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109 remote jobs found in Chicago

Allstate
07/20/2026  
Licensed Insurance Sales Representative (Remote / Home-Based)
At Allstate, great things happen when our people work together to protect families and their belongings from life’s uncertainties. And for more than 90 years, our innovative drive has kept us a step ahead of our customers’ evolving needs. From advocating for seat belts, air bags and graduated driving laws, to being an industry leader in pricing sophistication, telematics, and, more recently, device and identity protection.  Job Description Allstate’s sales organization is growing its virtual workforce, and we are looking for highly motivated individuals that thrive in a fast-paced sales environment and enjoy being rewarded for their efforts. At Allstate, we are committed to offering a reputable product suite that protects people from life’s uncertainties so they can realize their hopes and dreams. As a full-time Insurance Sales Representative, you will: Engage with active insurance shoppers via inbound/outbound calls, live chat, SMS, and more in a work from home...
Allstate Chicago, IL Full Time
Berkley
07/18/2026  
Sr. Production Technology Underwriter - Illinois Territory (Remote)
Company Details   Berkley Technology Underwriters is a global insurance provider offering property, casualty, professional and cyber insurance coverage for technology companies.  Responsibilities As a Sr. Technology Underwriter, you’ll be responsible for the management and growth of a Illinois  book of business as well as the acquisition of new business with a focus on Technology Middle Market insurance customers.  We will rely on you to analyze customers’ business information and claims history, monitor clients’ activities to change the policies as risks evolve.  You’ll evaluate acceptability of individual risks and determine overall acceptability of risk, coverage terms and pricing to achieve company profit objectives.  You’ll work with agents/brokers to develop productive and profitable relationships while also ensuring compliance with company underwriting guidelines and insurance regulators.  Responsible for...
Berkley Chicago, IL
Berkley
06/30/2026  
Sr. Production Underwriting (Remote)
Company Details Berkley Human Services, a Berkley Company, is devoted to meeting the needs of Human Services Organizations. Our insurance policies are written through our Berkley affiliates, each of which is rated A+ (Superior) by A.M. Best Company with a Financial Category of XV.   We offer property and casualty coverages designed for the unique operational aspects of social service organizations. Our Human Services Program dates back to 1989, and has continuously evolved to meet the unique needs of the market we serve. We insure both nonprofit and for-profit social service organizations, such as child daycare, sheltered workshops, group homes, senior citizen centers, senior independent living, schools, counseling services, YMCAs, YWCAs, and Boys & Girls Clubs   Company URL: https://www.berkleyhumanservices.com/                     For highly qualified candidates who are not located within a 50-mile radius of the Minneapolis or Chicago...
Berkley Chicago, IL
Allstate
04/11/2026  
Licensed Insurance Sales Representative (Remote / Home-Based)
At Allstate, great things happen when our people work together to protect families and their belongings from life’s uncertainties. And for more than 90 years, our innovative drive has kept us a step ahead of our customers’ evolving needs. From advocating for seat belts, air bags and graduated driving laws, to being an industry leader in pricing sophistication, telematics, and, more recently, device and identity protection.  Job Description Allstate’s sales organization is growing its virtual workforce, and we are looking for highly motivated individuals that thrive in a fast-paced sales environment and enjoy being rewarded for their efforts. At Allstate, we are committed to offering a reputable product suite that protects people from life’s uncertainties so they can realize their hopes and dreams. As a full-time Insurance Sales Representative, you will: Engage with active insurance shoppers via inbound/outbound calls, live chat, SMS, and more in a work from home call...
Allstate Chicago, IL Full Time
Sedgwick
07/25/2026  
RN Field Case Manager
By joining Sedgwick, you'll be part of something truly meaningful. It’s what our 33,000 colleagues do every day for people around the world who are facing the unexpected. We invite you to grow your career with us, experience our caring culture, and enjoy work-life balance. Here, there’s no limit to what you can achieve. Newsweek Recognizes Sedgwick as America’s Greatest Workplaces National Top Companies Certified as a Great Place to Work® Fortune Best Workplaces in Financial Services & Insurance RN Field Case Manager This Field Case Manager will cover our Chicago, IL region and must live in this area in order to be considered. Northern regions preferred with travel to Mt. Prospect, Waukegan, Downers Grove, Glenview, Skokie and Libertyville. PRIMARY PURPOSE OF THE ROLE: Sedgwick Field Case Managers work face to face with their injured workers and medical providers t o facilitate; though advocacy, progressive medical treatment, and timely return-to-work;...
Sedgwick Chicago, IL Full Time
Huntington
07/25/2026  
CRB Treasury Management Advisor III - Chicago, IL
Description Summary: The CRB Treasury Management Advisor III is responsible for acquiring and developing new, profitable and quality treasury management relationships, as well as retaining and deepening existing customer relationships within the assigned territory by delivering sophisticated treasury solutions tailored to customer specifications, and ensuring all risk, regulatory and profitability goals are met.  This position works with customers and prospects with revenue between $1 million - $100 million. Duties and Responsibilities: Responsible for acquiring and developing new, profitable, and quality treasury management relationships, as well as retaining and deepening existing customer relationships within assigned territory or industry vertical, by delivering sophisticated treasury solutions tailored to customer specifications, and ensuring all risk, regulatory and profitability goals are met....
Huntington Chicago, IL Full Time
Berkley
07/25/2026  
Underwriter - HNW Personal Lines
Company Details   About Berkley One Berkley One is a modern insurance provider for a modern generation of affluence. We serve clients who live dynamic, adventurous lives and expect their insurance experience to match. Our mission is to deliver highly personalized risk and claims management through a blend of expert independent agents, cutting-edge digital tools, and the strength of the Berkley brand.   Why Join Us? At Berkley One, you’ll be part of a forward-thinking team that’s reimagining personal insurance. We’re building solutions that are as sophisticated and agile as the clients we serve—individuals and families who value innovation, simplicity, and exceptional service. You’ll collaborate with passionate professionals, leverage modern technology, and help shape the future of our industry.   What We Value A client-first mindset with a passion for delivering exceptional experiences Curiosity, creativity, and a drive to challenge...
Berkley Chicago, IL
Applied Systems
07/23/2026  
Sr. Project Manager
Job Description Team: Project Services Salary Range: $100,000-$130,000 USD Location: Remote - Chicago, Dallas, Atlanta, or Lincoln (Nebraska) This role is aligned to our hub locations. While we’re especially interested in candidates in or near these areas, we welcome applications from outside of these locations as well.   Opportunity for Impact Applied is where insurance technology gets reinvented, and we build it fast. Our cloud software and AI-powered solutions reach thousands of agencies and brokers worldwide, setting the pace for what modern insurance can do.   We’re looking for a Sr. Project Manager to join our Project Services andlead the delivery of complex, customer-facing implementation projects for some of Applied’s most strategic clients. In this role, you’ll serve as a trusted advisor, orchestrating cross-functional teams, driving exceptional customer experiences, and leveraging AI-enabled tools and innovative delivery...
Applied Systems Chicago, IL
The Hartford
07/22/2026  
Senior Staff Attorney Workers' Compensation
Sr Staff Attorney - LM07DE We’re determined to make a difference and are proud to be an insurance company that goes well beyond coverages and policies. Working here means having every opportunity to achieve your goals – and to help others accomplish theirs, too. Join our team as we help shape the future.              The Hartford currently has an in-house remote opportunity for a Senior Staff Attorney to litigate Workers' Compensation cases. This position is an ideal fit for an experienced Attorney with significant trial and litigation experience in Illinois, with additional experience in Indiana and/or Wisconsin a plus. The Senior Staff Attorney will strive to deliver the best possible results in pending litigation. In this position the Senior Attorney reports to the Assistant Managing Attorney. Our ideal candidate is an experienced Attorney with considerable trial experience and demonstrates the ability to independently handle cases from inception through trial....
The Hartford Chicago, IL Full Time
Huntington
07/22/2026  
Private Bank Market Manager III - Illinois/Wisconsin
Description Summary: The Private Bank Market Manager - Illinois/Wisconsin is responsible for managing and directing all Private Banking sales and service activities for a large region to provide leadership and guidance to Relationship Managers to deepen relationships within the region. Duties and Responsibilities: Establishes strategic plans and marketing initiatives that support business development goals within the market to achieve success across the Private Banking team. Responsible for meeting performance expectations relative to financial objectives for the region. Actively involved in identifying and cultivating relationships with centers of influence and internal leaders across all business segments to meet OCR expectations. May personally manage selected large accounts or portfolios of a complex or sensitive nature. Performs other duties as assigned. Basic Qualifications: Bachelor's...
Huntington Chicago, IL Full Time
Guardian
07/22/2026  
Client Manager Associate, Select Market (Central)
The Client Manager Associate, Select Market will assume overall responsibility for assisting Sales Representatives in the renewal process as well as recognizing opportunities to add additional lines of coverage to existing business. This position requires the individual to be an ambassador to the business and use best practices at all times.     The Client Manager Associate is directly and/or indirectly accountable for activities associated with plan retention and Add Issue sales including, but not limited to, generating plan options and quotes for additional lines of coverage. The individual will proactively mine for Add Issue opportunities, as well as handle incoming renewal requests. A successful candidate demonstrates strong customer service acumen, strong consulting/negotiation skills, and a deep product knowledge with a high degree of operational effectiveness.        You Are     Proven ability to build and maintain strong relationships...
Guardian Chicago, IL Full Time
Huntington
07/19/2026  
Associate - Financial Advisory Services
Description Summary: As an associate on the FAS team, you will help develop solutions to the financial and operational challenges facing our clients and improving their overall performance.  You will rely on your analytical skills and strong understanding of accounting and finance when you work on projects in transaction advisory. turnaround, restructuring, bankruptcy and performance improvement. Typical responsibilities will include: Duties and Responsibilities: Transaction Advisory: Analyze historical financial results to identify normalized earnings, working capital trends, and key diligence findings Assist in the preparation of Quality of Earnings (QoE) reports, including revenue, margin, and EBITDA analyses Identify and quantify adjustments related to non-recurring items, accounting policy differences, and operational inefficiencies Evaluate working capital targets and drivers, including...
Huntington Chicago, IL Full Time
Acrisure
07/18/2026  
Captive Marketing Underwriter
Job Description Location: Remote (United States) Or Hybrid (Las Vegas, NV) About Acrisure    A global fintech leader, Acrisure empowers millions of ambitious businesses and individuals with the right solutions to grow boldly forward. Bringing   cutting-edge   technology and top-tier human support together, we connect clients with customized solutions across a range of insurance, reinsurance, payroll, benefits, cybersecurity, mortgage services – and more .       In the last twelve years, Acrisure has grown in revenue from $38 million to almost   $5 billion   and employs over 19,000 colleagues in more than 20 countries. Acrisure was built on entrepreneurial spirit. Prioritizing leadership, accountability, and collaboration, we equip our teams to work at the highest levels possible.   Summary The Captive Marketing Underwriter is responsible for promoting and supporting captive insurance programs through broker training, client...
Acrisure Chicago, IL Full Time
The Hartford
07/18/2026  
AVP Applied AI
AVP Data Science - GD05AE We’re determined to make a difference and are proud to be an insurance company that goes well beyond coverages and policies. Working here means having every opportunity to achieve your goals – and to help others accomplish theirs, too. Join our team as we help shape the future.              The Assistant Vice President (AVP), Applied AI  leads data science, traditional machine learning, and agentic AI capabilities supporting The Hartford’s Business Insurance. This role partners closely with underwriting, product, actuarial, and technology leaders to deliver scalable, production ready models and ‑AI driven‑ decision systems that support complex risks, bespoke products, and profitable growth across specialty markets. This role can have a Hybrid or Remote work schedule.  Candidates who live near one of our office locations will have the expectation of working in an office 3 days a week (Tuesday through Thursday)  Candidates who do not...
The Hartford Chicago, IL Full Time
Huntington
07/18/2026  
Cybersecurity Architect Advisory Consultant
Description Summary: The Cybersecurity Architect Advisory Consultant reports to the Cybersecurity Architect Senior Manager and frequently interacts with the chief information security officer, as well as audit and compliance. The security solution architect is responsible for designing security solutions that protect business and customer data but also allow the business to execute and innovate. The Cybersecurity Architect Advisory Consultant works closely with many diverse and dynamic teams, including, but not limited to, security engineering, IT infrastructure, application development, security operations, security audit and end users. This position is also responsible for architecting solutions to secure business-to-business initiatives, third-party relationships, outsourced solutions and vendors. The Cybersecurity Architect Advisory Consultant provides expert guidance for addressing current security issues...
Huntington Chicago, IL Full Time
Applied Systems
07/18/2026  
Associate Software Engineer / Software Engineer
Job Description Amazing Career Moments Happen Here      Transforming the insurance industry is ambitious, we know. That’s why at Applied, we’re building a team that shows up every day ready to learn, willing to try new things, and driven to deliver innovative software and services that make us indispensable to our customers – all within a culture built on values that make us indispensable to each other too. With 40+ years of experience in the Insurtech game, we’re not just redefining what’s achievable; we’re creating a place where amazing career moments are made possible.          About Epic Engineering   Epic Engineering is building robust, scalable software solutions as we continue to improve system quality, accelerate delivery, and ensure maintainability across the ecosystem. We’re hiring an Associate Software Engineer interested in continuous learning, innovation, and making a measurable impact on our technology landscape....
Applied Systems Chicago, IL
Applied Systems
07/18/2026  
Senior Financial Analyst, Technical Software Spend
Job Description Amazing Career Moments Happen Here        Transforming the insurance industry is ambitious, we know. That’s why at Applied, we’re building a team that shows up every day ready to learn, willing to try new things, and driven to deliver innovative software and services that make us indispensable to our customers – all within a culture built on values that make us indispensable to each other too. With 40+ years of experience in the Insurtech game, we’re not just redefining what’s achievable; we’re creating a place where amazing career moments are made possible.           Position Overview      We are seeking a financially rigorous and technically fluent Senior Financial Analyst to join our Finance organization, focused on software and usage-based spend management. This role sits at the intersection of FP&A and FinOps — owning cost visibility, governance, and optimization across our key software and AI vendor relationships. You will...
Applied Systems Chicago, IL
EPIC Insurance Brokers & Consultants
07/17/2026  
Private Client Senior Account Manager/Account Executive
LOCATION: Remote, MT or CST time zones Come join our team! There are many reasons why EPIC Insurance Brokers & Consultants has become one of the fastest-growing firms in the insurance industry. Fueled and driven by capable, committed people who share common beliefs and values and “bring it” every day, EPIC is always looking for people who have “the right stuff” – people who know what they want and aren’t afraid to make it happen. Headquartered in New York City and founded in 2007, our company has over 4,000 employees nationwide. With locations spread out across the U.S., our local market knowledge and industry expertise helps support our clients' regional and global needs. We have grown very quickly since our founding, and we continue to see growth and success thanks to our hard-working and growth-minded employees.  Our core values are: Owner mindset, Inspire trust, Think big, and Drive results. If these values and growth align with what you're looking for in...
EPIC Insurance Brokers & Consultants Chicago, IL
EquiTrust Life Insurance Company
07/16/2026  
Treasury Analyst
Posting Title: Treasury Analyst Location: Chicago, IL (Mostly Off-Site) Employment Type: Full-time Salary Range: $57,094.00-$78,505.00 About Us: EquiTrust Life Insurance Company is a national carrier of competitive, client-friendly annuity products sold through a variety of distribution channels, including more than 20,000 independent agents and independent marketing organizations (IMOs). Since 2003, we have provided exceptional customer service to our clients by operating with integrity and passion. Our efforts are supported by a dedicated workforce who execute their responsibilities through teamwork and an entrepreneurial spirit. EquiTrust sells products nationwide and is headquartered in Chicago, Illinois, with operations in West Des Moines, Iowa. How You’ll Contribute: As a Treasury Analyst, you will play an important role in supporting EquiTrust's daily treasury operations by helping manage cash flow, payment processing, banking activities, and financial...
EquiTrust Life Insurance Company Chicago, IL Full Time
HUB International
07/13/2026  
Management Liability Specialist
Insureon, a division of Specialty Program Group and HUB International, is transforming the insurance industry through innovative distribution strategies, best-in-breed technology, and  an unwavering commitment to serving our customers. We’ve become one of the most prominent companies in the Insurtech revolution by challenging conventional thinking and finding unconventional solutions to the industry’s problems. Our efforts have gotten attention, too – we’ve received awards from: Entrepreneur Magazine (30th best privately owned company in 2016), Inc. Magazine (named one of the fastest-growing companies in 2014 and 2015), Insurance Journal (one of the Top 100 Property & Casualty Agencies in 2014, 2015, 2016, and 2021), Lexus Nexus (Most Innovative Insurtech award in 2017), Crain’s Fast 50 in 2017, Digital.com (named on of the top 10 “Best Small Business Insurance Companies of 2021”), Insurance Business America (recipient of 5-Star Insurance...
HUB International Chicago, IL Full Time

 

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