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James City County · Virginia

Retirement Planning in Williamsburg, VA

Williamsburg is a retirement destination, which makes it an unusual place to practice. A large share of the people we sit down with here did not build their careers in Virginia — they retired into it, arriving with a 401(k) from one state, a pension from another, and a house they bought sight-unseen off a weekend visit. Sorting out what that actually adds up to is most of the first conversation.

Our Williamsburg office

5252 Olde Towne Road
Williamsburg, VA 23188

Meetings by appointment only.

(757) 490-7833

Get directions

Who we work with here

What retirement looks like in Williamsburg

The people we work with here are typically within a few years of retiring or already there, with money spread across a former employer's plan, a rollover IRA or two, and a taxable account nobody has looked at since it was opened. Several are on their second retirement. What they have in common is that no one has ever put all of it on one page.

The neighbourhoods we hear from most: Kingsmill, Ford's Colony, New Town, Governor's Land.

Where the money comes from

The plans we see most in Williamsburg

Rolling out of an employer plan is the single most common reason someone calls us. These are the ones that come up here.

William & Mary

  • VRS
  • Optional Retirement Plan (ORP)
  • 403(b)

Faculty and staff are usually in either VRS or the ORP, and the difference matters enormously at retirement — the ORP balance is yours and portable, VRS is a benefit formula. People are often unsure which they elected decades ago.

Riverside Health System

  • 403(b)
  • 401(k)

One of the region's largest employers. Long-tenured clinical staff frequently have multiple plan balances from mergers and system changes.

Sentara Healthcare

  • 403(b)
  • Pension (legacy)

Legacy pension participants have an election to make that is effectively irreversible; it is worth modelling before it is signed.

Anheuser-Busch / Busch Gardens

  • 401(k)
  • Pension (legacy)

Long-service brewery retirees often hold a legacy defined-benefit entitlement alongside a 401(k) — two very different assets requiring two different decisions.

Newport News Shipbuilding (HII)

  • 401(k)
  • Pension

A short commute down I-64, and a common source of the pension-plus-401(k) combination we plan around most often.

Virginia public-sector plans

Virginia Retirement System (VRS)
Which plan you're in changes your options at retirement more than most members realize — particularly the hybrid plan's defined-contribution component. Plans: Plan 1, Plan 2, Hybrid Retirement Plan.
Optional Retirement Plan for Higher Education (ORP)
Common at William & Mary and other Virginia public institutions. Unlike VRS, the balance is yours and portable. Plans: ORP Plan 1, ORP Plan 2.

Questions

Common questions from Williamsburg

Yes. Our Williamsburg office is on Olde Towne Road and meetings are by appointment. Most clients do a mix of in-person and virtual — the first conversation is usually a fifteen-minute call regardless.

Turn “We’ll Figure It Out” Into “Here’s The Plan.”

With Vertical Wealth Management, you’ll talk about retirement like you’ve been preparing for it for years—because you have. Schedule a 15-minute introductory call to learn how our fiduciary team can help align your wealth with your retirement goals.

No calendar link. No automated sequence. A real conversation or nothing.