Insurance Acquisitions in Illinois

R.E. Chaix & Associates has acquired US Pro Insurance Services to deepen its specialty lines capabilities, particularly in Cyber Liability, and expand market access for retail agents and brokers nationwide. The US Pro team will join R.E. Chaix and the combined business will operate under the R.E. Chaix & Associates name.

The Baldwin Group (NASDAQ: BWIN) has completed the acquisition of Creisoft, Inc., doing business as Obie, a Chicago-based embedded insurance distribution platform serving real estate investors and landlords. The deal expands Baldwin's embedded distribution capabilities through its MGA MSI, bolstering its property insurance product suite and digital distribution reach.

Inszone Insurance Services, a Sacramento-based full-service insurance brokerage, has acquired Northern Insurance Group, Ltd., a long-established independent agency based in Illinois. Northern Insurance will continue to operate in place and will be supported by Inszone’s broader platform, carrier access, and technology to support continued growth.

Relation Insurance Services acquired the assets of Joseph M. Wiedemann & Sons, Inc. (JMWS), a fourth-generation independent insurance agency based in Arlington Heights, Illinois; the transaction was effective August 1, 2025 and terms were not disclosed. JMWS will continue operating under its current partners, joining Relation’s national platform to expand Relation’s geographic footprint and product capabilities; Relation is PE-backed by Aquiline Capital Partners.

Nationwide has completed the $1.25 billion acquisition of The Allstate Corporation's employer stop loss segment, closing the agreement announced Jan. 30, 2025. The business will join Nationwide's newly formed Group Benefits segment led by Lindsey Murray and expands Nationwide's capabilities to sell stop-loss insurance to small businesses.

Hub International Limited announced a definitive agreement for an approximately $1.6 billion minority common equity investment led by funds and accounts advised by T. Rowe Price Investment Management, Alpha Wave Global, and Temasek, valuing HUB at $29 billion. The investment provides primary capital to support growth initiatives, acquisitions, debt repayment and other corporate purposes while Hellman & Friedman retains control and management remains a significant shareholder.

Hub International Limited has acquired the assets of Dansig, Inc., d/b/a Dansig Insurance Risk Advisors, a Decatur, Illinois-based insurance risk advisor. The Dansig team, led by President & CEO Daniel Reynolds, will join Hub Midwest West to strengthen Hub's employee benefits, commercial and personal insurance capabilities in the region; terms were not disclosed.

Mutual Capital Holdings, a subsidiary of Mutual Capital Group, has closed its all-cash merger to acquire ICC Holdings, Inc., the parent of Illinois Casualty Company, for approximately $73.8 million. ICC Holdings will operate as an independent subsidiary under Mutual Capital, with Arron K. Sutherland remaining as President and CEO.

EPIC Insurance Brokers & Consultants has acquired Chartwell Insurance Services, a Chicago-based boutique specializing in private client personal property and liability solutions for high-net-worth individuals. The deal strengthens EPIC’s private client practice and expands its presence in Chicago and the broader Midwest, giving Chartwell access to EPIC’s national resources.

Arthur J. Gallagher & Co. acquired Oakbrook Terrace-based Afina Insurance Advisors, Inc., a property and casualty insurance broker serving the greater Chicago area. The Afina team will remain in place and operate under Gallagher's Midwest retail property/casualty brokerage operations to complement Gallagher's existing retail brokerage capabilities in Chicago. Terms were not disclosed.

Relation Insurance Services acquired the assets of Forest Insurance Agency, Inc., effective December 1, 2024. The transaction brings Forest's Forest Park, Illinois office and client relationships into Relation's platform to expand its geographic footprint and service offerings; terms were not disclosed.

Alpine Intel has acquired TechLoss Consulting & Restoration, a national specialty consulting and restoration provider that specializes in complex electronic and property damage assessments. The deal adds TechLoss's technical electronic-loss mitigation capabilities to Alpine Intel's insurance solutions portfolio, enhancing services for commercial and high-net-worth residential claims across the United States.

LTC Global, Inc. has acquired Capitas Financial Midwest (Capitas Financial of Illinois, LLC and Capitas Midwest, LLC), a member agency with offices in Lisle, Illinois and Milwaukee, Wisconsin. The Capitas Financial Midwest business will continue to be managed by founding member George R. Gore, Jr., and will join LTC Global's group of agency subsidiaries to expand its distribution footprint across the Northern Midwest and Mountain regions.

AssuredPartners (AP), a global insurance brokerage based in Orlando, Florida, has acquired CoyleKiley Insurance Agency, Inc., a Rockford, Illinois-based broker of property & casualty, employee benefits, personal lines and life insurance solutions. The CoyleKiley team will remain under agency president Dana Kiley and the deal expands AssuredPartners' footprint in its Great Lakes Region.

A-G Specialty Insurance has acquired Gallagher's Bollinger TPA Services from Arthur J. Gallagher & Co., expanding A‑G's capabilities and footprint in student-athlete and K–12 student accident insurance. The deal transfers Bollinger TPA's portfolio, clients and employees to A‑G and is intended to deepen the companies' partnership while ensuring a smooth transition for clients and staff.

EPIC Insurance Brokers & Consultants has acquired Phillips Bros. Insurance Agency, a fifth-generation, Chicago-based multi-line insurance firm focused on private client and commercial property & casualty solutions. The deal expands EPIC's Midwest and Chicago presence and strengthens its private client and commercial practices by adding the Phillips Bros. team and their local capabilities to EPIC's national platform.

Marsh McLennan Agency (a subsidiary of Marsh) has entered into a definitive agreement to acquire The Horton Group, Inc., a full-service insurance brokerage based in Orland Park, Illinois. Horton’s approximately nine offices and employees (including CEO Dan Horton) will join Marsh McLennan Agency and continue operating locally; the deal is expected to close in the third quarter of 2024 and terms were not disclosed.

Relation Insurance Services acquired the assets of H Group Benefits, Inc., effective June 30, 2024; terms were not disclosed. H Group Benefits (based in Northbrook, Illinois) will operate as part of Relation’s Employee Benefits consulting practice with David Heller continuing to manage the Northbrook office. Relation is a PE‑backed insurance brokerage (backed by Aquiline Capital Partners) expanding its geographic footprint and benefits capabilities.

iA American Holdings, Inc., a subsidiary of iA Financial Corporation (iA Financial Group), completed an all-cash acquisition of Vericity, Inc. for approximately $170 million, paying Vericity stockholders $11.43 per share. The purchase brings Vericity’s direct-to-consumer life insurance businesses (Fidelity Life and eFinancial) into iA’s operations, expanding iA’s U.S. presence and capabilities in life insurance distribution and digital underwriting.

DOXA Insurance has acquired CPH Insurance, a Chicago-based specialty managing general agent (MGA) that provides professional liability products for mental health, allied health and healthcare professionals. The acquisition (closed June 7, 2024) expands DOXA's presence in the mental health and allied-health insurance market and brings CPH's digital underwriting and distribution capabilities into DOXA's centralized support platform.

Inszone Insurance Services has acquired ISU Coverall Insurance Group, a Chicago-area full-service insurance broker, to deepen its presence in the Chicago market and expand client access to carriers and resources. Founder Casey Brennan will join the Inszone team as part of the transaction, and clients will continue to receive local, personalized service backed by Inszone's broader platform.

Keystone Agency Partners (KAP) acquired LifeQuotes, Inc., an insurtech life insurance price-comparison platform founded in 1984. The acquisition adds LifeQuotes as a Platform Partner to KAP’s portfolio (bringing the total to 20) and expands KAP’s digital distribution and insurtech capabilities.

World Insurance Associates LLC acquired the business of TW Group, Inc., an independent insurance agency based in Westmont, Illinois, effective December 31, 2023. The acquisition expands World’s national footprint and adds TWG’s team of experienced insurance professionals across personal, business, life and health lines; terms were not disclosed.

Arthur J. Gallagher & Co. (Gallagher) has acquired Palos Heights, Illinois-based Hunt Insurance Agency, Inc., dba Hunt Insurance Group; terms were not disclosed. Hunt is a retail property/casualty agency specializing in labor unions and associated benefit funds across the Midwest — the Hunt leadership team will remain in place and operate under Gallagher's Midwest region retail property/casualty brokerage led by Ryan Isaacs.

Specialty Program Group LLC (SPG) has acquired the assets of Insurance Allies LLC, the operator of AxeThrowingInsurance.com and related niche insurance brands. The acquisition brings Insurance Allies' tailored sports and entertainment coverage (serving ~700 venues) into SPG’s specialty insurance platform to expand its capabilities in sports, entertainment and recreational venue insurance.

Relation Insurance Services, Inc. acquired the assets of North Shore Benefit Partners Corporation and HR Virtual Solutions, LLC, expanding Relation’s employee benefits practice in Illinois. The two Chicagoland-based firms will join Relation’s Great Lakes Region, with their principals continuing to lead their respective practices; terms were not disclosed.

OneDigital has acquired Crum-Halsted Agency, a nearly 100-year-old property & casualty insurance and risk management firm headquartered in Sycamore, Illinois. The transaction brings Crum-Halsted’s five Illinois offices, a 55-person team and roughly 9,000 personal and business clients onto OneDigital’s national insurance, financial services and HR platform to expand P&C capabilities and local service in the Chicago/Northern Illinois region.

Ryan Specialty (NYSE: RYAN) has signed a definitive agreement to acquire AccuRisk Holdings, a Chicago-headquartered medical stop loss managing general underwriter (MGU) founded in 2017. AccuRisk generated approximately $25 million of revenue for the 12 months ended July 31, 2023; the transaction, terms undisclosed, is expected to close in December 2023 and will expand Ryan Specialty's employee benefits capabilities and product depth.

Risk Strategies, a national specialty insurance brokerage, has acquired IZALE Financial Group, LLC, an executive benefits and financial services advisory firm based in Elgin, Illinois. The acquisition is intended to expand Risk Strategies' capabilities in executive compensation, bank and credit union insurance solutions, and wealth liquidity advisory services; terms were not disclosed.

Evertas, a cryptoasset insurance company, acquired Bitsure, a specialist insurer focused on crypto mining operations. The deal brings Bitsure’s mining underwriting expertise and key personnel into Evertas and expands Evertas’ capacity to offer mining policies (up to $200 million per location) to miners and other blockchain infrastructure clients.

American Financial Group (AFG) completed the purchase of Crop Risk Services (CRS) from American International Group (AIG). CRS, a primary crop insurance general agent based in Decatur, Illinois and the seventh largest U.S. provider of multi-peril crop insurance by 2022 premiums, will be integrated with Great American Insurance Group's Crop Division to expand AFG's crop insurance capabilities and market position.

First Mid Insurance Group (FMIG), the insurance arm of First Mid Bancshares, acquired Purdum‑Gray‑Ingledue‑Beck (PGIB) Insurance and Investments Agency, a long-established Macomb, Illinois insurance agency. The deal expands First Mid’s insurance capabilities and vertical expertise (notably healthcare and hospitality) while broadening its Midwest presence and client relationships.

Leonard Green & Partners will make a substantial minority investment in Hub International Limited, valuing the insurance broker at about $23 billion. The funding will provide liquidity to existing equity holders while Hellman & Friedman remains the controlling shareholder and Altas Partners remains a significant minority owner.

Near North Title Group has acquired O'Connor Title Guaranty, a 20-year-old Chicago-based title insurance agency serving the Chicagoland and Southern Illinois commercial and residential markets. Britehorn Partners served as exclusive investment bank to O'Connor Title in the transaction, which expands Near North's footprint and service capabilities in the Midwest.

The Reynolds and Reynolds Company has agreed to acquire American Guardian Warranty Services (AGWS), a provider of vehicle service contracts, limited warranties and F&I administration services. The acquisition will integrate AGWS's warranty and aftermarket administration capabilities into Reynolds' dealership software and retailing tools to streamline F&I product sales and contract booking.

Evertree Insurance, a technology-enabled personal lines insurance distribution platform backed by Integrum Holdings, has acquired Gnade Insurance Group, a 27-person independent agency based in Frankfort, Illinois. The acquisition brings Gnade's ~4,600 clients and 20+ carrier appointments onto the Evertree platform as an add-on to expand distribution and deploy Evertree's tools and technology.

PCF Insurance Services, a top-20 U.S. insurance brokerage based in Lehi, Utah, has acquired Direct Dealer Services (DDS), an automotive finance & insurance (F&I) firm headquartered in Hoffman Estates, Illinois. The acquisition expands PCF's F&I capabilities and product offerings for dealer, agent and lender partners; terms were not disclosed.

EPIC Insurance Brokers & Consultants, through its Vanbridge Life and Executive Benefits division, has acquired the Larry Gordon Agency to expand its Midwest footprint across life insurance, executive benefits, and financial advisory distribution. Larry Gordon Agency will continue to serve clients from its Chicago and Rockford, Illinois offices and its current leadership team will remain in place.

Acrisure has acquired B2Z Insurance, a digitally native broker that helps small businesses obtain customizable coverage online. The deal expands Acrisure’s digital marketplace and small-business insurance capabilities by integrating B2Z’s data-driven quoting and customer experience technology into Acrisure’s platform.

Brown & Brown of Illinois, a subsidiary of Brown & Brown, Inc., has acquired substantially all of the assets of VistaNational Insurance Group, Inc. The VistaNational team will continue to operate from its Oak Brook, Illinois office and will join Brown & Brown's Retail segment; founder and CEO David N. Schwimmer is retiring.

Senior Market Sales (SMS), an insurance marketing organization and part of the Alliant family, has acquired Medicare Solutions Network, a Lisle, Illinois-based Medicare insurance agency known for its popular educational Medicare workshops. The deal brings Medicare Solutions Network onto SMS’s platform to leverage SMS’s technology, back-office support and carrier relationships to expand reach in the Chicago-area senior market.

Health Care Service Corporation (HCSC) has signed a definitive agreement to acquire Trustmark Health Benefits, the third-party administrator subsidiary of Trustco Holdings/Trustmark, to expand HCSC’s capabilities serving self-funded employers. The deal — subject to customary closing conditions and regulatory approvals — will integrate Health Benefits’ customizable plan design, claims administration and data-driven services into HCSC’s offerings while Trustmark refocuses on other growth markets.

Marsh McLennan Agency (MMA) has acquired CS Insurance Strategies, a Chicago-based, minority-owned insurance brokerage founded in 2009 by Charles Smith. The acquisition (terms undisclosed) brings CS Insurance Strategies' ten employees into MMA and strengthens MMA's capabilities and presence in the Midwest, particularly in employee benefits, business insurance and risk management for municipal, non-profit and minority-owned clients.

Arthur J. Gallagher & Co. acquired Mokena, Illinois-based Hruska Insurancenter, a retail property/casualty insurance brokerage focused on commercial real estate and personal lines. Charles J. Hruska, III and his team will continue to operate from the Mokena office under the direction of Gallagher's Midwest region retail property/casualty leadership; terms were not disclosed.

Reliance Global Group, Inc. (NASDAQ: RELI) acquired Barra & Associates for approximately $7.5 million in cash and debt. The deal adds over 60 agents and agency partners to Reliance’s platform, supports the company’s nationwide expansion and leverages Barra’s technology infrastructure; founder Grant Barra will continue to lead the Barra subsidiary within Reliance.

Risk Placement Services (RPS) has acquired Hinsdale, Illinois-based wholesale broker G.A. Mavon & Company. The family-run specialist in standard and specialty professional lines will continue operating from its current location with Phil Mavon and his team under RPS regional leadership, strengthening RPS's professional lines capabilities.

Integrity Marketing Group has acquired J. Manning & Associates, a Chicago-based long-term care insurance brokerage that serves large employer groups. The deal brings J. Manning's group long-term care expertise onto Integrity's insurtech platform and grants J. Manning employees ownership through Integrity's Employee Ownership Plan; financial terms were not disclosed.

Hub International Limited acquired the assets of Kuhl Insurance Agency, Inc., an independent commercial and personal insurance agency based in Morton, Illinois. The deal (terms undisclosed) expands Hub's commercial insurance and employee benefits capabilities and strengthens its presence in southern Illinois; the Kuhl team will join Hub Midwest West. Kuhl was represented by MarshBerry.

One80 Intermediaries, a specialty insurance broker headquartered in Boston, has acquired Pearl Insurance, a broker, third-party administrator, managing general underwriter and program manager that specializes in affinity insurance programs for associations and unions. The acquisition expands One80's offerings into association and union-focused programs and brings Pearl's proprietary platform, carrier relationships and more than 350 employees into the One80 organization; terms were not disclosed.

Insurance King, a Rockford, Illinois-based insurance agency, has acquired two Illinois insurance agencies — Vic Bernardi Insurance in Chicago Heights and The Insurance Center in Decatur — and rebranded both locations under the Insurance King name. The acquisitions expand Insurance King's physical presence into the Chicagoland area and bolster its local personal-lines offerings including auto, motorcycle, renters and SR-22 insurance.