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Top Chicago, IL Insurance Companies (78)

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Fintech • Insurance • Financial Services
Fully Remote
200 Employees

Insurance... sounds slow, old-fashioned, and unexciting. Exactly. Insurance is broken, and it's failing fast-moving startups and growing technology companies. Vouch is a new, technology-first insurance company backed with $160M in funding from world-class investors. Like Stripe for payments or Brex for credit cards, Vouch is creating the go-to business insurance for high-growth companies. We're doing this by making insurance fast, responsive, and focused on our customers -high growth and innovative companies. Instead of printed PDF applications and week-long waits, Vouch is building new technology to solve real problems, writing policies that actually cover relevant startup scenarios, and designing simple experiences in an otherwise frustrating industry.


Cloud • Insurance • Payments • Software
Chicago, Illinois, USA
2,500 Employees

For 40 years, Applied Systems has created innovative technology for the global insurance industry. Today, we are a rapidly growing cloud software leader that is revolutionizing the way insurance agencies and brokers succeed.


Cloud • Enterprise Web • Insurance • Mobile • Software
Fully Remote
593 Employees

Snapsheet is an insurance technology company bringing the future to auto claims processing. We build products to drive efficiencies using data and technology. When the insured is at their worst, Snapsheet is there to help! We are experiencing hyper growth mode — check out our open positions!


Healthtech • Information Technology • Insurance • Sales
Chicago, Illinois, USA
3,000 Employees

At GoHealth, our mission is simple:To improve access to healthcare in America. Achieving this mission relies on hiring and developing great people, which is why our team is our top priority. We encourage employees to do their best work through innovation and risk taking. Our environment is fun yet constructive, thanks to our leadership.


Information Technology • Insurance • Professional Services • Software • Analytics
Chicago, Illinois, USA
800 Employees

Origami Risk is a leading provider of integrated SaaS solutions for risk management, insurance, safety, and compliance. We've designed our single-platform, cloud-based software to be easily configurable to meet the needs of insured corporate and public entities, brokers and risk consultants, insurers and MGAs, third party claims administrators (TPAs), risk pools, and more. To fulfill our singular focus of helping our clients achieve their business objectives, our software is supported by a best-in-class service team of experienced risk, insurance, and safety professionals who have an ideal balance of industry knowledge and technological expertise. Since its founding in 2009, Origami Risk has received more than two dozen awards for service excellence, technology innovation, and workplace culture. In addition to inclusion in Deloitte’s Technology Fast 500™, a ranking of the 500 fastest-growing tech companies in North America, Origami Risk also has been repeatedly recognized by Inc. magazine as one of the “Best Places to Work” and Best and Brightest® Companies To Work For in the Nation by the National Association for Business Resources (NABR).


Cloud • Insurance • Professional Services • Analytics • Cybersecurity
Chicago, Illinois, USA
7,000 Employees

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 for all employees. Our eight Employee Resource Groups elevate the voices of underrepresented groups and champion critical DEI initiatives in the workplace and beyond. We strive to promote an environment of inclusion and continuously work to ensure all employees feel valued and respected.


Healthtech • HR Tech • Insurance • Mobile • Software
Fully Remote
400 Employees

HealthJoy is driven to remove the complexity from being healthy and well through our app. We guide our members to affordable, high-quality healthcare by consolidating our customers’ health and wellness strategies into a simple, unified digital experience.


Consumer Web • eCommerce • Information Technology • Insurance • Mobile
Chicago, Illinois, USA
400 Employees

Route gives consumers the power to track all their orders in one place from any merchant. With a Route integration, a consumer is able to carbon neutralize their package with green tracking and green package protection. If any issues arise, users can resolve an order issues within a few taps with resolve. Additionally, Route partners with merchants to turn tracking into a brand-building opportunity, providing a full suite of ecommerce tools that easily integrates into their site, and allows merchants to optimize how their brand is discovered by shoppers worldwide. Learn more at www.route.com


Fintech • Insurance
Fully Remote
624 Employees

Kin exists to change home insurance from what it is to what it should be. Founded in 2016 by seasoned financial technology entrepreneurs, Kin is a fully-licensed home insurance technology company that provides affordable coverage to homeowners in catastrophe-prone regions like Florida and California. Our financial stability rating of “A — Exceptional” from Demotech, Inc. means we have the financial strength to help our customers through everything – from everyday claims to catastrophes. With just a customer address, we instantly access thousands of property data points to customize coverage and prices through a super simple user experience. We handle the complexity of home insurance so our customers don’t have to.


Fintech • Insurance
Fully Remote
417 Employees

We’re an affordable car insurance company that’s smarter, faster and puts your needs above all else, helping you make informed decisions every step of the way. Our API-first approach offers the industry’s fastest claims, easy payments, and convenient policy management through an award-winning mobile app. Our powerful technology, coupled with our dedicated Customer Advocate team, provides an excellent insurance experience with affordable rates. We incorporate a supportive, welcoming environment in our business model and office culture. Interested in joining the Clearcover team? Apply for a role now: https://clearcover.com/careers/

Vouch Insurance Thumbnail
Fintech • Insurance • Financial Services
Fully Remote
200 Employees
Applied Systems Thumbnail
Cloud • Insurance • Payments • Software
Chicago, Illinois, USA
2500 Employees
Snapsheet Thumbnail
Cloud • Enterprise Web • Insurance • Mobile • Software
Fully Remote
593 Employees
GoHealth Thumbnail
Healthtech • Information Technology • Insurance • Sales
Chicago, Illinois, USA
3000 Employees
Origami Risk Thumbnail
Information Technology • Insurance • Professional Services • Software • Analytics
Chicago, Illinois, USA
800 Employees
CNA Thumbnail
Cloud • Insurance • Professional Services • Analytics • Cybersecurity
Chicago, Illinois, USA
7000 Employees
HealthJoy Thumbnail
Healthtech • HR Tech • Insurance • Mobile • Software
Fully Remote
400 Employees
Route Thumbnail
Consumer Web • eCommerce • Information Technology • Insurance • Mobile
Chicago, Illinois, USA
400 Employees
Kin Insurance Thumbnail
Fintech • Insurance
Fully Remote
624 Employees

Insurance
Fully Remote
1,296 Employees

Argo Group is a U.S.-focused underwriter of specialty insurance products in the property and casualty market. We offer a full line of products and services designed to meet the unique coverage and claims-handling needs of businesses. Since 1957, we share a firm commitment to working together with independent agents, wholesale brokers and retail brokerage partners to deliver innovative products for niche markets. Headquartered in Bermuda, we’re a diverse company with multiple offices in the United States, United Kingdom, Brazil and United Arab Emirates. Our belief that the company’s success is linked to our employees drives our commitment to creating an environment and culture of respect where everyone can thrive. We value helping the communities around us, growing alongside our employees through innovation and creating a workplace with work-life balance.


Automotive • eCommerce • Fintech • Insurance • Financial Services
Chicago, Illinois, USA
2 Employees

CarmaCare is on a mission to make car ownership more affordable and convenient for everyone. We are building a proprietary healthcare for your car subscription service that provides a seamless end to end digital experience and gives consumers peace of mind for any surprise out of pocket repair bills. We are leveraging technology and data to disrupt the analog and antiquated $40 billion Auto Warranty/Vehicle Service Contract space.


Automotive • Insurance
Chicago, Illinois, USA
83 Employees

HDVI is modern insurance for today’s fleets driven by service, safety, and savings. With real-time telematics data informing our risk models, we help lower premiums, mitigate risk, engage and reward drivers, and, simply put, offer uncomplicated protection for trucking fleets. Our customers are small to midsize truck fleet operators who benefit from dynamic and transparent pricing – automatically reducing their premiums for safer driving. HDVI combines magnitude and stability with innovation to revolutionize commercial trucking insurance by leveraging a best-in-class partner ecosystem.


Fintech • Information Technology • Insurance
8,500 Employees

National General Insurance Group offers property and casualty products, including personal auto, RV, motorcycle, commercial auto and more. With a nationwide network of claims professionals and a 24-hour, toll-free claims hotline available 365 days a year, National General Insurance provides superior claims service for its customers.


Fintech • Insurance • Real Estate • Software
Chicago, Illinois, USA
23 Employees

Obie is reinventing the commercial insurance process. We're a Y Combinator and venture-backed tech company that offers property and casualty insurance specifically designed for landlords and real estate investors. Whether you're a seasoned investor or just starting out, Obie makes requesting a quote and getting coverage simple and transparent.


Insurance

W. R. Berkley Corporation, founded in 1967, is one of the nation’s premier commercial lines property casualty insurance providers. Each of the operating units in Berkley participates in a niche market requiring specialized knowledge about a territory or product.


Insurance
230 Employees

WNC Insurance Services is a leading property and casualty underwriting agency that offers specialty risk management solutions backed by deep underwriting and product expertise, superior claim management and the highest caliber of customer service. We help you manage your risks with insurance solutions, not pre-packaged offerings. Our broad portfolio of market-leading products and services are born out of collaboration, imagination and innovation to meet your client’s most complex needs. We pioneer creative insurance solutions backed by our deep underwriting and product expertise, superior claim management and the highest caliber of customer service. Our core values provide a foundation for building strong and enduring partnerships with our clients and each other.


Consumer Web • Healthtech • Insurance • Professional Services • Hospitality
Fully Remote
53 Employees

Connie Health helps you live a healthier and happier life while spending less on healthcare. This is achieved by finding your optimal healthcare plan with the best doctors available. And by helping you navigate your plans’ benefits—and the Medicare system. We achieve this by pairing technology with local Medicare expertise and personalized human interactions. Connie Health’s advanced technology simplifies the selection process with unbiased plan advice based on the doctors, medications, and benefits that are important to you—and available in your community. All the while, a local licensed expert is available to answer your questions and guide you through the process to help make the right decision for yourself or your loved ones. Once enrolled in a plan, you have access to a local Medicare care team. Your care team can help you find doctors and specialists, and explain your plan benefits.


Insurance • Security • Software
Chicago
51 Employees

OnSiteIQ is a Construction Intelligence Platform for real estate owners and developers. Our clients explore stunning 360-degree imagery — from any device — to monitor progress, pinpoint issues, and collaborate with teammates. It's dead simple, but wildly powerful.


Automotive • Consumer Web • Insurance
26 Employees

<p>Based in Chicago, ForeverCar has built the first-ever fully transparent online shopping and buying portal for extended car warranties. &nbsp;With our recent launch, we are poised to scale and address a multi-billion dollar industry where no dominant brand exists. &nbsp;Offering only the best coverage in the industry, our claims are backed by an