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Top Insurance Companies in Cleveland, OH (18)

Kemper
Automotive • Insurance
27 Offices
6,436 Employees
29 Benefits Hiring Now

The Kemper family of companies is one of the nation’s leading specialized insurers. With approximately $15 billion in assets, Kemper is improving the world of insurance by providing affordable and easy-to-use personalized solutions to individuals, families and businesses through its Auto, Personal Insurance, Life and Health brands. Kemper serves over 6.6 million policies, is represented by approximately 34,000 agents and...

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Kemper

Kemper's Top Stability & Growth Strengths

Strong Market Position & Advantage: In nonstandard auto, Kemper has a scaled, entrenched position with strong agent distribution and meaningful presence in key states following acquisitions like Infinity and a 2023 refocus on specialty lines. Industry tracking and company disclosures characterize it as a significant specialist, even while it sits outside the national top tier overall.

Investor Backing & Capital Strength: Capital and liquidity markers improved, with book value per share up year over year in 2025 and parent liquidity cited at over $1.0B alongside debt reduction and buybacks. These actions suggest balance-sheet flexibility to support the refocused franchise through volatility.

Market Expansion: Management is pursuing geographic diversification and rolling out new personal-auto products in markets such as Florida and Texas to reduce earnings volatility and restore competitiveness. Earlier 2025 updates also highlighted commercial auto and specialty P&C momentum, signaling targeted growth lanes.

CareSource
Healthtech • Insurance
6 Offices
3,668 Employees
35 Benefits Hiring Now

Health Care with Heart. It is more than a tagline; it’s how we do business. CareSource has been providing life-changing health care to people and communities for nearly 30 years and we will continue to be a transformative force in the industry by placing people over profits. CareSource is and will always be members first. Even as we grow, we...

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CareSource

CareSource's Top Stability & Growth Strengths

Market Expansion: New Medicaid awards and state entries (e.g., Nevada 2026 and expansions in Mississippi and Michigan) signal continued geographic growth even as the ACA footprint is adjusted. Pursuits in seniors/long‑term care (e.g., New York, Wisconsin LTSS affiliations) further broaden the reach.

Strategic Partnerships: Affiliations and joint ventures (e.g., Common Ground Healthcare Cooperative, Community Care, Lakeland Care, HAP CareSource, and Commonwealth Care Alliance) are expanding capabilities across Medicaid, Marketplace, and complex‑needs segments. These relationships support scale, add lines of business, and position the organization for procurement competitiveness.

Strong Market Position & Advantage: State‑level wins and incumbency retention (e.g., Georgia procurement outcome, large Medicaid presence) reinforce standing in core government programs. Hiring momentum around new launches (e.g., Nevada) suggests confidence in sustained operations and execution capacity.

AgencyBloc
Healthtech • Insurance • Software
3 Offices
140 Employees
22 Benefits Hiring Now
The #1 Recommended Insurance Industry Growth Platform serving the health, benefits, and senior insurance space.

The #1 Recommended Insurance Industry Growth Platform Accelerate the growth of your organization with the robust insurance-specific solutions that leading health, group benefits, and senior insurance agencies, GAs, IMO/FMOs, call centers, and carriers recommend. In 2008, “AgencyBloc” the brand was born, and the very first life and health insurance agencies began using our industry-specific CRM (Customer Relationship Management) and powerful commissions processing...

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AgencyBloc
AmTrust Financial
Insurance • Financial Services
22 Offices
4,104 Employees
35 Benefits Hiring Now

AmTrust Financial Services, Inc., through its subsidiaries, operates as a multinational property and casualty insurance company. Founded in 1998 to provide workers’ compensation insurance to small businesses in the United States, the company now operates in three segments around the globe: Small Commercial Business Insurance, Specialty Risk and Extended Warranty, and Specialty Middle-Market Property and Casualty Program Insurance.

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AmTrust Financial
Nationwide
Insurance
34 Offices
29,597 Employees
38 Benefits Hiring Now

Nationwide, a Fortune 100 company based in Columbus, Ohio, is one of the largest and strongest diversified insurance and financial services organizations in the United States. Nationwide is rated A+ by both A.M. Best and Standard & Poor’s. An industry leader in driving customer-focused innovation, Nationwide provides a full range of insurance and financial services products including auto, business, homeowners,...

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Nationwide

Nationwide's Top Stability & Growth Strengths

Strong Revenue Growth: Reported record total sales and premiums in 2025 with year-over-year growth, indicating momentum across the enterprise. Disclosures attribute gains to breadth across insurance and financial services alongside recent acquisitions expanding the portfolio.

Profitability: Net operating income increased meaningfully from 2024 to 2025, supported by higher net investment income and improved underwriting and operating results. External affirmations note favorable performance through 2024 and into 2025.

Investor Backing & Capital Strength: Total adjusted capital expanded to a company high with affirmed A-range financial strength ratings, signaling a solid balance sheet. Rising net investment income further reinforces capacity for ongoing commitments and resilience.

Western & Southern Financial Group
Fintech • Insurance • Financial Services
26 Offices
4,600 Employees
24 Benefits Hiring Now

We can help you reach your goals and achieve your dreams by assisting you with insurance protection, investments and retirement planning. We're here for you. Founded in Cincinnati in 1888 as The Western and Southern Life Insurance Company, Western & Southern Financial Group, Inc. has grown into a diversified family of financial services companies that includes the following: *The Western and...

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Western & Southern Financial Group
Selman & Company
Cleveland
133 Employees

Whether growing a client relationship, helping a customer select the right insurance product or designing a customer-facing web application, we look to the talent of our diverse workforce to drive business solutions. Our 30+ years of success wouldn't be possible without the innovative contributions of our dedicated team. We're a passionate organization dedicated to efficiently and consistently deliver extraordinary service as...

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Selman & Company
Fleet Response
Insurance
2 Offices
168 Employees
4 Benefits

Fleet Response continuously evolves to meet the needs of our customers, but our values never change. Since opening our doors in 1986, we’ve consistently added capabilities and defined industry standards by applying the founding principles of innovation, professionalism, accountability and effectiveness. Today, we describe it this way: Flexibility: Customizing our processes and programs to meet your specific needs. We understand every company...

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Fleet Response
Armada Risk Partners
Cleveland
11 Employees

We Protect. You Grow. Armada Risk Partners is an all risk insurance brokerage firm headquartered in Cleveland, Ohio. We offer clients ways to grow their business and realize greater revenue. Our proprietary examination of risk profiles gives us a window into their challenges and opportunities. This perspective helps us to identify prospective customers, partners, and strategic suppliers in our community who...

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Armada Risk Partners
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FM Global
Insurance
25 Offices
5,675 Employees
43 Benefits

FM Global is one of the world’s largest commercial property insurers. For nearly 200 years, the world’s leading businesses have worked with FM Global to develop robust property insurance and engineering solutions that build resilience into every corner of their operations. These solutions protect against fire, natural disasters and other types of property risk. We provide more than one-third of...

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FM Global

FM Global's Top Stability & Growth Strengths

Strong Market Position & Advantage: FM is positioned as a leader in large-commercial property insurance, particularly within the Highly Protected Risk (HPR) niche, supported by a differentiated engineering-driven loss-prevention model. Its penetration among large enterprises is reinforced by references to serving a substantial share of Fortune 500/Fortune 1000 companies.

Investor Backing & Capital Strength: The company is described as having strong capital and balance-sheet strength, with repeated references to very high policyholder surplus and top-tier financial strength ratings from multiple agencies. Large membership credits returned to clients are presented as enabled by strong financial performance and capitalization.

Resilient & Sustainable Growth: The data cites multi-year increases in premiums and surplus, alongside continued investments in brand, footprint, and capacity, indicating growth that is supported by profitability and capital accumulation. Expansion moves (e.g., offices and higher limits for specific segments) are portrayed as strengthening long-term growth momentum.

Consoliplex
Insurance
Cleveland
26 Employees

Designing and delivering solutions to meet the complex challenges of each health plan we manage. Consoliplex provides high quality health plan management services to chambers of commerce, trade associations and other organizations that aggregate small businesses together for health benefit solutions. In addition to providing high value administrative, technology, and advisory services to its customers, Consoliplex coordinates the efforts of the...

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Consoliplex
Oswald Companies
2 Offices
501 Employees
3 Benefits

Founded in 1893, Oswald is one of the nation's largest independent, employee-owned insurance brokerage firms. As a proud Partner of Assurex Global, the world's largest association of privately held insurance brokers, our risk management professionals service and support the needs of our clients throughout the U.S. and worldwide. Learn more at www.OswaldCompanies.com.

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Oswald Companies
Hylant
Insurance
20 Offices
1,295 Employees
24 Benefits
Insurance and risk management specialists focused on your interests. Not ours.

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...

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Hylant

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.

Progressive Insurance
8 Offices
51,000 Employees
40 Benefits
At Progressive, we offer a wide range of insurance products to meet your specific needs, including customized coverages.

For more than 80 years, Progressive has offered a wide range of insurance choices to customers, including Auto, Home, Renters, Commercial Auto, Small Business, Motorcycle, Boat policies, and more. Progressive is the third largest auto insurer in the country—a combined effort of every single Progressive person. We’re a diverse group of more than 50,000 talented employees—from all walks of life,...

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Progressive Insurance

Progressive Insurance's Top Stability & Growth Strengths

Strong Market Position & Advantage: Progressive holds a top-tier position—No. 2 in U.S. private‑passenger auto and No. 1 in commercial auto—with multiple analyses describing a narrowing gap with the category leader. Scale across both direct and independent‑agent channels supports durable share gains and competitive leverage.

Profitability: Recent underwriting results were standout, with materially sub‑90 combined ratios in 2024 and 2025 and continued monthly profitability into early 2026. Company commentary and independent analyses attribute this to disciplined pricing, segmentation, and risk selection.

Resilient & Sustainable Growth: Premiums written and policies in force expanded through 2025 and continued to grow into early 2026 while remaining solidly profitable. Quarterly and monthly disclosures point to broad-based personal lines growth and consistent execution.

Proformex
Insurance • Software
Cleveland
39 Employees

Proformex is an inforce management platform for life insurance and annuities.

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Proformex
National General
25 Offices
5,001 Employees
26 Benefits

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.

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National General

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.

Evarts Tremaine
Insurance
Cleveland
26 Employees

Evarts Tremaine is an independent, specialty insurance agency founded in 1844, providing smarter business insurance and personal insurance solutions with integrity, authenticity, knowledge, and innovation. Trusted advisors to Fortune 500 businesses, the manufacturing industry, high net worth families, and everyday people across the United States from Cleveland, OH.

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Evarts Tremaine
Medical Mutual of Ohio
4 Offices
2,193 Employees
30 Benefits

Medical Mutual Social Media Policy Welcome to the Medical Mutual LinkedIn page. We are glad you are here. Medical Mutual strives to create a welcoming, engaging and constructive community through this page. We welcome feedback, new ideas and constructive interaction. You are encouraged to submit comments, questions, and concerns, but please note we ask commenters to post content that is relevant...

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Medical Mutual of Ohio

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