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Top Chicago, IL Insurance Companies (79)

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Consumer Web • eCommerce • Information Technology • Insurance • Mobile
Chicago, IL
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


Information Technology • Insurance • Professional Services • Software • Analytics
Chicago, IL
750 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).


Automotive • Insurance
Chicago, IL
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 • Insurance
Fully Remote
575 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.


Cloud • Insurance • Payments • Software
Chicago, IL
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!


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/


Healthtech • Information Technology • Insurance • Sales
Chicago, IL
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.


Cloud • Insurance • Professional Services • Analytics • Cybersecurity
Chicago, IL
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.


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.


Automotive • Big Data • Insurance • Software • Transportation
Chicago, IL
3,500 Employees

Agero is a leading provider of driver assistance, accident management, consumer affairs support and connected vehicle services for stakeholders across the automotive industry, including the world’s largest automakers, auto retailers, insurers, rideshare providers and other brands. As the driving force behind mobility support throughout all points in the vehicle ownership journey - from purchase to maintenance and breakdown to resell or trade in - we deliver a suite of powerful, innovative services and technology solutions that enable our 100+ clients to provide their drivers with enhanced communication, safety, and convenience for whatever their vehicle need.


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.


Insurance • Productivity • Software • Analytics • Financial Services
Chicago, IL
64 Employees

We are an innovative insurance tech startup redefining the way companies and employees work together to manage risk. When incidents happen in the workplace, the process is often confusing, scary, and frustrating – for both employers and employees. We build software that changes all that. Join our team to help revolutionize commercial insurance!


Automotive • Insurance • Software
Chicago

We’re RepairShare - Your revenue streams improved, your customer covered! We provide customized, AI-powered automotive warranty solutions for cutting-edge partners. 🛠 The global automobile warranty market is expected to grow to $60.82 Billion by 2030. Despite the size of this market, the purchase & claim process remains tedious, inefficient, and expensive for consumers. Most warranties are underwritten in opaque ways by dealers who are looking for easy money rather than providing value to consumers. RepairShare is pioneering a B2B2C auto warranty platform that, in its first iteration, provides high-quality and equitable warranties to consumers. 🚀 The main value proposition of RepairShare is the access to transparently priced warranties focusing on better coverage at reduced costs. With a revolutionary subscription-based model, RepairShare is going to help their customers move away from the traditional pre-paid system, which is in most cases inconvenient and inflexible. This solution, driven by over 1 billion data points from car service providers, reduces inefficiencies for consumers.


Fintech • Insurance • Real Estate • Software
Chicago, IL
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
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, IL
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.


Enterprise Web • Insurance
Fully Remote
51 Employees

ThreeFlow is the first Benefits Placement System, a new category of enterprise software that allows brokers and carriers to manage the entire placement process in one shared system. We make it easier for carriers to win business and brokers to empower employers with the details they need to make better benefits decisions.


Consumer Web • HR Tech • Insurance • Professional Services
Chicago, IL

The401kman provides Annuities, employee benefits plans, 401k plans, 401k rollovers, Roth IRAs, life insurance, medicare, Social Security, wills and trusts that can all contribute significantly towards a comfortable retirement.