Maitland has a quieter, creative-professional character — home to the Maitland Art Center and a mix of consultants, designers, and independent professionals who often work as sole proprietors or freelancers. That kind of income frequently means quarterly estimated taxes, 1099s, and a tax situation that’s easy to fall behind on without a payroll department managing it for you. Peter Kici, Enrolled Agent and USMC veteran, works with Maitland’s independent professionals often.
When Freelance Income Meets IRS Rules
Without an employer withholding taxes automatically, it’s common for estimated tax payments to slip, especially during a busy stretch of client work. A year or two of underpayment can turn into a real balance with penalties attached. Peter helps sort out what’s owed and get you onto a sustainable path going forward.
How We Help Maitland Clients
- Self-Employment and 1099 Tax Resolution — sorting out what’s actually owed.
- Unfiled Returns — common when quarterly filings get missed.
- Wage Garnishment Release if collection action has started.
- Bank Levy Defense for business or personal accounts.
- Installment Agreements and Penalty Abatement matched to freelance or project-based income.
Frequently Asked Questions
I’m a freelancer and never quite got the hang of quarterly payments — is that a common problem?
Very common. Peter regularly works with self-employed professionals in exactly this situation and can help you get systematically caught up.
Does being self-employed change what programs I qualify for?
It changes how your finances are evaluated, but the same core programs — installment agreements, Offer in Compromise, penalty relief — are still available.
Can this be handled around client deadlines and project work?
Yes — everything is handled remotely by phone, email, and secure document upload, on a schedule that works for you.
Get Your Free Consultation Today
Get your tax situation as organized as the rest of your business. If you’re in Maitland or anywhere in Central Florida, reach out to Tax Debt Relief Group today.
Or schedule your free consultation online. We’ll review your situation and explain exactly what options are available to you — no pressure, no obligation, just clarity.