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Remote Insurance Technology Jobs in Chicago, IL (NOW HIRING)

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How much do remote insurance technology jobs pay per year?

As of May 30, 2026, the average yearly pay for remote insurance technology in Chicago, IL is $73,441.00, according to ZipRecruiter salary data. Most workers in this role earn between $43,800.00 and $100,400.00 per year, depending on experience, location, and employer.
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Remote Insurance Technology jobs near you

Insurance Agent - Remote (U.S. Based)

U Trust Insurance Agency LLC

Chicago, IL • Remote

Full-time

Posted 12 days ago

Job description

About Us

U Trust Insurance Agency LLC is a fast-growing commercial insurance agency specializing in trucking and transportation insurance across more than 30 states. We operate with clear processes, modern tools, and strong internal support, allowing our agents to perform efficiently and deliver excellent service.

We are looking for a skilled and motivated Remote Insurance Agent to join our expanding Sales Team.


Responsibilities

  • Work with a steady flow of warm leads generated internally
  • Conduct professional sales calls and identify client needs
  • Prepare and present insurance quotes (commercial auto, trucking, cargo, liability, etc.)
  • Build and maintain long-term client relationships
  • Manage renewals and ensure high-quality follow-up
  • Update records in Salesforce and Applied Epic accurately
  • Collaborate with Customer Service, Policy Services, and Underwriting teams
  • Communicate clearly and professionally with clients across multiple channels


What We Offer

  • Fully remote role with stable schedule (PST hours)
  • Strong operational and administrative support
  • Modern tech stack: Salesforce, Zoom Phone, Applied Epic, DocuSign
  • Clear workflows and responsive leadership
  • A supportive, professional, and growth-oriented team environment
  • Opportunity to grow within a stable and expanding organization


Requirements

  • Active P&C (Property & Casualty) insurance license - required
  • Experience in insurance sales (Commercial or Personal Lines)
  • Strong communication, negotiation, and customer service skills
  • Experience with trucking insurance is a plus
  • CRM experience (Salesforce preferred)
  • Highly organized, self-driven, and accountable
  • Must be legally authorized to work in the U.S.

Why Join Us

  • Work remotely while being part of a well-structured, supportive team
  • Clear processes and fast internal assistance
  • Consistent lead flow and organized collaboration with service teams
  • Strong presence in the trucking insurance industry
  • Opportunities for long-term career development
  • Professional culture built on trust, communication, and teamwork


How to Apply

Please apply directly through this job platform.
We carefully review every application, and while response times may vary,
we will follow up with each candidate.

Apply