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Monthly Archives: December 2025

OfferCompromise

Offer in Compromise: When Will the IRS Settle for Less From Florida Residents?

By Ronald Cutler, P.A. |

If you owe substantial amounts of money to the Internal Revenue Service, you may think the Offer in Compromise (OIC) program sounds too good to be true. For some Florida taxpayers, it’s a legitimate path toward settling a tax bill for less than the full amount owed. The IRS doesn’t hand out compromises easily,… Read More »

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Self-Employment Taxes in Florida: Avoiding IRS Red Flags for Contractors and Freelancers

By Ronald Cutler, P.A. |

Working for yourself has plenty of perks, but when it comes to taxes, it also brings unique responsibilities. In Florida, self-employed individuals, independent contractors, and gig workers must make their own Social Security and Medicare payments, as well as estimated income tax payments throughout the year. Unfortunately, self-employed taxpayers are often a focus of… Read More »

PayrollTaxes

Trust Fund Recovery Penalty: Florida Business Owners Risk Personal Liability

By Ronald Cutler, P.A. |

Florida business owners often assume that payroll tax issues only affect their companies, not them personally. However, the Internal Revenue Service (IRS) sees it differently. If your business fails to remit withheld employment taxes, the IRS can hold you personally responsible through what’s called the Trust Fund Recovery Penalty (TFRP). This penalty doesn’t just… Read More »