Demo

Underwriter

SageSure
Chicago, IL Full Time
POSTED ON 12/29/2025
AVAILABLE BEFORE 1/29/2026
Overview:

If you're looking for the stability of a profitable, growing company with the entrepreneurial spirit of a startup, we’re hiring. SageSure, a leader in catastrophe-exposed property insurance, is seeking an Underwriter .

What you’d be doing:

  • Perform day-to-day underwriting activities; track underwriting actions for company referrals, make recommendations and ensure timely resolution of underwriting referrals; handle policy change requests and process data entry evaluate underwriting considerations; and execute follow-up action as needed.
  • Review and analyze error reports and provide resolution.
  • Evaluate risks for insurance to value to comply with product specific requirements.
  • Review property inspections for new business and/or renewals for property or liability concerns, recommend action, and track inspection status to take timely action.
  • Provide insights and trends from inspection report reviews for underwriting and product development enhancements.
  • Review, evaluate and monitor inspection reports for compliance and loss prevention.
  • Review and summarize content of claim files for claim coverage, handle claims referrals from adjusters, assess claim and underwriting files for recission action, and review prior claim & litigation disputes. Also assist in reviewing claim files to evaluate the application of critical endorsements at the time of loss.
  • Communicate with wholesalers, retail agents and individual insureds as necessary to assure high quality of data, underwrite exception risks, analyze and interpret coverage, and explain underwriting requirements and philosophies. Will communicate directly with policyholders as needed to answer questions or present information.
  • Contribute to preparing detailed business requirements for underwriting related projects for new products, system changes and enhancements.
  • Perform and validate system testing and communicate results.
  • Conduct policy reviews ensuring compliance with underwriting rules, policies, practices, and procedures.
  • Support Senior Underwriters, Data and Risk Analysts on projects, workflows, and underwriting data quality related procedures.
  • Execute underwriting project research to develop and improve underwriting policies, practices, procedures, workflows, and systems.
  • Perform other related duties and special projects as assigned or requested.


We’re looking for someone who has:

  • 3-5 years of Personal Lines Property-Casualty underwriting experience.
  • Effective verbal and written communication skills
  • Demonstrates an aptitude for expanding their underwriting knowledge.
  • Experience using Microsoft products including Excel, Word, and Teams and familiarity with other insurance software.


About SageSure:

Named among the Best Places to Work in Insurance by Business Insurance for four years in a row (2020-2023), SageSure is one of the largest managing general underwriters (MGU) focused on catastrophe-exposed markets in the US. Since its founding in 2009, SageSure has experienced exceptional growth while generating underwriting profits for carrier partners through hurricanes, wildfires, and hail. Available in 16 states, SageSure offers more than 50 competitively priced home, flood, earthquake, and commercial products on behalf of its highly rated carrier partners. Today, SageSure manages more than $1.9 billion of inforce premium and helps protect 640,000 policyholders.

SageSure has more than 1000 employees working remotely or in-office across nine offices: Cheshire, Connecticut; Chicago, Illinois; Cincinnati, Ohio; Houston, Texas; Jersey City, New Jersey; Mountain View, California; Marlton, New Jersey; Tallahassee, Florida; and Seattle, Washington.

SageSure offers generous health benefits and perks, including tuition reimbursement, wellness allowance, paid volunteer time off, a matching 401K plan, and more.

SageSure is a proud Equal Opportunity Employer committed to building a workforce that reflects the spectrum of perspectives, experiences, and abilities of the world we live in. We recognize that our differences make us strong, and we actively seek out diverse candidates through partnerships with organizations, institutions and communities that represent various backgrounds. We champion belonging and inclusion for all identities, including, but not limited to, race, ethnicity, religion, sexual orientation, age, veteran status, ability status, gender, and country of origin, striving to create a culture where all individuals feel valued, respected, and empowered to bring their authentic selves to work.

Our nimble, highly responsive culture nurtures critical thinkers who run toward problems and engineer solutions. We relentlessly pursue better outcomes by investing in the technology, talent, and tools that position us to succeed in demanding markets. Come join our team! Visit sagesure.com/careers to find a position for you.

Salary.com Estimation for Underwriter in Chicago, IL
$72,631 to $95,825
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