Frequently Asked Questions

You should have your W-2s, 1099s, prior year’s tax return, Social Security cards for all dependents, and any documents showing income or deductions (mortgage interest, childcare, education expenses, etc.). At PennySmart Group, we provide a checklist to make sure you don’t miss anything, and you can securely upload your files through our online portal.

Yes, we specialize in prior-year filings and IRS Form 1040X amendments. Whether you forgot to claim deductions, received corrected tax forms, or discovered errors, we can help you fix your tax return and avoid IRS penalties.

Absolutely! We assist freelancers, gig workers, and small business owners. From Schedule C filings to quarterly estimated tax payments and self-employment deductions, PennySmart Group helps you maximize savings while staying compliant.

We provide a free tax refund calculator that’s secure and doesn’t require registration. Answer a few simple questions, and you’ll see an instant estimate of your refund or balance due.

Yes, we can help! Through our partnership with Community Tax, we assist clients with IRS debt resolution, installment agreements, and penalty relief. Don’t wait—addressing tax debt early can save you money and stress.

Yes. We offer mobile tax prep in Sarasota, Charlotte, Desoto, and Lee counties, as well as secure remote services nationwide. You can upload documents, sign forms, and receive your return without leaving home.

The IRS tax extension deadline is October 15. If you filed an extension but haven’t submitted your return, PennySmart Group can help you meet the deadline and avoid late penalties.

Yes. We review IRS notices and letters, explain what they mean, and help you respond correctly. From CP2000 notices to audit letters, we provide guidance, so you don’t deal with the IRS alone.

The cost to file your taxes with PennySmart Group depends on the complexity of your return. We charge based on the time and complexity, not the number of forms. Our pricing is upfront with no hidden fees. A simple return can start as low as $55, and this fee can be deducted from your refund, so there's no out-of-pocket cost. Contact us for a free quote.

Yes. For qualifying clients, PennySmart Group offers convenient bank products such as refund checks, prepaid debit cards, refund advances, and refund loans. Even better, your tax preparation fee can be deducted directly from your refund—so there’s no upfront, out-of-pocket cost to you.

Yes, we can! We review all available credits (Child Tax Credit, Education Credits, Earned Income Credit, etc.) and deductions to ensure you receive the biggest refund possible.

Yes. We help clients plan ahead by adjusting withholdings, making estimated payments, and advising on tax-saving strategies for next year.

Yes, we prepare both Form 1040-PR and Form 1040-SS for self-employed taxpayers in Puerto Rico and U.S. territories. Our bilingual team ensures accurate filings for Spanish and English speakers.

Yes. We proudly serve both English and Spanish-speaking clients. Clear communication is key, and our bilingual support helps ensure your taxes are prepared correctly and stress-free.