Tracked deals
15
15 tracked deals across 2019-2026.
Insurance Buyers & Acquisitions in Kentucky
Buyer mix
Strategic-led
14 strategic · 1 pe
Top trend
Volume peaked in 2026
3 tracked deals announced in 2026.
Primary Insight
What Stands Out
- Hilb Group and PCF Insurance Services have added Kentucky agencies to expand Midwest and health/life/Medicare advisory capabilities.
- Afore Insurance Services, Inszone Insurance Services, Highstreet Insurance Partners, and Risk Strategies illustrate a mix of entry into Kentucky and targeted specialty additions (e.g., employee benefits, local brokerage reach).
- Employee benefits and HR-adjacent services appear in multiple transactions, such as acquisitions that add HCM/HR services and payroll administration capabilities.
- The deal set includes both agencies and related service providers (e.g., third-party administration/managed care and claims services), not just brokerage books.
| Deal theme | Examples from Kentucky transactions |
|---|---|
| Property & casualty / multi-line growth | Hilb Group Kentucky-based P&C and multi-line acquisitions |
| Employee benefits expansion | Afore Insurance Services (group employee benefits); Risk Strategies (employer solutions) |
| Specialty insurance niches | One80 Intermediaries (affinity-focused professional insurance) |
| Claims & managed care services | Charles Taylor (claims management and managed care) |
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Top Buyers
Illustrative buyers pulled from tracked transactions on this page. This table is capped and intentionally non-exhaustive.
| Buyer | # Deals | Focus | Type |
|---|---|---|---|
| Inszone Insurance Services | 2 | Insurance brokerage firm providing commercial, personal, ... | Strategic |
| Afore Insurance Services | 1 | Consolidated property & casualty and employee benefits in... | Strategic |
| Arthur J. Gallagher & Co. | 1 | Global insurance brokerage, risk management and consultin... | Strategic |
| AssuredPartners, Inc. | 1 | Full-service insurance broker providing commercial insura... | Strategic |
| Charles Taylor | 1 | Global provider of claims solutions, insurance management... | Strategic (PE-backed) |
| Highstreet Insurance Partners | 1 | Independent insurance brokerage and financial services fi... | Strategic |
| Hilb Group | 1 | Independent property and casualty and employee benefits i... | Strategic (PE-backed) |
| Hub International Limited | 1 | Global insurance brokerage and financial services firm pr... | Strategic |
| MEM Capital LLC | 1 | Private investment firm/holding company based in Greenwic... | PE |
| Marsh & McLennan Agency LLC (MMA) | 1 | Middle-market insurance brokerage subsidiary of Marsh off... | Strategic |
Acquisition Volume in Insurance in Kentucky by Year
Last 8 years
Actual
Full-year estimate
Supporting Data
Recent Transactions
-
August 13, 2026
- Buyer
- Inszone Insurance Services
- Target
- Hocker Family Insurance
- Seller
- Cole Tynes
- Industry
- Insurance
- Location
- Kentucky, United States
- Type
- Buyout
Inszone Insurance Services acquired Hocker Family Insurance, a long-standing insurance agency based in Morgantown, Kentucky. The deal keeps the Morgantown local office and team in place to continue serving existing clients while gaining access to Inszone’s expanded carrier relationships, technology, and operational resources.
-
May 20, 2026
- Buyer
- Hilb Group
- Target
- Kentucky-based property and casualty insurance agency
- Industry
- Insurance
- Location
- Kentucky, United States
- Type
- Addon
Hilb Group acquired a Kentucky-based property and casualty (P&C) insurance agency, with the transaction becoming effective on May 1, 2026. The acquisition is intended to expand Hilb Group’s Midwest presence and broaden its insurance and risk-management capabilities through locally established agencies.
-
February 9, 2026
- Buyer
- Afore Insurance Services
- Target
- Myron K. Hobbs & Company, LLC
- Industry
- Insurance
- Location
- Kentucky, United States
- Type
- Addon
Afore Insurance Services has acquired Myron K. Hobbs & Company, LLC, marking Afore’s entry into Kentucky and establishing a new Louisville-area office. The acquisition brings group employee benefits capabilities and the Myron Hobbs team into Afore’s platform; financial terms were not disclosed.
-
September 16, 2025
- Buyer
- Inszone Insurance Services
- Target
- Lexington Insurance Agency
- Seller
- Kevin O. Stinnett
- Industry
- Insurance
- Location
- Kentucky, United States
- Type
- Buyout
Inszone Insurance Services acquired Lexington Insurance Agency, an independent insurance agency based in Lexington, Kentucky, marking Inszone's entry into the Kentucky market. The deal brings Lexington's ~11 employees and 70+ year local franchise under Inszone's national brokerage platform to expand geographic reach and carrier access while preserving local relationships.
-
- Buyer
- The Hilb Group
- Target
- Kentucky-based multi-line insurance agency (unnamed)
- Industry
- Insurance
- Location
- Kentucky, United States
- Type
- Addon
The Hilb Group, a Richmond, Virginia-based property & casualty and employee benefits brokerage, has acquired a Kentucky-based multi-line insurance agency effective July 1, 2025. The deal adds Kentucky to Hilb Group's footprint as part of its ongoing roll-up strategy as a Carlyle-backed platform.
-
- Buyer
- PCF Insurance Services
- Target
- Kentucky Health Solutions (insurance business)
- Seller
- Kentucky Health Solutions
- Industry
- Insurance
- Location
- Kentucky, United States
- Type
- Addon
PCF Insurance Services, a top-20 U.S. insurance brokerage headquartered in Lindon, Utah, has acquired the insurance business of Kentucky Health Solutions in Lexington, Kentucky. The Kentucky Health Solutions team will join PCF’s Louisville-based Maverick Insurance Group to expand local service offerings and deepen PCF’s health, life and Medicare advisory capabilities in the region.
-
August 14, 2024
- Buyer
- MEM Capital LLC
- Target
- Mountain Life Insurance Company, Kentucky Home Life Insurance Company
- Industry
- Insurance
- Location
- Kentucky, United States
- Type
- Buyout
MEM Capital LLC of Greenwich, Connecticut has acquired Mountain Life Insurance Company and Kentucky Home Life Insurance Company; both carriers will continue to maintain their home offices and management team in Lexington, Kentucky. Mountain Life plans to begin offering annuity products, Jeff Breeze will remain President, and Benjamin Keslowitz will join as Board Chairman.
-
- Buyer
- Highstreet Insurance Partners
- Target
- RISE Partners
- Industry
- Insurance
- Location
- Kentucky, United States
- Type
- Addon
Highstreet Insurance Partners, a Traverse City, Michigan-based independent insurance brokerage, has acquired RISE Partners, a Louisville, Kentucky insurance agency. The deal (terms undisclosed) expands Highstreet’s footprint into Kentucky while RISE’s founder Mike Arnold will continue to lead the business under Highstreet’s ownership.
-
April 18, 2023
- Buyer
- Risk Strategies
- Target
- HollandStivers Employer Solutions
- Industry
- Insurance
- Location
- Kentucky, United States
- Type
- Buyout
Risk Strategies, a national specialty insurance brokerage, has acquired HollandStivers Employer Solutions, an employee benefits specialist based in Paducah, Kentucky. The acquisition (terms undisclosed) expands Risk Strategies' National Employee Benefits Practice into Kentucky and adds HollandStivers' payroll administration, HCM implementation and HR services capabilities.
-
October 4, 2022
- Buyer
- Hub International Limited
- Target
- Peel & Holland Holdings, Inc., Peel & Holland, Inc., Riddle Insurance, LLC, Hartin Dynamics, LLC, Bluegrass Premium Finance, LLC
- Industry
- Insurance
- Location
- Kentucky, United States
- Type
- Buyout
Hub International Limited has acquired the assets of Peel & Holland (including Peel & Holland Holdings, Peel & Holland, Inc., Riddle Insurance, Hartin Dynamics, LLC, and Bluegrass Premium Finance, LLC). The transaction, terms undisclosed, brings the Peel & Holland leadership and team into Hub Mid-South and expands Hub’s commercial, personal insurance and employee benefits capabilities across Western Kentucky.
-
- Buyer
- One80 Intermediaries
- Target
- National Insurance Agency of Simpsonville
- Industry
- Insurance
- Location
- Kentucky, United States
- Type
- Buyout
One80 Intermediaries, a Boston-based specialty insurance broker, has acquired National Insurance Agency of Simpsonville, a Kentucky-based broker that provides life and occupational disability insurance to professional associations. The acquisition expands One80's affinity-focused insurance capabilities and geographic reach in Kentucky and Arkansas; terms were not disclosed.
-
January 5, 2022
- Buyer
- Charles Taylor
- Target
- Underwriters Safety & Claims (US&C)
- Industry
- Insurance
- Location
- Kentucky, United States
- Type
- Buyout
Charles Taylor has acquired Underwriters Safety & Claims (US&C), a Louisville-based third-party administrator and managed care services provider. The acquisition expands Charles Taylor’s U.S. claims management and managed care capabilities and broadens its geographic footprint into the Southeast and Midwest.
-
- Buyer
- AssuredPartners, Inc.
- Target
- Rice Insurance Services Company, LLC
- Industry
- Insurance
- Location
- Kentucky, United States
- Type
- Buyout
AssuredPartners, Inc. has acquired Rice Insurance Services Company, LLC (RISC) of Louisville, Kentucky. The 27-person agency, which generates approximately $6 million in annualized revenue and specializes in real estate E&O programs, will join AssuredPartners to expand the firm’s presence and capabilities in Kentucky.
-
December 2, 2020
- Buyer
- Marsh & McLennan Agency LLC (MMA)
- Target
- Heritage Insurance Service, Inc.
- Industry
- Insurance
- Location
- Kentucky, United States
- Type
- Buyout
Marsh & McLennan Agency LLC (MMA), the middle-market agency subsidiary of Marsh, has acquired Heritage Insurance Service, Inc., an independent insurance agency based in Louisville, Kentucky. Heritage, which has about 30 employees across five locations and specializes in trucking and transportation insurance, will join MMA to expand MMA's specialty capabilities and client reach.
-
November 9, 2019
- Buyer
- Arthur J. Gallagher & Co.
- Target
- Garrett-Stotz Company
- Industry
- Insurance
- Location
- Kentucky, United States
- Type
- Buyout
Arthur J. Gallagher & Co. (Gallagher) has acquired Garrett-Stotz Company, a Louisville, Kentucky-based full-service commercial and personal lines property/casualty and benefits agency founded in 1931. The deal expands Gallagher’s presence in Kentucky and Indiana, adds expertise in construction and surety, and creates cross-selling opportunities across Gallagher’s retail insurance and employee benefits operations; terms were not disclosed.
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Frequently Asked Questions
Which kinds of insurance targets are being acquired in Kentucky?
Targets include independent insurance agencies (property & casualty and multi-line) as well as specialty service providers such as third-party administrators and managed care/claims-focused firms.
Are acquisitions clustered in specific Kentucky cities?
Yes. The provided deals repeatedly reference Kentucky locations such as Louisville and Lexington, alongside other Kentucky regions (e.g., Paducah and Western Kentucky).
Do buyers focus only on traditional brokerage?
No. The page facts show acquisitions spanning employee benefits/employer solutions and claims/managed care services, alongside brokerage agency purchases.
Are financial terms disclosed in these Kentucky deals?
Most transactions list terms as undisclosed; one example in the facts—AssuredPartners acquiring Rice Insurance Services Company, LLC—notes ~27-person agency size and approximately $6 million in annualized revenue.
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