Insurance counsel for clients whose lives are not standard.
Greenwich, Connecticut · Newport, Rhode Island · Best Practices Agency 2017–2026.
Ashford Whitcombe was founded in 1932 by Edmund Ashford in a brownstone on Greenwich Avenue, serving the local fishing fleet and a handful of wealthy estate owners whose summer homes lined the coast from Old Greenwich to Stamford. Ninety-three years later, the firm has changed hands four times — always within the family — and serves a clientele that begins, for most of our private-client households, around three million dollars in insured property and extends into family offices, foundation boards, and middle-market closely-held businesses across the Northeast.
We do not write the simplest auto policies. We do not promote the lowest premium. We accept that the carrier panel we represent — Chubb, PURE, AIG Private Client Group, Vault, Berkley One, Cincinnati Specialty, and the better mid-market commercial markets — is selective in whom it appoints, and we are selective in whom we propose.
What we do is sit at a conference table with a household or a CFO and read a current insurance program, line by line, looking for the gaps no one has noticed. Then we propose a replacement program — sometimes with the same carrier, often not — that addresses the gaps and the risks specific to the client's life. Our work is not to lower a premium. Our work is to ensure the premium is buying what it ought to be buying.
Insurance for the households we serve.
The private-client households we serve typically begin around three million dollars in insured property and extend through fine-art collections, watercraft, second and third homes, and personal liability exposures that the standard carrier panel does not contemplate.
The firm's anchor practice — Edmund Ashford's first clients in 1932 were estate-owners along the Long Island Sound coastline, and the practice has compounded through ninety-three years of households whose insurance program will not fit on a single form.
We coordinate with the household's attorney, CPA, and family-office advisors when the program touches trusts, foundations, or operating businesses — and we are the broker that answers the phone when a claim moves to a coverage dispute.
- Coastal & Estate Property — primary, secondary, scheduled
- Auto, Marine & Collector Vehicles
- Personal Excess Liability to $50M
- Fine Art, Jewelry, Watches & Wine
- Family Office Risk Review
Risk advisory for closely-held businesses.
The firm's commercial practice serves middle-market closely-held businesses across the Northeast — manufacturers, contractors, real-estate owners, professional-service firms, financial-services groups, and technology companies whose revenues range from twenty-five million to two hundred and fifty million.
We work as risk advisors first and brokers second. The conversation begins with the operations of the business, the contracts it signs, the workforce it employs, and the exposures the principals carry personally as officers and directors — and only then with the placement.
We are not a national rollup. We have declined three acquisition offers in the past decade. The work is conducted in person, at conference tables in Greenwich and Newport, by partners who have spent careers in the markets they place into.
- Property & Casualty (middle market)
- Workers Compensation
- Commercial Auto & Fleet
- Cyber Liability + Technology E&O
- D&O / EPLI / Fiduciary / Crime / K&R
Benefits programs for the people you employ.
The benefits practice was added by Theodore Whitcombe Sr. in the 1970s, recognizing that the commercial clients the firm already served needed an integrated partner for the group medical, dental, disability, and executive-benefits programs covering their workforces.
The practice now serves employers from twenty-employee professional-service firms to multi-state mid-market manufacturers, and is led by Robert Tan, ChFC, REBC — a partner whose tenure in employee benefits predates the Affordable Care Act and whose work on ACA-compliance reporting has kept several of the firm's clients out of trouble.
We model multi-year renewals, advise on plan design, and conduct the open-enrollment communication work in-house — the program is not handed to a third-party administrator and forgotten.
- Group Medical
- Dental & Vision
- Group Life & Disability
- Executive Benefits (Section 162, deferred comp)
- Compliance & ACA Reporting
Three programs we are known for.
The Ashford Review™
An annual line-by-line audit of an existing insurance program, regardless of which agency wrote it. Most reviews surface between five and twelve uninsured or under-insured exposures. The review takes ninety minutes at a conference table and produces a written report — useful even if the client elects to remain with their current broker.
Schedule a review →Cornerstone Coastal™
A coverage-coordination program for households with primary and coastal-secondary homes — synchronizing deductibles, hurricane percentages, and policy effective dates across two or three carriers. Originally built for our Watch Hill and Block Island clientele in 2013; now standard practice for any household with coastal exposure.
Read about the program →The Steward's Brief™
A quarterly risk-advisory document delivered to family-office and foundation clients summarizing the year's exposure changes, claim activity, renewal posture, and any policy-language drift the carriers have introduced. Read by trustees, board members, and family-office principals — written by partners, not by marketing staff.
Read about the program →The carriers we represent are particular about whom they appoint.
"We sat with Ted for ninety minutes reading our existing program — the one we'd had for fifteen years. By the end he'd identified seven exposures the previous broker hadn't flagged, including a fine-art scheduling error that would have cost us most of a Wyeth had it ever come to claim. The next renewal closed at a lower total cost with materially better coverage. We have not looked at another broker since." — Family-Office Principal · Riverside, CT · Client since 2019
Eight principals. Two offices. Ninety-three years.
Theodore C. Whitcombe III
CPCU · CIC · AAI
Senior Partner, Private Client (Greenwich)
Partner since 2008
Margaret Whitcombe-Lockhart
CPCU · ARM
Partner, Newport Office & Private Client
Partner since 2019
James "Jamie" Holcombe
JD · CPCU
Partner, Commercial & Executive Risk (Greenwich)
Partner since 2012
Patricia Devanney
CIC · ARM
Partner, Risk Management (Greenwich)
Partner since 2003
Robert Tan
ChFC · REBC
Partner, Employee Benefits (Greenwich)
Partner since 1998
Helena Burroughs
CPCU
Partner, Marine & Aviation Specialty (Newport)
Partner since 2020
David Erskine
ARM · CWCA
Partner, Workers Compensation (Greenwich)
Partner since 2011
Susannah Lockhart
CIC
Partner, Personal Excess & Umbrella (Newport)
Partner since 2021
Recent writing from the firm.
The 2026 Coastal Property Renewal
What Florida's exit means for Connecticut and Rhode Island households — and how to position a coastal program before the next named storm.
Continue reading →Reading a D&O Policy
Five clauses every closely-held board should test before they need to. Most of the gaps we find on commercial D&O reviews are in the same three places.
Continue reading →When a Family Office Should Re-Underwrite
The case for an Ashford Review at the trust-formation moment — and why the broker that wrote the household program may not be the broker that should write the foundation.
Continue reading →Both offices answer their phones.
The Greenwich Office
82 Field Point RoadGreenwich, CT 06830
(203) 555-0118 · Mon–Fri 8 AM–6 PM
Principal-in-charge: Theodore C. Whitcombe III, CPCU, CIC, AAI
Service area: Fairfield County, lower Westchester, eastern Long Island.
The Newport Office
37 Bellevue AvenueNewport, RI 02840
(401) 555-0273 · Mon–Fri 8 AM–6 PM
Principal-in-charge: Margaret Whitcombe-Lockhart, CPCU, ARM
Service area: Coastal Rhode Island, southeastern Massachusetts, the Islands.