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    Quarterly Payroll Tax Deadlines in Florida: The Employer’s Guide

    Quarterly Payroll Tax Deadlines in Florida: The Employer’s Guide

    by Steve Kowalski | Aug 28, 2026 | Industry Payroll

    Payroll taxes don’t run on a calendar year they run on a quarter, plus a web of deposit deadlines in between. For a busy owner, that’s four separate scrambles a year, each with its own forms and its own penalties for being late. Here’s the whole...
    When Should You Outsource Payroll? 5 Signs You’ve Outgrown DIY

    When Should You Outsource Payroll? 5 Signs You’ve Outgrown DIY

    by Steve Kowalski | Aug 25, 2026 | Industry Payroll

    Doing your own payroll makes sense in the beginning. One or two employees, a spreadsheet, a little help from software it works. Until it doesn’t. The problem is that the moment DIY stops working usually isn’t obvious until something breaks. So here are the...
    How to Switch Payroll Companies in Florida (Even Mid-Year) Without Breaking Anything

    How to Switch Payroll Companies in Florida (Even Mid-Year) Without Breaking Anything

    by Steve Kowalski | Jul 30, 2026 | Industry Payroll

    The number of business owners who stay with a payroll company they can’t stand because they think they’re trapped until January 1st it’s a lot. I hear it every year: “I’d love to switch, but I don’t want to mess up my taxes, so...
    When Should You Outsource Payroll? 5 Signs You’ve Outgrown DIY

    1099 vs. W-2 in Florida: How to Classify Your Workers and What Getting It Wrong Really Costs

    by Steve Kowalski | Jul 20, 2026 | Industry Payroll, Informational

    A Fort Myers contractor called me a while back, rattled. He’d been paying two guys as 1099 independent contractors for three years no tax withholding, no employer taxes, just a check and a form in January. Simpler, cheaper, and the guys were fine with it. Then...
    How Much Does an Employee Really Cost? A Payroll Cost Calculator for Small Businesses

    How Much Does an Employee Really Cost? A Payroll Cost Calculator for Small Businesses

    by Steve Kowalski | Jul 15, 2026 | Industry Payroll, Informational

    You posted a job at $22 an hour. So that’s what the new hire costs you — $22 an hour, right? Not even close. And in my nine years at Paychex, the single most common surprise I watched land on a small business owner’s desk was the gap between the wage they...
    Restaurant Payroll in Fort Myers, FL — Why It’s More Complicated Than Every Other Industry

    Restaurant Payroll in Fort Myers, FL — Why It’s More Complicated Than Every Other Industry

    by Steve Kowalski | Jun 18, 2026 | Industry Payroll

    I’ve run payroll for hundreds of restaurants across Southwest Florida. If there’s one thing I’ve learned, it’s that restaurant owners who try to manage payroll themselves — or who use a generic payroll service that doesn’t understand the...

    Recent Posts

    • Quarterly Payroll Tax Deadlines in Florida: The Employer’s Guide
    • When Should You Outsource Payroll? 5 Signs You’ve Outgrown DIY
    • New Hire Paperwork Checklist for Florida Employers (2026)
    • Do You Need Workers’ Comp in Florida? A Small Business Owner’s Guide
    • S-Corp Owner Payroll: How Much Should You Pay Yourself?

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    Fort Myers, FL 33907

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