PEO Playbook

PEO Playbook

By Staff BrokersBusinessEntrepreneurship
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PEO Playbook episodes

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

    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 unemployment complexities, they discuss how a good PEO partner helps business owners avoid costly mistakes, stay compliant, and scale confidently—even when crossing state lines. If you're bidding jobs in other states or expanding your workforce across the map, this episode is for you.

    Learn how PEOs:

    • Help with onboarding in new jurisdictions

    • Guide you on work comp differences state by state

    • Assist in navigating state and local tax rules

    • Offer insight before you bid out-of-state jobs

    Watch now and stop letting tax surprises crush your margins.

    🔗 www.PEOPlaybook.com/booknow

    13 min
  • What Makes a Great PEO Partner?

    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 consistent service and crisis readiness, they break down the key factors that separate average providers from great ones. Learn how the right PEO can simplify operations, reduce risk, and improve your employee experience—especially if your business operates in multiple states or high-risk industries.

    👉 Start finding the right PEO partner for your business today at PEOPlaybook.com/BookNow

    16 min
  • Multi-State Madness? Here’s Why a PEO Simplifies Everything

    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 businesses stay compliant with tax laws, workers’ comp rules, and HR regulations when managing teams in multiple states. Whether you're expanding into new territories or just have crews traveling between jobs, this episode explains how a single partner can help you streamline payroll, benefits, and compliance from state to state.

    Learn more at PEOPlaybook.com/BookNow

    11 min
  • Buying Back Time: Why PEOs Are a Game-Changer for Small Business Owners

    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 PEO Playbook, Chad Philly shares how PEOs help business owners buy back their time—replacing multiple vendor meetings, tax filings, and admin redundancies with one seamless system. If you’re spending too much time in the back office instead of growing your business, this one’s for you.

    Learn more at PEOPlaybook.com/BookNow

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

    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 employees—and what happens when business owners get it wrong. Learn about behavioral and financial control, relationship-based tests, and the legal consequences of misclassification. This episode walks you through how to avoid tax penalties, workers' comp exposure, and lawsuits—before it’s too late.

    Visit PEOPlaybook.com to protect your business.

    12 min
  • Are You Paying Overtime Correctly? Exempt vs. Non-Exempt Explained

    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 legal definitions of exempt vs. non-exempt to the five major exemption categories (executive, administrative, professional, outside sales, and computer programming), Chad explains exactly how business owners can stay compliant and avoid costly wage-and-hour lawsuits. Whether you’re managing your first hire or running a growing team, this episode gives you the insights you need to avoid hidden liability and better protect your business.

    Visit PEOPlaybook.com/BookNow for more expert guidance.

    11 min
  • How One Business Reclaimed Their Time with a PEO Partnership

    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 uncover how outsourcing HR, payroll, and compliance gave his team peace of mind, reduced admin overwhelm, and brought real cost savings. Hear how a sign company found simplicity and support through Staff Brokers.

    Learn more at PEOPlaybook.com/BookNow

    8 min
  • From Rooftops to Payroll: How a PEO Helped This Construction Business Scale

    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 episode of The PEO Playbook, host Chad Filley interviews Joshua about his journey from struggling to get coverage to saving $40,000 in his first year after switching PEOs. Hear how payroll outsourcing, risk management, and integrated benefits helped Joshua’s team grow faster—and why he’d never go back to doing it all in-house. 📲 Learn more at PEOPlaybook.com/BookNow

    13 min
  • The Employee Handbook Playbook: How PEOs Protect You Without Handcuffing You

    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, and customized policies that protect your business without tying your hands. From handling new marijuana laws to avoiding discrimination claims, this is everything you didn’t know you needed to know about writing the rules for your team. 📲 Learn more at PEOPlaybook.com/BookNow

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

    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 claims fast, how they manage fraudulent injuries, and how their claims teams keep your business focused on revenue—not red tape. Whether you're new to PEOs or facing your first employee injury, this episode is your guide to protecting your business and your team.

    🔗 Visit PEOPlaybook.com/BookNow for questions or to start the conversation.

    11 min

About PEO Playbook

From the publisher's feed

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.