Tracked deals
14
14 tracked deals across 2019-2026.
Insurance Buyers & Acquisitions in Kentucky
Buyer mix
Strategic-led
13 strategic · 1 pe
Top trend
Volume peaked in 2024
3 tracked deals announced in 2024.
Primary Insight
What Stands Out
- Brokerage expansion is a dominant theme, with buyers entering or deepening Kentucky footprints via acquisitions of local agencies.
- Service scope broadening shows up repeatedly: P&C and multi-line brokerages, group employee benefits, and health/life/Medicare advisory.
- Specialty insurance and adjacent services are part of the mix, including real estate E&O programs and third-party administration/managed care services.
- Geographic activity clusters around Louisville and Lexington, with additional presence across other parts of the state.
- Deal terms are often undisclosed, but summaries frequently highlight team retention and capability integration.
| Recurring buyer | Example Kentucky focus (from listed deals) |
|---|---|
| Hilb Group | Adds Kentucky agencies to broaden insurance & risk-management capabilities |
| PCF Insurance Services | Expands health, life & Medicare advisory via local acquisition |
| Hub International Limited | Expands commercial/personal lines and employee benefits in Western KY |
| Charles Taylor | Expands claims management and managed care capabilities via US&C |
| Risk Strategies | Expands employee benefits practice into Kentucky |
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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 |
|---|---|---|---|
| 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 |
| Inszone Insurance Services | 1 | Full-service national insurance brokerage offering commer... | 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
-
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
What types of insurance acquisitions are happening in Kentucky?
The listed deals span independent insurance brokerage acquisitions (including property & casualty and multi-line), group employee benefits, and adjacent services such as third-party administration and managed care/claims support.
Which Kentucky cities show up most often in the transactions?
The page highlights targets based in Louisville and Lexington, with additional activity noted across other Kentucky locations (e.g., Paducah and Simpsonville).
Do these deals focus on expanding Kentucky coverage for large brokers?
Yes. Multiple buyers—such as Hilb Group, PCF Insurance Services, Hub International Limited, and Inszone Insurance Services—use acquisitions to add agencies and expand local service offerings under broader platforms.
Are deal terms publicly disclosed?
Many listed transactions note that financial terms are undisclosed; when terms aren’t disclosed, the summaries typically focus on strategic intent and capability additions.
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