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An agency for people who sign the front of the paycheck.

Founded in 2009 by a former contractor and a commercial underwriter who were tired of watching small owners get sold the wrong policy.

The Sentinel team working together in their office
Our story

Started at a kitchen table, still run like a small business.

Tom Reese spent twelve years running a remodeling crew. After a claim was denied over a clause nobody had explained, he partnered with underwriter Dana Whitfield to build an agency that reads the contracts first and sells second.

Today Sentinel has 22 licensed staff serving more than 2,400 businesses across Ohio, Indiana and Kentucky, and we still answer the phone ourselves.

How we work

Three rules we don't bend.

Read the contract first

Before quoting, we review the leases and client contracts that set your insurance requirements, so the coverage actually matches what you signed.

Show every option

You see each carrier's quote side by side, including the ones we wouldn't pick, and why.

Stay for the claim

Your agent stays involved from first notice to final payment. We don't hand you a 1-800 number and disappear.

Team

The people you'll actually talk to.

Portrait of Tom ReeseTom ReeseCo-founder, contractor programs
Portrait of Dana WhitfieldDana WhitfieldCo-founder, commercial lines
Portrait of Jordan PikeJordan PikeRestaurant & retail agent
Portrait of Leah BrandtLeah BrandtClaims advocate
Milestones

Seventeen years, one office, a lot of certificates.

  1. 2009Opened with 40 clients, mostly contractors from Tom's old network.
  2. 2014Added restaurant and retail programs with two regional carriers.
  3. 2019Launched the client portal with self-serve certificates.
  4. 2023Expanded into Indiana and Kentucky.
  5. 20262,400+ businesses insured, 22 licensed staff.

Meet your agent before you buy anything.

A 15-minute call, no obligation.

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