dshipps, Author at Pinkerton Payroll & Insurance

Worker filling out injury claim form on clipboard - workers comp claims Florida

How Workers’ Comp Claims Work in Florida: A Guide for Employers

Leave a Comment / Workers Comp Insurance / dshipps

When an employee gets injured on the job, knowing how to handle it correctly can make a significant difference — both for your employee’s recovery and for your business’s insurance costs. Florida’s workers’ compensation system has specific procedures that employers must follow, and missteps can result in delays, compliance issues, or higher future premiums. Here’s […]

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HR businesswoman explaining employee benefits contract - open enrollment guide

Open Enrollment for Small Businesses: A Step-by-Step Guide for Florida Employers

Leave a Comment / Health Insurance / dshipps

For many small business owners, open enrollment season is one of the most stressful times of the year. Between selecting plan options, communicating changes to employees, managing enrollment deadlines, and ensuring everything integrates correctly with payroll, there’s a lot that can go wrong. But with the right preparation — and the right benefits partner —

Open Enrollment for Small Businesses: A Step-by-Step Guide for Florida Employers Read More »

Happy diverse business team working together - small business payroll growth

How to Simplify Payroll as Your Florida Business Grows

Payroll / dshipps

Growing a business is exciting — but it also means your operations grow in complexity. One of the areas that tends to get complicated fast is payroll. What worked fine when you had five employees might not hold up when you have fifty. If you’re finding payroll increasingly stressful, error-prone, or time-consuming as your team

How to Simplify Payroll as Your Florida Business Grows Read More »

Financial admin using payroll software app - pay as you go workers comp

What Is Pay-As-You-Go Workers’ Comp — And Why Florida Businesses Are Making the Switch

Workers Comp Insurance / dshipps

If you’ve ever dealt with a workers’ compensation audit at year-end and been hit with an unexpected bill — or worse, a large refund that means you overpaid all year — there’s a better way. Pay-as-you-go workers’ comp is a payment model that ties your premium directly to your actual payroll each pay period, eliminating

What Is Pay-As-You-Go Workers’ Comp — And Why Florida Businesses Are Making the Switch Read More »

Business team meeting reviewing documents for group health insurance benefits

Group Health Insurance for Small Businesses: ACA, Level-Funded, and Reference-Based Pricing Explained

Health Insurance / dshipps

Offering group health insurance is one of the most powerful ways to attract and retain great employees — but for small business owners, navigating the options can feel overwhelming. Between ACA-compliant plans, level-funded arrangements, and reference-based pricing, the terminology alone is enough to make your head spin. At Pinkerton Payroll & Insurance, we specialize in

Group Health Insurance for Small Businesses: ACA, Level-Funded, and Reference-Based Pricing Explained Read More »

Woman using calculator reviewing financial documents - payroll outsourcing small business

5 Signs It’s Time to Outsource Your Payroll (And What to Look for in a Provider)

Payroll / dshipps

Running payroll sounds simple — until it isn’t. Between keeping up with ever-changing tax laws, managing direct deposits, filing quarterly reports, and handling year-end W-2s, payroll can quickly become one of the most time-consuming and error-prone tasks in your business. For many Florida small business owners, outsourcing payroll isn’t just convenient — it’s a smart

5 Signs It’s Time to Outsource Your Payroll (And What to Look for in a Provider) Read More »

Two construction workers in hard hats reviewing documents on Florida job site - workers comp insurance

Workers’ Comp Insurance in Florida: What Small Business Owners Need to Know in 2026

Workers Comp Insurance / dshipps

If you own a business in Florida and have employees, workers’ compensation insurance isn’t just a smart investment — in most cases, it’s the law. Yet many small business owners are either underinsured, paying too much, or simply confused about what their policy actually covers. At Pinkerton Payroll & Insurance, we’ve helped businesses across the

Workers’ Comp Insurance in Florida: What Small Business Owners Need to Know in 2026 Read More »

How to Avoid Underinsuring Your Home

Homeowners Insurance / dshipps

Your home is one of your greatest assets and a significant long-term investment. As such, it’s vital to protect your home and its contents with adequate homeowners insurance. Nevertheless, recent research found that many homeowners lack proper coverage. In fact, nearly 2 out of every 3 homes in America are underinsured—which means that the home

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FUBA COVID-19 Update: CDC Guidance for Employers with Suspected or Confirmed COVID Cases

Human Resources / dshipps

The Centers for Disease Control (CDC) has issued guidance for employers that have a suspected or confirmed case of COVID-19 at their workplace. This e-Alert is a summary of the CDC’s information. Details can be found at the CDC’s website. What should I do if an employee comes to work with COVID-19 symptoms? Employees who have symptoms when

FUBA COVID-19 Update: CDC Guidance for Employers with Suspected or Confirmed COVID Cases Read More »

IRS: Employers Must Report Pay for FFCRA Leave on W-2

Human Resources / dshipps

Employers are required to report the amount of qualified sick and family leave wages paid to employees under the Families First Coronavirus Response Act (FFCRA) on Form W-2, according to guidance from the IRS and the U.S. Treasury Department. The guidance was provided in Notice 2020-54, issued by the agencies on July 8, 2020. Reporting

IRS: Employers Must Report Pay for FFCRA Leave on W-2 Read More »

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Author name: dshipps

How Workers’ Comp Claims Work in Florida: A Guide for Employers

How to Simplify Payroll as Your Florida Business Grows

What Is Pay-As-You-Go Workers’ Comp — And Why Florida Businesses Are Making the Switch

5 Signs It’s Time to Outsource Your Payroll (And What to Look for in a Provider)

Workers’ Comp Insurance in Florida: What Small Business Owners Need to Know in 2026

How to Avoid Underinsuring Your Home

FUBA COVID-19 Update: CDC Guidance for Employers with Suspected or Confirmed COVID Cases

IRS: Employers Must Report Pay for FFCRA Leave on W-2

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