PEOs: I’ve Been Doing This Since Before Google Existed

In 1995, I became President of Strategic Outsourcing, Inc. (SOI), one of the early pioneers in the Professional Employer Organization—or PEO—industry.
Back then we called it employee leasing, which sounded a little like we rented employees by the weekend. Thankfully, the industry came up with a better name.
We also didn’t have Google, smartphones, or DocuSign. I’m still not sure how we got anything done.
What we did have was a pretty good idea: help small business owners lower costs, offer better employee benefits, manage workers’ compensation, and get some of the HR headaches off their desks.
It worked.
SOI eventually grew to nearly 50,000 W-2 employees and more than $1 billion in annual revenue under the accounting methods used at the time. Along the way, I traveled all over the country talking with business owners about PEOs and learning what worked—and occasionally what didn’t.
Fast-Forward 30 Years
The technology is better. I’ve still got good hair, but I’m not as pretty as I used to be.
Fortunately, experience counts for something.
And the questions business owners ask really haven’t changed:
Can I lower my costs? Can I offer better benefits? Can somebody else deal with the HR headaches? Can I get competitive workers’ compensation? And can I spend more time running my business instead of dealing with all this stuff?
That’s where we come in.
Today, through SIA and Syndicated Insurance Resources, we have access to numerous PEOs, insurance markets, staffing programs, payroll solutions, workers’ compensation programs, and other strategies for small businesses.
And here’s something you don’t hear from every salesperson:
A PEO may not be your best option.
We’re not trying to squeeze your business into a particular program. We’ll look at what you’re doing now, what it’s costing you, and whether there’s a better way.
If we can save you money, reduce your administrative headaches, improve your benefits—or preferably all three—we should talk.
I’ve been doing this since 1995. At this point, I ought to know something about it.  My team and I are ready to help.

Important Reminder: Certificate of Insurance (COI) Requests for PEO and Staffing Programs

Certificates of Insurance (COIs) are often viewed as routine administrative documents, but they can create significant liability exposure when issued incorrectly. For that reason, we want to remind all brokers of our required procedures regarding COI requests for PEO, Staffing, and certain other specialty programs.

Do Not Issue COIs for PEO or Staffing Programs

Brokers and agency personnel should not issue Certificates of Insurance on behalf of insureds participating in our PEO or Staffing programs. These programs contain unique coverage structures, employment relationships, and policy limitations that require specialized review before a certificate can be released.

To ensure accuracy and compliance, all COI requests must be submitted through our online request portal:

COI Request Portal:
https://syndicatedinsuranceresources.com/coi-request/

Why This Process Matters

The wording and format of a COI are critically important. A certificate that is issued incorrectly, contains inaccurate information, or fails to disclose program limitations can create confusion for certificate holders and potentially expose both the broker and the insured to unnecessary risk.

Our online COI request process includes important disclosures regarding:

  • Coverage limitations
  • Employment relationships
  • Program-specific restrictions
  • Certificate holder acknowledgments
  • Documentation requirements

These disclosures help ensure that insureds and certificate holders understand the scope of coverage being represented and provide documentation demonstrating that these limitations have been communicated.

Protecting Your Agency’s E&O Exposure

One of the most common sources of agency Errors & Omissions (E&O) claims involves improperly issued Certificates of Insurance. A certificate holder may rely on information contained in a COI when making business decisions, entering contracts, or granting site access.

If a certificate is issued without proper review or does not accurately reflect the coverage provided, the broker who issued the document may be drawn into a dispute—even when coverage was never intended to apply.

For this reason, we strongly encourage all brokers to avoid issuing certificates for these programs and instead utilize our formal request process.

Communication Guidelines

Please do not call or email our office with new COI requests. All requests should be submitted through the COI Request Portal so that the proper disclosures, documentation, and review procedures are completed.

Our staff will be happy to assist with questions regarding an existing request. If you need to discuss a COI, please reference the request that was submitted through the portal so we can quickly locate the file and provide assistance.

Thank You

We appreciate your cooperation in following these procedures. These safeguards help protect our insureds, certificate holders, brokers, and carrier partners while ensuring that Certificates of Insurance are issued accurately and consistently.

If you have questions regarding the COI process, please contact our office after submitting your request through the portal.

Protecting Your Information During Tax Season (and All Year Long)

It’s that time of year again—tax season. Between gathering documents for your accountant, sending information to the IRS, and digging up old paperwork, it sometimes feels like your Social Security number and personal information are appearing on every form imaginable.

And while all that information is necessary to get your taxes filed, it’s also a good reminder of just how important it is to protect sensitive personal data.

At SIA Insurance and The Syndicated Group, we often need similar information when helping clients obtain insurance coverage—things like dates of birth, Social Security numbers, and other personal details required by insurance carriers. Protecting that information isn’t just good practice… it’s a responsibility we take very seriously.

The problem is that regular email and text messages are not secure. Sending confidential information through standard email is a lot like sending a postcard through the mail—anyone along the route could potentially see what’s written on it.

That’s why we never recommend sending confidential information through email or text messages.

Instead, we provide a secure encrypted link that allows you to submit personal information safely. The data is transmitted through a protected environment designed specifically for handling sensitive information.

👉 Please click here to securely provide the requested information.

Using the secure link helps protect you, protects us, and keeps everyone out of the headlines for the wrong reasons.

A good rule of thumb:
If the information would make you uncomfortable writing it on a postcard… it probably shouldn’t be sent in an email.

We appreciate our brokers and clients helping us maintain strong data security practices. Taking a few extra seconds to use the secure link can prevent a whole lot of headaches down the road.

For your protection, please avoid sending confidential information through regular email or text.
Use the secure link whenever personal data needs to be shared.

Because the only thing we want to insure… is your peace of mind. 🔐

Light Up Your Small Business During the Holidays

Ah, the holiday season—the time of year when joy and chaos go hand-in-hand, like eggnog and questionable fashion choices. Sure, it’s merry, but it’s also a sprint through crowded malls, endless to-do lists, and the realization that you forgot to buy Aunt Susan a gift…again. But hey, it’s also the perfect time to sprinkle a little holiday cheer on your business and strengthen those oh-so-important customer relationships. After all, nothing says “I care” like a thoughtfully placed dose of festive branding.

Here’s how to make your business the holiday MVP while keeping your customers warm and fuzzy:

🎄 Deck the Halls (or Mailboxes): Send handwritten holiday cards to customers and prospects. Bonus points if you beat everyone else to it—early birds get the loyalty worms.

🍽️ Treat Your Customers: Drop a restaurant gift card in the mail. Because nothing says “we value you” like free food.

🎅 Show Up, Santa Style: Sponsor or join community events and sleigh your local presence.

🎁 Spread the Cheer: Host a charity drive or donate to causes that align with your brand’s values. Santa will give you a wink.

📹 Be the Holiday Guru: Create how-to videos or blog posts for holiday prep. Because who doesn’t love a good “wrap your gifts like a pro” tutorial?

🍹 Festive Festivities: Organize a happy hour or thank-you dinner for your customers. A little merriment goes a long way.

🎇 Shine Bright: Put up a dazzling light display or window decor to turn heads. Holiday magic = customer traffic.

🧦 Stocking Stuffer Giveaway: Surprise your customers with small treats. Delight is in the details.

🧥 Get Ugly: Host a virtual ugly sweater contest. Trust us, the uglier, the better. Share the hilarity on social media and your newsletter.

🎁 Wrap It Up: Offer gift-wrapping services to become every procrastinator’s hero.

🎉 12 Days of Deals: Unleash special bundles and offers like a holiday retail ninja. Promote it like Rudolph’s red nose—bright and everywhere.

The key to holiday success? Make a list, check it twice, and show your customers why you’re the jolliest business in town. A little investment now will come back to you faster than a reindeer on a sugar high. So go ahead, spread the cheer—and don’t forget the cookies for Santa. 🎅

Helping Clients Understand Worker Classification (Without Triggering an Audit)

If your client has ever asked, “Is this person my employee or just a really dedicated contractor?”—you’re not alone. Worker classification can be confusing, and unfortunately, the IRS, state agencies, and workers’ compensation carriers all have their own opinions about who’s who.

As their trusted insurance advisor, you can help clients avoid costly missteps by breaking it down in simple, practical terms.


The Basics: Employee vs. Independent Contractor

Let’s say your client owns a small business and hires Joe to fix the office AC. A few weeks later, Joe’s there every morning, drinking coffee and asking about PTO. At this point, your client needs to determine:

  • Is Joe truly an independent contractor running his own business?

  • Or has he effectively become an employee without the paperwork to match?

The answer matters—a lot—for payroll taxes, insurance audits, and potential liability.


The IRS View: All About Control

The IRS uses what’s called the “common law test,” which focuses on how much control the business has over the worker. You can help clients think through it like this:

  • Do they decide when, where, and how the worker performs the job?

  • Do they provide tools, training, or set specific work hours?

  • Can the worker freely take other jobs?

If the client is managing the worker’s day-to-day tasks, the IRS will likely consider that person an employee—meaning payroll taxes, W-2s, and all the associated responsibilities.


The Workers’ Comp Perspective: Even Tougher

Many clients are surprised to learn that workers’ compensation carriers and state agencies use an even stricter test. They often assume:

“If someone is working for you and doesn’t have their own coverage, they’re your responsibility.”

Encourage clients to consider:

  • Does the worker operate an independent business (advertising, multiple clients, their own tools)?

  • Do they have a certificate of insurance showing their own workers’ comp policy?

  • Are they performing the same kind of work as regular employees?

If not, the insurance auditor may classify them as an employee and add those wages to payroll—along with additional premium charges.


Why This Matters

Misclassification can lead to:

  • IRS penalties for unpaid taxes

  • Workers’ comp audit surprises with back premiums

  • Claims disputes when an “independent contractor” gets hurt on the job

  • And plenty of stress and confusion for the client (and you!)


Best Practices to Share with Clients

1. Get it in Writing.
A written agreement helps define the relationship, but it won’t override the facts. Make sure the contract aligns with how the work is actually performed.

2. Request a Certificate of Insurance.
No certificate = no proof of independent status. Always collect and keep it on file.

3. Keep Roles Clearly Defined.
If the client is setting schedules, providing tools, and supervising daily work, that’s an employee—not a contractor.

4. Review Annually.
Encourage clients to review all contractor relationships before renewal or audit time. A quick checkup now can prevent a painful surprise later.


Final Thought

Worker classification isn’t just a tax issue—it’s a risk management issue. By helping your clients understand how each agency views the relationship, you protect them from fines, uncovered claims, and administrative headaches.

When in doubt, advise them to:

  • Consult their accountant or labor attorney for guidance

  • Keep clean records

  • And make sure their insurance program reflects their actual operations

Because in the world of compliance, it’s always better to classify correctly before someone else does it for you.

“Gentlemen, This Is a Football” … and Agents, This Is a Client

Legendary coach Vince Lombardi had a way of cutting through the noise. Every season, he’d start training camp by holding up a football and saying, “Gentlemen, this is a football.” His players may have been seasoned pros, but he knew success was about mastering the fundamentals—not just the fancy plays.
Sound familiar? It should. Because in the world of insurance, we sometimes forget our own “football.”
Commissions get squeezed, clients scroll the internet looking for the cheapest policy like they’re hunting for gas station discounts, and somewhere along the way, brokers can drift off course. Before we know it, we’re reacting instead of leading.
So let’s ask: what’s the actual goal of an insurance broker?
Spoiler: it’s not just to find the cheapest premium.
Sure, clients may say “I want the lowest price,” but their actions tell another story. They also want claims to get paid, coverage to make sense, and someone who knows more than a chatbot when trouble hits. If we only play the price game, we’re just another commodity in a race to the bottom.
The real mission? Gaining new clients—and keeping them. That’s our touchdown. Commissions follow when we’re focused on protecting clients for the long haul.
So, let’s dust off the playbook and get back to the basics:
The Broker’s Playbook for Success
1. Offer more than a policy.
Add value beyond the quote sheet. Think safety tips, loss control advice, or even HR resources for employers. Show them you’re more than a policy peddler.
2. Be the go-to source of information.
Don’t just pitch products—educate. Share insights about market changes, coverage options, and risk strategies. Position yourself as the expert they can’t Google.
3. Sell quality, not just price.
Clients don’t brag about saving $100 if their claim gets denied later. Present solutions that prioritize long-term stability and protection—not the quick and dirty cheapest option.
At the end of the day, Lombardi’s teams didn’t win because they reinvented football every season. They won because they nailed the fundamentals over and over again.
Brokers, our “football” is the client. Protect them, guide them, and remind yourself: the basics never go out of style.