Serving North Port · Port Charlotte · Venice · Punta Gorda
941-282-5787 · Se habla español
Business taxes are equal parts filing and planning. We handle your federal returns and the structure decisions behind them — incorporation, S-Corp or C-Corp selection — so your setup fits how the business actually runs.
From single-member LLCs to S-Corps, partnerships, and C-Corps — we file accurate business returns, manage quarterly estimates, and keep you ahead of every IRS deadline.
Small business owners
Self-employed professionals
Independent contractors
New businesses needing setup support
Existing businesses that want better organization and compliance
Whether you prefer a virtual appointment from your office or want us to come to your business location, both options give you the same expert preparation — without the wait of a national firm.
Schedule your appointment
Complete a quick self-guided interview via our secure portal and upload your business docs (P&L, balance sheet, prior return)
Discuss your return with an expert tax preparer
E-sign your return — we’ll e-file or mail it for you
Schedule your appointment
Complete a quick self-guided interview via our secure portal and upload your business docs
We’ll come to your business location and finalize your return on the spot
E-sign your return — we’ll e-file or mail it for you
Travel fees apply in Charlotte, DeSoto, Lee, and Sarasota Counties.
Schedule your appointment
Complete a quick self-guided interview via our secure portal and upload your business docs
We’ll come to your business location and finalize your return on the spot
E-sign your return — we’ll e-file or mail it for you
Monthly bookkeeping, QuickBooks setup, payroll, and reconciliation keep your tax prep stress-free. Ask about combined services.
Why Pennysmart
We combine professionalism, technology, and personal attention to give you the best value. Transparent pricing. Real support from people who care.
Pay only for the service you need, with transparent flat rates.
Quarterly check-ins, planning calls, and IRS letter help whenever you need them.
We handle business notices, debts, and penalties — specialized help on cases above $7,000.
From forms and deadlines to vendor 1099s, we take the admin off your plate.
Not just software — an expert preparer reviews your return.
CERTIFIED · BONDED · INSURED
IRS AFSP Participant
NATP Member
NNA Certified Notary
BBB A+ Rating
Bonded & Insured
Local & Proudly Serving Florida
Where we work
We serve business owners across Venice, Port Charlotte, Punta Gorda, and surrounding areas. In-person consultations by appointment. On-site tax visits available across Charlotte, DeSoto, Lee, and Sarasota counties. Remote service across Florida and most states.
1121 W Price Blvd, Box 156
North Port, FL 34288
Mailing address only
Mon, Tue, Thu, Fri, Sat · 9 AM – 7 PM
Wed · 9 AM – 5 PM
Sun · closed
Schedule C is for sole proprietors and single-member LLCs — your business income flows through your personal return. An LLC is a legal structure, not a tax classification: single-member LLCs default to Schedule C, multi-member to Form 1065 partnership, and you can elect S-Corp taxation to potentially save on self-employment tax. We help you pick the right setup and file accordingly.
For most businesses: April 15, June 15, September 15, and January 15 of the following year. Penalties apply if you underpay or miss a deadline. We calculate and remind you for each quarter as part of our annual packages.
You apply directly with the IRS — it’s free, online, and takes about 15 minutes. We handle the application on your behalf if you’re forming a new entity, hiring employees, or opening a business bank account.
Yes. If your business has nexus in more than one state (employees, sales, physical presence), we file in every state where you’re required to. We also handle apportionment and credit for taxes paid to other states.
We respond on your behalf. For cases over $7,000 we offer specialized resolution — payment plans, offer-in-compromise where applicable, and penalty abatement. The earlier you bring us the letter, the more options you have.
Ready when you are
No upfront fees. No upsells. No hard sell. Tell us what you need and we’ll tell you what it costs — in plain language, before any work starts.
We respond within one business day. No spam, no upsells, no hard sell.
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