. The PEO Playbook gives you insider strategies, real-world case studies, and expert insights to help you streamline operations, protect your business, and build a better team. Learn how to leverage Professional Employer Organizations (PEOs) to offload the busy work and focus on what really matters: growing your company. Whether you have 5 employees or 100, this show will help you lead with less stress and more confidence.

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Recent Episodes

S2E12 Multi-State Workers’ Comp Simplified

Oct 13, 2025 15m

Running a business across multiple states comes with one big challenge: workers’ comp. Rates vary, rules change, and claims can spiral out of control. In this episode, Chad Philly and Marty Gray dive…

S2E11 PEO Playbook: Navigating the Alphabet Soup of Employment Laws

Oct 06, 2025 15m

Compliance can feel like alphabet soup—FMLA, ADA, ACA, HIPAA, EEO…the list goes on. For small business owners, keeping up with these laws is overwhelming and costly if done wrong. That’s why having…

S2E9 Staff Brokers & PEOs: Partnering for Profit and Client Success

Sep 29, 2025 12m

In this episode of the PEO Playbook, host Chad Philly and CEO Marty Gray unpack how Staff Brokers built its national network of insurance agents and PEO partnerships.Discover how Staff Brokers:Helps…

S2E8 PEO Benefits Explained: How Small Businesses Compete Like Big Companies

Sep 15, 2025 12m

Benefits are no longer optional; they're essential to attracting and retaining great talent. In this episode of The PEO Playbook, Chad Philly and Marty Gray reveal how PEOs simplify benefits, cut…

S10E10 Staff Brokers & PEOs: Partnering for Profit and Client Success

Sep 12, 2025 13m

In this episode of the PEO Playbook, host Chad Philly and CEO Marty Gray unpack how Staff Brokers built its national network of insurance agents and PEO partnerships.Discover how Staff Brokers:Helps…

S2E7 PEO Playbook: How PEOs Unlock HR for Small Business Owners

Sep 09, 2025 15m

HR mistakes can cost your business time, money, and even lawsuits. In this episode of The PEO Playbook, Chad Philly and Marty Gray reveal how PEOs take the HR burden off your shoulders. From employee…

S2E6 PEOs in Crisis: How They Protect Businesses During Disasters

Sep 02, 2025 15m

When disaster strikes — hurricanes, pandemics, or economic shutdowns — small businesses are often the hardest hit. In this episode of The PEO Playbook, Chad Philly and Marty Gray reveal how PEOs act…

S2E5 The PEO Advantage: Streamlined Employee Onboarding

Aug 25, 2025 17m

Compliance – From I-9s to W-4s, PEOs help employers stay compliant and avoid costly mistakes.Employee Portals – Digital systems give employees access to pay stubs, tax forms, and benefits at their…

S2E4 Protect Your Business: EPLI, EAPs & the Hidden Value of a Good PEO

Aug 18, 2025 12m

Wrongful termination. Sexual harassment. Discrimination claims. Most small business owners think, “That’ll never happen to me”—until it does.In this episode of The PEO Playbook, Chad Philly and Staff…

S2E2 Avoiding Surprise Audits with Pay-As-You-Go Workers' Comp

Aug 11, 2025 15m

In this episode of The PEO Playbook, Chad Philly and Marty Gray from Staff Brokers dive into how PEOs simplify workers’ comp with a pay-as-you-go system that eliminates surprises and streamlines your…

S2E1 Navigating Multi-State Payroll & Tax Compliance with a PEO

Aug 04, 2025 12m

In this episode of The PEO Playbook, Chad Philly and Marty Gray from Staff Brokers break down how PEOs simplify the chaos of operating in multiple states. From payroll tax compliance to state…

S1E12 What Makes a Great PEO Partner?

Jul 29, 2025 15m

In this episode, Chad Philly and Marty Gray of Staff Brokers pull back the curtain on what really makes a PEO partnership thrive. From vetting ownership and work comp structures to ensuring…

S1E11 Multi-State Madness? Here’s Why a PEO Simplifies Everything

Jul 29, 2025 10m

Operating across state lines? You’re not alone—and you’re definitely not crazy for feeling overwhelmed. In Episode 11 of The PEO Playbook, Chad Philly and Marty Gray break down how PEOs help…

S1E10 Buying Back Time: Why PEOs Are a Game-Changer for Small Business Owners

Jul 15, 2025 9m

What if you could eliminate payroll headaches, skip the year-end workers' comp audit, and consolidate all your HR, benefits, and compliance tasks into one weekly transaction? In this episode of The…

S1E9 No, You Don’t Have a “1099 Employee” Let’s Get It Right

Jul 07, 2025 11m

If you’ve ever used the phrase “1099 employee,” this episode is for you. In Episode 9 of The PEO Playbook, Chad Philly breaks down the real differences between independent contractors and W-2…

S1E8 Are You Paying Overtime Correctly? Exempt vs. Non-Exempt Explained

Jun 30, 2025 10m

In this episode of the PEO Playbook, Chad Philly of Staff Brokers breaks down one of the most misunderstood areas of employee classification: who qualifies for overtime and who doesn’t. From the…

S1E7 How One Business Reclaimed Their Time with a PEO Partnership

Jun 23, 2025 7m

After a costly workers’ comp incident and juggling multiple disconnected HR systems, Loco Graphics turned to a PEO—and everything changed. In this episode, Chad Philly sits down with Greg Winters to…

S1E6 From Rooftops to Payroll: How a PEO Helped This Construction Business Scale

Jun 16, 2025 12m

When you’re a small business working on rooftops, good luck finding affordable workers’ comp. That’s exactly how Joshua Brosich from Always a Sweep got introduced to the world of PEOs. In this…

S1E5 The Employee Handbook Playbook: How PEOs Protect You Without Handcuffing You

Jun 09, 2025 9m

In this episode of The PEO Playbook, host Chad Filley explains how PEOs take the guesswork—and the legal risk—out of employee handbooks. Learn how the right partner helps you build clear, compliant,…

S1E4 What Happens When an Employee Gets Hurt: Work Comp Claims & How PEOs Handle It

Jun 02, 2025 10m

In this episode of The PEO Playbook, Chad Filley walks through what really happens when a work comp claim hits—and how PEOs take the headache off your plate. Learn why PEOs are incentivized to close…

Frequently Asked Questions

How many episodes does PEO Playbook have?

PEO Playbook has published 24 episodes since April 2025, covering topics in Business, Entrepreneurship.

Is PEO Playbook still active?

PEO Playbook is currently dormant with new episodes weekly. Average episode length is 13m.

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