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PEO Playbook
PEO Playbook
Author: Staff Brokers
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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.
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.
24 Episodes
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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 agents place “hard-to-insure” clientsShares lifetime recurring commissionsProtects agent relationships while solving client comp problemsDelivers creative solutions like rebates and % of payroll modelsWhether you’re an insurance agent looking to expand your income or a business owner seeking relief from payroll, HR, and workers’ comp headaches, this episode shows how the Staff Brokers model works.Learn more at www.peoplaybook.com/booknow
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 into how PEOs leverage buying power, manage claims, and protect business owners across state lines. Learn how proper documentation, proactive claims handling, and nationwide coverage can save your business time, money, and stress.Simplify HR and work comp today: www.peoplaybook.com/booknow
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 the right PEO partner is a game-changer.In this episode of The PEO Playbook, host Chad Philly and Staff Brokers CEO Marty Gray break down how PEOs protect businesses by handling the complex world of compliance and HR regulations. From family leave policies to disability accommodations, from child labor restrictions to equal opportunity rules, you’ll learn why outsourcing this “back-office headache” is critical to your growth.Here’s what you’ll take away:Why the Family and Medical Leave Act (FMLA) matters, even if you’re under 50 employees.How the Americans with Disabilities Act (ADA) defines “reasonable accommodation” and where employers often go wrong.The child labor law pitfalls that small businesses frequently overlook—and how PEOs help you stay protected.How PEOs guide you through evolving rules like the Affordable Care Act and Equal Employment Opportunity laws.Why relying on expert HR guidance prevents costly lawsuits and helps build employee trust.Whether you’re running a 10-person team or scaling past 100, this episode shows how a PEO shields you from compliance risks so you can focus on growth, not government red tape.Ready to simplify compliance and protect your business? Visit www.peoplaybook.com/booknow to get started with Staff Brokers today.
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 agents place “hard-to-insure” clientsShares lifetime recurring commissionsProtects agent relationships while solving client comp problemsDelivers creative solutions like rebates and % of payroll modelsWhether you’re an insurance agent looking to expand your income or a business owner seeking relief from payroll, HR, and workers’ comp headaches, this episode shows how the Staff Brokers model works.Learn more at www.peoplaybook.com/booknow
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 costs, and give small businesses access to healthcare, dental, vision, disability, and even perks like pet insurance.Whether you’re a business owner looking to streamline your HR or an entrepreneur trying to stay competitive, this episode breaks down how PEOs bring big-company advantages to small businesses.Learn more at www.peoplaybook.com/booknow
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 handbooks and workplace policies to unlimited HR support, discover how a PEO keeps your business compliant while saving you time and stress.Learn more and book a call: www.peoplaybook.com/booknow
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 as a lifeline during crises.From payroll continuity and government relief applications to employee assistance and records recovery, discover why having a PEO partner can be the difference between surviving and thriving in uncertain times.🎧 Tune in now and learn how to safeguard your business with the right PEO partner.👉 Visit www.PEOPlaybook.com/BookNow to get started.
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 fingertips.Employer Benefits – Save time, reduce paperwork, and focus on running your business while PEOs handle the details.Discover how outsourcing onboarding to a PEO not only protects your business but also gives employees a seamless start from day one.👉 Learn more at www.peoplaybook.com/booknow
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 Brokers CEO Marty Gray break down how PEOs protect employers through EPLI (Employment Practices Liability Insurance) and EAPs (Employee Assistance Programs).Learn how PEOs provide affordable access to big-league legal coverage, help you build legally sound employee policies, and offer confidential resources for your team when life gets tough.Whether you're growing your business or just trying to stay protected, this is a must-listen.🔗 Book your free PEO consult at www.peoplaybook.com/booknow
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 job costing. They discuss multi-code job roles, multi-state payroll compliance, audit risk, and how to avoid bidding jobs with blind labor costs.Whether you're a contractor scaling into new states or a business owner tired of year-end audit chaos, this episode will show you how the right PEO helps you stay compliant, control costs, and plan your growth smarter.👉 Ready to protect your margins and skip the audit headaches? Visit PEOPlaybook.com/BookNow
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 jurisdictionsGuide you on work comp differences state by stateAssist in navigating state and local tax rulesOffer insight before you bid out-of-state jobsWatch now and stop letting tax surprises crush your margins.🔗 www.PEOPlaybook.com/booknow
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
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
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
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.
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.
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
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
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
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.




