Financial Advisor in Chesapeake, VA
1.oak Financial serves Chesapeake families from its Norfolk headquarters at 5005 Colley Avenue, roughly twenty minutes up Route 464. Mike Milligan, CFP® and the team build the One of a Kind Financial Plan™ around each client's story: tax, retirement income, investments, long-term care, and legacy.
Chesapeake sits twenty minutes from the 1.oak office in Norfolk, and its households carry a particular mix: shipyard and defense-contractor careers with defined-benefit pensions, Dominion and utility retirements, family land in Hickory and Great Bridge that has quietly become the largest asset on the balance sheet, and small businesses along Battlefield Boulevard with no succession plan on paper.
The One of a Kind Financial Plan™ starts with the story behind those assets, then arranges the five components (tax strategy, retirement income, investments, long-term care, and legacy planning) around what you actually want the money to do. First conversations are free, in person on Colley Avenue or over Zoom.
Your Guides in Chesapeake
Hear the team first: The One of a Kind Financial Show airs Saturdays 8–9 AM and Sundays 7–8 AM on WNIS-AM 790 across Hampton Roads. Stream past shows.
Michelle Costner is insurance licensed in health, life, and annuities insurance in the state of Virginia. Investment advisory services are offered through Mike Milligan, an Investment Advisor Representative of Advisory Alpha, LLC. Michelle Costner is not an Investment Advisor Representative and is not licensed to provide investment advice.
The One of a Kind Financial Plan™, built for Chesapeake
Tax Planning
Withdrawal order, Roth conversion timing, and bracket management built around the state facts below, so more of what you saved stays yours.
Retirement Income Planning
A month-by-month income picture that answers one question: can the life you want here be paid for, for as long as you live it?
Investment Management
Portfolios managed with Advisory Alpha's investment team, held at Fidelity, Charles Schwab, and American Funds.
Long-Term Care Planning
The HALO health analysis puts numbers on the risk everyone avoids talking about, before it makes the decisions for you.
Legacy Planning
Documents, beneficiaries, and the family conversation, so what you built lands where you intend it to.
Flat Fee Planning
A comprehensive plan for a straightforward, predetermined fee, so you know exactly what you're paying and what you're receiving.
What’s different about planning in Chesapeake
- Virginia does not tax Social Security benefits, and taxpayers 65 and older may qualify for an age deduction of up to $12,000 depending on income.
- Chesapeake is one of the fastest-growing cities in Hampton Roads, and family land in its southern reaches often carries decades of appreciation, a legacy-planning conversation as much as an investment one.
- Eligible military retirees in Virginia may subtract a capped amount of military retirement income on their state return.
State tax details current as of 2026 and subject to change; your plan is built on the rules in force when it is written, alongside your tax professional.
Chesapeake questions, answered plainly
Does 1.oak Financial serve Chesapeake?
Yes. Chesapeake clients meet at the Norfolk office at 5005 Colley Avenue, about twenty minutes away, or over Zoom. The first call is complimentary. Book through the Book a Call button or (757) 909-7151.
We own land in southern Chesapeake. Is that part of the plan?
It should be. Land and real estate are often the largest asset a Chesapeake family holds, and the legacy component of the One of a Kind Financial Plan™ deals directly with how property passes, what taxes it may trigger, and what you want it to mean for the next generation.
Does Virginia tax retirement income?
Virginia does not tax Social Security. Other retirement income is generally taxable, with an age deduction of up to $12,000 for those 65 and older who qualify, and a subtraction for eligible military retirement pay.
Where can I hear the team first?
The One of a Kind Financial Show airs Saturdays 8–9 AM and Sundays 7–8 AM on WNIS-AM 790 across Hampton Roads, and past shows stream on the radio show page.
Serving Chesapeake, VA zip codes
- 23320
- 23321
- 23322
- 23323
- 23324
- 23325
