Chief Financial Officer Services in DeLand
Outsourced CFO leadership, bookkeeping, payroll and QuickBooks — so you can concentrate on building your company.
Learn MoreFinancial Consulting in DeLand, Florida
Tax preparation, tax planning, retirement and estate planning, and outsourced CFO services for DeLand households and businesses — from an IRS Enrolled Agent based in St. Augustine.
Serving DeLand from St. Augustine
DeLand is the Volusia County seat, inland and west of the coastal cities.
Stetson University, county government, agriculture and a genuinely thriving independent downtown along Woodland Boulevard.
What we focus on for DeLand clients
Small-business and professional-practice accounting, nonprofit and university-adjacent reporting questions, agricultural land treatment, and individual returns for households combining employment, self-employment and farm income.
Every engagement starts the same way: we take the time to know and learn more about you and your business, so that we can help you earn more money and save more money in the long run. Whether you are near Stetson University, downtown Woodland Boulevard and the Volusia County Courthouse or elsewhere in Volusia County, the work is the same — accurate books, a return that is right, and a plan for the year ahead.
Why DeLand clients work with an Enrolled Agent
Ashley J. Trimboli is an IRS Enrolled Agent — the highest credential the IRS awards — and a Certified QuickBooks ProAdvisor with public accounting experience since 2002. Enrolled agents, like attorneys and certified public accountants, have unlimited practice rights: unrestricted as to which taxpayers they can represent, what types of tax matters they can handle, and which IRS offices they can represent clients before.
Practically, that means one person can prepare your return, plan the following year, represent you if the IRS has questions, and keep your retirement and estate planning pointed in the same direction. For a DeLand household or business, that is usually the difference between a filing service and a working relationship.
Getting started
Call (904) 501-4345, email atrimboli@oldestcityfinancialconsulting.com, or book a time on our calendar. We are in and out of the office, so please call ahead to arrange a meeting.
See What You Could Be Saving in DeLand
One conversation is usually enough to tell whether we can help — and we will say so plainly if we cannot. There is no cost to find out.
Services
Our Services in DeLand
Bookkeeping in DeLand
Clean, current, reconciled books every month — plus QuickBooks set-up, clean-up and training from a Certified ProAdvisor.
Learn MoreTax Preparation in DeLand
Individual and business returns prepared by an IRS Enrolled Agent with unlimited practice rights.
Learn MoreTax Planning in DeLand
Year-round strategy that goes beyond compliance to legally minimize what you owe.
Learn MoreRetirement Planning in DeLand
Readiness analysis, contribution strategy and income planning built toward financial independence.
Learn MoreEstate Planning in DeLand
Discussion, recommendations and research tools that make estate planning simple and worry-free.
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DeLand FAQs
Frequently Asked Questions
Do you serve clients in DeLand?
Yes. Oldest City Financial Consulting, LLC works with individuals and businesses throughout DeLand and the wider Volusia County area. We are based in St. Augustine and work with many DeLand clients remotely — documents, reviews and planning conversations can all be handled without a drive. Call (904) 501-4345 to get started.
What financial services do you offer in DeLand?
All six of our services are available: Chief Financial Officer Services, Bookkeeping, Tax Preparation, Tax Planning, Retirement Planning and Estate Planning. Bookkeeping and CFO Services cover the day-to-day — reconciliation, payroll, QuickBooks, cash flow and budgeting — while tax preparation, planning, retirement and estate work handle everything downstream of that.
What tax issues come up most often in DeLand?
Small-business and professional-practice accounting, nonprofit and university-adjacent reporting questions, agricultural land treatment, and individual returns for households combining employment, self-employment and farm income.
Do I need to travel to St. Augustine if I live in DeLand?
No. Many DeLand clients work with us entirely remotely — documents, reviews and planning conversations are all handled without a drive. If you would rather meet in person, call (904) 501-4345 and we will arrange it.
Is an Enrolled Agent as qualified as a CPA for my taxes?
For tax matters, yes — and the credential is federal rather than state-issued. Enrolled agent status is the highest credential the IRS awards. Enrolled agents, like attorneys and certified public accountants, have unlimited practice rights: unrestricted as to which taxpayers they can represent, what types of tax matters they can handle, and which IRS offices they can represent clients before.
Does Florida charge state income tax on DeLand residents?
No. Florida imposes no personal income tax and no state estate or inheritance tax. That makes federal planning the entire game — and makes the year you establish Florida domicile particularly important if you moved here from a state that does tax income. We handle both the final return in your former state and the planning that follows.