Payroll Company Serving Naples, FL — Medical, Hospitality, and Professional Services

Naples businesses operate at a different standard. The clientele is discerning, the competition for talent is real, and running the back office wrong has visible consequences. That’s true in your industry — and it’s true for your payroll.

Entrust Payroll Solutions serves Naples businesses from our Fort Myers office on College Parkway. We’re 35 minutes away, but we work the way Naples businesses prefer — efficiently, accurately, and with someone directly accountable when you need them. Steve Kowalski has been running payroll for Southwest Florida businesses for over 22 years. If you want a payroll company that operates like the professional services firms Naples is built around, you’ve found one.

Digital health insurance and employee benefits dashboard representing medical coverage options

Naples offer: First month of payroll service FREE + $200 setup fee waived for new clients. Call 239-208-8788 to get started.

Payroll Services for Naples Medical Practices

Medical practices in Naples — whether you’re running a private primary care office, a specialty group, or a multi-provider practice — have payroll complexity that generic services don’t handle well. Entrust works with Naples medical practices on:

  • Accurate benefit deduction management — health insurance, HSA, FSA contributions processed correctly each pay period
  • Provider and staff payroll on separate schedules if needed
  • HIPAA-aware data handling throughout the payroll process
  • Quarterly and year-end filing — 941s, W-2s, and 1099s for contractors and relief staff
  • Pay-as-you-go workers’ comp integration to avoid large annual premium adjustments

Naples Hospitality and Restaurant Payroll

Naples’s restaurant and hospitality market is year-round but peaks seasonally from October through April — and payroll needs during season look different than summer. Entrust handles tipped employee payroll, tip credit calculations, seasonal hire onboarding, and the compliance requirements specific to Florida’s food service industry.

Florida tipped minimum wage (verify current 2026 direct wage rate), dual-job employee hour tracking, and Form 8027 reporting for larger establishments are all handled correctly, every pay period.

Restaurant staff including chef and servers representing restaurant payroll services
Business professionals discussing payroll partnership benefits and strategic collaboration

Professional Services and S-Corp Payroll in Naples

Naples has a significant professional services community — attorneys, accountants, financial advisors, consultants, architects. Many operate as S-Corps or professional associations, and most have the same payroll compliance gap: they elected S-Corp status and either aren’t running owner payroll at all, or they’re running one large December payroll that the IRS flags immediately.

Entrust handles S-Corp payroll for Naples professionals correctly — monthly or biweekly owner payroll, reasonable salary documentation, properly coded health insurance on the W-2, and quarterly 941 filings. If your CPA told you to run payroll but didn’t set it up, we fill that gap.

Naples S-Corp compliance note: Running a single year-end payroll for the full owner salary is one of the top IRS audit flags for S-Corp owners. The IRS looks for regular, consistent payroll throughout the year. If this describes your current setup, let’s fix it before you get a notice.

HR Services for Naples Employers

Entrust is more than a payroll processor. For Naples businesses that need a full back-office partner, we offer:

  • HR advisory tools and compliance guidance — ADA, FMLA, FLSA compliance
  • Employee handbook development and review
  • Hiring solutions — background checks, offer letter templates, onboarding checklists
  • Health insurance and benefits administration
  • FSA and retirement plan options — 401(k), SIMPLE IRA
  • Workers’ compensation pay-as-you-go integration
Dedicated customer service support for payroll and compliance assistance

Naples and Collier County Service Area

We serve businesses throughout Naples and Collier County including:

  • Naples — downtown Fifth Avenue district, North Naples, East Naples
  • Marco Island — seasonal and year-round business payroll
  • Bonita Springs — Lee/Collier corridor businesses
  • Estero — mixed commercial and professional businesses
  • Golden Gate and surrounding Collier County communities

Frequently Asked Questions — Naples Payroll Services

Does Entrust Payroll Solutions serve Naples businesses?

Yes. We serve Naples businesses from our Fort Myers office on College Parkway — about 35 minutes north of downtown Naples. We have clients throughout Collier County including Naples, Marco Island, Estero, and Bonita Springs. Call us at 239-208-8788 for a conversation about your specific payroll needs.

What kinds of businesses does Entrust serve in Naples?

Our Naples client base skews toward medical practices, professional service firms, boutique hospitality and restaurants, nonprofits, and property management companies. We also serve S-Corp owners, contractors operating in Collier County, and household employers who need compliant domestic worker payroll.

Can Entrust handle payroll for a Naples medical practice?

Yes. Medical practice payroll requires HIPAA-aware data handling, accurate management of healthcare benefits and deductions, and precise compliance with Florida employment regulations. We’ve worked with medical offices, dental practices, and specialist groups throughout Southwest Florida.

Is a local payroll company better than a national one for a Naples small business?

For small and mid-size businesses — which describes most Naples operations outside the large healthcare and hospitality groups — local consistently wins on service. National providers route you through call centers. At Entrust, you call a direct number and reach someone who knows your account. That difference matters every time payroll has a question, an exception, or a compliance issue.

Do you offer HR services for Naples businesses in addition to payroll?

Yes. Entrust offers HR advisory services, employee handbook development, ADA and FMLA compliance guidance, hiring solutions, background check services, FSA and retirement plan administration, and health insurance options for Naples employers.

Naples Business Owner? Call Steve.

239-382-7457 | contact@entrustpayroll.com |

7370 College Parkway, Suite 307, Fort Myers, FL 33907

Call Entrust Payroll Solutions
239-382-7448