Top Insurance Companies in Chicago, IL (207)
PartySlate is a fast-paced Chicago startup disrupting the $156 billion events industry in the United States. There are 13 million parties per year, produced by over 460,000 venues and vendors. PartySlate connects people planning all types of events — from weddings and corporate events to galas and milestone birthdays — with the venues and vendors who can bring their ideas...
PartySlate's Top Stability & Growth Strengths
Product Line Growth: Expansion beyond inspiration and listings into PartySlate Pro, Photo Hub, AI-powered photo search, profile management, and Canva-related tools signals ongoing product development and a broader monetization strategy. These additions aim to help event businesses market their work and convert inquiries into bookings.
Strategic Partnerships: Integrations with Tripleseat and Perfect Venue route PartySlate inquiries into venue-management workflows, while promoted connections with Canva enhance utility for professional users. These relationships strengthen the platform’s value proposition to paying business customers.
Investor Backing & Capital Strength: A convertible-note financing event dated August 13, 2025 involving FJ Labs and an estimated total funding around $12.8 million indicate continued access to capital. Ongoing financing supports product investment and commercial development efforts.
Insurance Navy is an insurance brokerage that helps customers find affordable coverage suited to their needs and risk levels. It specializes in non-standard auto insurance, including SR-22 and state-minimum liability coverage, and also offers homeowners and renters insurance, roadside assistance, and other financial products. Customers can shop through its storefronts, call center, or website, while the company serves customers nationwide.
As the 11th largest independent insurance brokerage firm in the nation with over 250 offices in 34 states and England, AssuredPartners is committed to partnering with successful regional and local insurance providers that share the same goal: to service customers better than anyone. Powered by AssuredPartners, our partner agencies have the deep network resources, experienced people and carrier relationships to provide...
Chaucer are a leading specialty (re)insurance group working with brokers, coverholders and clients to protect and support business activities around the world. Our services are accessed both through Lloyd’s of London and the company markets. We are defined by an enterprising, bespoke approach to (re)insurance, enabled by the individual character, experience and imagination of our expert teams. Chaucer is a member...
Combined Insurance Company of America, a Chubb company, provides supplemental health, accident, disability, life, critical illness, cancer, and hospital insurance products to individuals, families, employers, and businesses. Its mission is to make supplemental insurance easier to understand while helping customers fill coverage gaps and manage out-of-pocket costs. Operating for more than 100 years, the company distributes benefits through trained agents,...
United Automobile Insurance Company was incorporated on March 2, 1989 in Miami Gardens, FL to provide a high quality and low cost insurance product to the non-standard automobile insurance market. The company is family owned and it is one of the largest privately held property and casualty insurance companies in the United States
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Acrisure Innovation is part of a fast-paced, AI-driven fintech company and builds cutting-edge solutions to disrupt the insurance and financial services industry. We are a team of high-caliber engineers, technologists, marketers, and successful startup founders, with a diverse background across industries and technologies. Our mission is to help the world share its risk more intelligently to power a more vibrant economy....
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Acrisure Innovation's Top Stability & Growth Strengths
Strong Market Position & Advantage: Acrisure is positioned as a top-10 global insurance broker by revenue, indicating substantial scale and competitive standing in its core distribution market.
Investor Backing & Capital Strength: A $2.1B Bain Capital–led raise at a reported ~$32B valuation provides significant balance-sheet strength to fund technology investment, integration, and further M&A.
Innovation-Driven Growth: The company emphasizes an AI-first, tech-enabled brokerage model and continues to broaden capabilities through innovation-focused leadership roles and technology-oriented acquisitions and launches.
Goosehead Insurance is an innovative independent personal lines insurance agency that distributes its products and services through corporate and franchise locations throughout the United States. Founded in 2003, the company focuses on providing extraordinary value by offering a broad choice of products and a world-class service experience, representing over 200 insurance companies that underwrite both personal and commercial lines.
Goosehead Insurance's Top Stability & Growth Strengths
Strong Revenue Growth: Revenue is rising at a double-digit pace, with quarterly results showing a 21% year-over-year increase and full-year revenue up roughly 16%.
Profitability: Net income increased substantially, with quarterly profit nearly doubling alongside higher adjusted EBITDA.
Market Expansion: Policies in force and distribution capacity are expanding, with increases in written premiums, corporate agent headcount, and franchise producers.
Paramount Loss Consulting is a public adjuster that represents policyholders & negotiates with insurance companies for the best property loss claim amount.
CNA is one of the largest U.S. commercial property and casualty insurance companies. Backed by more than 125 years of experience, CNA provides a broad range of standard and specialized insurance products and services for businesses and professionals in the U.S., Canada and Europe. As a company of allies, we understand the importance of fostering an inclusive and supportive culture...
CNA's Top Stability & Growth Strengths
Strong Market Position & Advantage: Top‑10 U.S. commercial scale and a recognized specialty franchise with major professional‑association endorsements indicate meaningful competitive footing across core niches. AM Best characterizes the company as a leading U.S. writer of commercial and specialty lines.
Profitability: Record core and net income for 2025 alongside a slightly improved P&C combined ratio signal disciplined underwriting and earnings momentum. Higher net investment income further supported full‑year results.
Investor Backing & Capital Strength: An AM Best upgrade to A+ (Superior) in late 2025 and increased regular plus special dividends reflect balance‑sheet strength and confidence. These markers enhance credibility with brokers and large commercial buyers.
We are a culture focused start-up helping many people in many ways. For the health brokers, P&C brokers and Financial Advisors, we provide a service to strategize and enroll their Voluntary Benefits as a new revenue stream and as a way to bring more value to their clients. We can typically add 25% to their bottom line without having to open...
At WTW (NASDAQ: WTW), we provide data-driven, insight-led solutions in the areas of people, risk and capital. Leveraging the global view and local expertise of our colleagues serving 140 countries and markets, we help you sharpen your strategy, enhance organizational resilience, motivate your workforce and maximize performance.
WTW's Top Stability & Growth Strengths
Strong Market Position & Advantage: The company is consistently characterized as a top-tier global broker and advisory leader across insurance brokerage, risk consulting, and HR/benefits, operating at significant global scale. Leadership in insurance consulting and technology further reinforces a durable competitive position.
Strong Revenue Growth: Organic revenue has been steadily expanding across core segments, with recent quarters showing year-over-year top-line increases. Management continues to signal mid-single-digit organic growth ahead, indicating ongoing demand in the underlying business.
Cost & Operational Efficiency: Margin expansion is supported by productivity initiatives, disciplined cost controls, and AI-driven programs aimed at streamlining operations. These efforts have coincided with stronger profitability metrics and an emphasis on operational excellence.
Global Atlantic Financial Group is a leader in the U.S. life insurance and annuity industry, serving the needs of individuals and institutions. With differentiated investment and risk management capabilities, deep client relationships, and a strong financial foundation, the company has established a track record of delivering proven, value-added solutions and long-term growth. Global Atlantic is a majority-owned subsidiary of KKR,...
Visitors Insurance™.com A Division of Community Insurance Agency, Inc - is the one stop shop for international insurance options. We provides coverage for Non-U.S. citizens (Foreign national ( Parent's or relatives Visiting USA/Canada or worldwide)) traveling USA outside their home country or US resident/Citizens are travelling outside the USA. Fully insured (Medical, Dental, Life, Vision & Disability ( STD &...
Horace Mann was founded in 1945 by two educators in Springfield, Ill., who believed teachers deserved affordable auto insurance. Originally called the Illinois Education Association Mutual Insurance Company, our name was changed to honor the father of the American public education system, Horace Mann. We are proud to share his name. At Horace Mann, the hard work, commitment and dedication of...
Honeycomb was built to disrupt the real estate insurance industry. Using Artificial Intelligence and computer vision, we offer apartment buildings, condominium associations and single-family rental dwellings perfectly customized policies at unbeatable rates. Our digitally-native platform makes purchasing insurance an easy and transparent process for property owners, property managers associations directors, and retail agents.
Honeycomb Insurance's Top Stability & Growth Strengths
Strong Revenue Growth: The company is described as growing quickly, including claims of more than doubling sales in 2024 and scaling premium volume from a roughly $130M 2024 run-rate to about $275M annualized by late 2025.
Market Expansion: Operations are described as expanding state-by-state from the high teens toward the low 20s, with multiple new state launches cited through 2024–2026 and stated plans to reach roughly 23 states.
Strategic Partnerships: Added capacity support is described through carrier partnerships and program buildout, including expanding admitted capacity via Trisura and broadening non-admitted offerings with higher per-location limits.
Established in 1958, Ritchie Bros. (NYSE and TSX: RBA) is a global asset management and disposition company, offering customers end-to-end solutions for buying and selling used heavy equipment, trucks and other assets. Operating in a multitude of sectors, including construction, transportation, agriculture, energy, oil and gas, mining, and forestry, the company’s selling channels include: Ritchie Bros. Auctioneers, the world’s largest...
Ritchie Bros.'s Top Stability & Growth Strengths
Strong Market Position & Advantage: Company materials and independent coverage consistently characterize Ritchie Bros./RB Global as the leading heavy‑equipment auction platform, with marquee events (e.g., Orlando) demonstrating unmatched scale and liquidity. The IAA acquisition added co‑leadership in North American salvage‑vehicle auctions, reinforcing category leadership across equipment and vehicles.
Strong Revenue Growth: Reported results show year‑over‑year increases in GTV, total revenue, adjusted EBITDA, and adjusted EPS in recent periods, including Q1 2026. Management also indicated a higher 2026 GTV growth outlook alongside continued momentum from 2025.
Diversified Revenue Streams: A multi‑brand, multi‑format portfolio—auctions (Ritchie Bros., IronPlanet), managed marketplaces (Marketplace‑E), listings (Ritchie List, Mascus), and analytics/services (Rouse, SmartEquip, logistics)—supports liquidity and pricing transparency across channels. The addition of IAA broadened asset categories and cross‑sell opportunities across commercial equipment and vehicles.
A multi-year winner of Best Places to Work in Insurance (2009-2025), Hylant is a full-service insurance brokerage with offices in Florida, Georgia, Illinois, Indiana, Michigan, Ohio and Tennessee with more than 1,000 professionals on staff. Hylant offers complete risk management services, employee benefits consultation, wellness strategies, loss control, healthcare management and a wide array of insurance solutions for both businesses...
Hylant's Top Stability & Growth Strengths
Market Expansion: Evidence indicates sustained geographic expansion via new offices, acquisitions, and international partnerships across multiple regions. Openings in markets like Indiana, Miami, and Birmingham (MI), along with a Mexico presence and a Hawaii partnership, signal ongoing footprint growth.
Strong Revenue Growth: Evidence suggests multi-year organic growth and rising top-line momentum, alongside ambitions to scale materially over the next decade. Multiple statements in the data cite increased revenue levels and sales velocity, even though precise audited figures are not disclosed.
Strong Hiring & Retention: Feedback suggests durable employer-of-choice standing, with many consecutive Best Place to Work in Insurance recognitions. Coupled with workforce expansion and leadership additions, this supports sustained talent attraction and retention capacity.
National General Insurance is a specialty personal lines insurance company and one of the largest automobile insurers in the United States. We provide personal and commercial automobile insurance, homeowners and renters insurance, recreational vehicle and motorcycle insurance, supplemental health insurance and more. Learn more online at www.nationalgeneral.com.
National General's Top Stability & Growth Strengths
Investor Backing & Capital Strength: National General operates within Allstate’s rated group and is described as benefiting from the parent’s capital, data, and product expansion following the 2021 acquisition.
Market Expansion: National General is positioned as the spearhead of Allstate’s independent-agent strategy, with disclosures describing substantial expansion in customers and policies protected through independent agents since the acquisition.
Strong Revenue Growth: Allstate’s updates describe strong increases in National General–linked written premiums and premiums in the independent-agent channel, with management repeatedly framing the brand as a growth vector into 2024–2025.
