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Next Deadline: Q4 Estimated Tax Payment
January 15, 2027
Medrano & Cail
Schedule

TAX DEADLINES & RESOURCES

Your Naples Small Business Tax Deadline Calendar & Checklist

Never miss a deadline. Download our calendar straight into Outlook, Google Calendar, or Apple Calendar, and print a one-page tax-season checklist to keep your business on track all year.

Download Calendar (.ics)

Dates reflect standard federal deadlines. Weekend and holiday adjustments may shift a due date. We confirm every deadline that applies to your business.

Medrano & Cail

3435 10th St N Suite 302, Naples, FL 34103  |  (239) 610-5056  |  admin@medranoandcail.com

Naples Small Business Tax Deadline Calendar & Checklist

KEY DEADLINES

The Dates That Matter Most

Add to Your Calendar

  1. Q4 Estimated Tax Payment

    Quarterly estimated tax payment for the prior year's fourth quarter.

  2. 1099 & W-2 Filing Deadline

    File 1099s for contractors and W-2s for employees.

  3. S-Corp & Partnership Tax Filing

    Business tax returns for S-Corporations and partnerships.

  4. Individual Tax Filing & Q1 Estimated Tax

    Personal tax returns and the first quarterly estimated payment.

  5. Q2 Estimated Tax Payment

    Second quarterly estimated tax payment.

  6. Q3 Estimated Tax Payment

    Third quarterly estimated tax payment.

TAX-SEASON CHECKLIST

Get Ready, Stay Ahead

Organize Your Records

  • Gather business income statements and bank statements for the full year.
  • Reconcile bank and credit card accounts for every month.
  • Confirm every transaction is recorded and categorized.
  • Collect receipts for major purchases and equipment.

Bookkeeping & Accounts

  • Close the books for each month of the year.
  • Verify accounts receivable and accounts payable balances.
  • Review loan balances, interest, and any new debt.
  • Confirm inventory counts if your business holds inventory.

Payroll & Contractors

  • Reconcile payroll reports with your bookkeeping.
  • Collect W-9s from every contractor paid $600 or more.
  • Confirm W-2 and 1099 names, amounts, and addresses are correct.
  • Verify Florida state payroll tax filings are current.

Tax Filings & Payments

  • Note quarterly estimated tax due dates: Jan 15, Apr 15, Jun 15, Sep 15.
  • Prepare S-Corp or partnership return (due March 15).
  • Prepare individual tax return (due April 15).
  • File Florida sales tax returns if your business collects sales tax.
  • Address any IRS or Florida Department of Revenue notices.

Plan Ahead

  • Review profitability by service or product line.
  • Set a working budget for the coming year.
  • Plan owner compensation and distributions.
  • Schedule a planning conversation with your accountant.

Not sure which deadlines apply to your business? Schedule a consultation and we will map them out for you.

Questions About a Deadline? Let's Talk.

Let's talk about your business and how we can help you make sense of the numbers.

Schedule a Consultation