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Remote Insurance Technology Jobs in Madison, WI (NOW HIRING)

Talkiatry

Psychiatrist (Remote)

Madison, WI · Remote

$325K - $375K/yr

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

Employer-paid health, dental, and vision insurance (up to 100% of premiums) * Malpractice coverage ... Technology package provided What we're looking for: * Board-certified or board-eligible ...

Talkiatry

Psychiatrist (Remote)

Janesville, WI · Remote

$325K - $375K/yr

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

Employer-paid health, dental, and vision insurance (up to 100% of premiums) * Malpractice coverage ... Technology package provided What we're looking for: * Board-certified or board-eligible ...

Understory, Inc.

Corporate Controller (Insurance)

Madison, WI · Remote

  • Medical

  • Dental

  • Vision

  • Retirement

By combining mutualized, optimized risk structures with precision weather technology and modeling ... Comprising a compact yet fiercely dedicated & passionate remote team, Understory is a mission ...

TEKsystems

Licensed Insurance Representative

Madison, WI · Remote

$34.78 - $36.26/hr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

... remote position. Application Deadline This position is anticipated to close on Aug 18, 2026. About ... As an industry leader in Full-Stack Technology Services, Talent Services, and real-world ...

Saige Partners

IT Business Analyst

Madison, WI · On-site +1

Business Analyst / Product Owner (Insurance & Guidewire Claims Center) Location: Madison, WI or ... Remote U.S Considered Job Type: Contract (6 Months with Likely Extensions) Overview Our client is ...

Talkiatry

Remote Therapist - Wisconsin

Madison, WI · Remote

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

Employer-paid health, dental, vision insurance (up to 100% of premiums) * 401(k) match with ... Technology package provided Our history Talkiatry was founded in 2020 by Dr. Georgia Gaveras, a ...

Talkiatry

Remote Psychiatrist (MD/DO) - Wisconsin

Madison, WI · Remote

$325K - $375K/yr

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

Employer-paid health, dental, and vision insurance (up to 100% of premiums) * Malpractice coverage ... Technology package provided What we're looking for: * Board-certified or board-eligible ...

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Showing results 1-20

All JobsInsurance Technology JobsRemote Insurance Technology JobsRemote Insurance Technology Jobs in Madison, WI

Remote Insurance Technology information

See Madison, WI salary details

$28.2K

$71.8K

$142.1K

How much do remote insurance technology jobs pay per year?

As of Aug 18, 2026, the average yearly pay for remote insurance technology in Madison, WI is $71,836.00, according to ZipRecruiter salary data. Most workers in this role earn between $42,800.00 and $98,200.00 per year, depending on experience, location, and employer.

What are the most commonly searched types of Insurance Technology jobs in Madison, WI?

The most popular types of Insurance Technology jobs in Madison, WI are:

What are popular job titles related to Remote Insurance Technology jobs in Madison, WI?

For Remote Insurance Technology jobs in Madison, WI, the most frequently searched job titles are:

What job categories do people searching Remote Insurance Technology jobs in Madison, WI look for?

The top searched job categories for Remote Insurance Technology jobs in Madison, WI are:

Remote Insurance Technology jobs near you
Infographic showing various Remote Insurance Technology job openings in Madison, WI as of August 2026, with employment types broken down into 1% As Needed, 72% Full Time, 21% Part Time, and 6% Contract. Highlights an 90% Physical, 1% Hybrid, and 9% Remote job distribution, with an average salary of $71,836 per year, or $34.5 per hour.

Remote Insurance Representative

Dieter Insurance Group - Allstate Exclusive Agency

Sun Prairie, WI • Remote

$60K - $125K/yr

Full-time

Medical, Dental, Retirement, PTO

Posted 4 days ago

Job description

Join a supportive team where your growth and success matter. We provide hands-on training, ongoing guidance, and a proven process to help you feel confident in your role.


This fully remote, W-2 position offers base pay plus commission. You’ll connect with prospective customers, learn about their needs, and help them find insurance coverage that protects what matters most.


We’re looking for someone who is positive, coachable, goal-oriented, and ready to build a long-term career.


Why join us:

  • Competitive base salary plus commissions
  • Health, Dental, and Retirement benefits
  • Paid time off and flexible schedule
  • Monday to Friday schedule with evenings free
  • Growth opportunities into leadership and management


What we are looking for:

  • Sales experience and a track record of success
  • Excellent communication and people skills
  • A motivated, upbeat personality with a drive to win
  • An active insurance license or willingness to obtain one with our help.

This is your chance to join the number one Allstate Agency in the nation. We have built a culture that celebrates wins, supports growth, and rewards effort. If you are ready to work hard, get paid well, and take your career to new heights, we want to meet you.


Our interview process consists of:

  • A quick Phone Interview
  • A video Interview
  • A Final Interview

Our hiring process typically takes about a week

Apply today and start building your future with Dieter Insurance Group.


Applicants must currently live in Wisconsin.






Responsibilities
  • Connect with clients who are ready to talk about coverage
  • Guide them to the right Allstate solutions for their needs
  • Manage live transfers from our telemarketing team
  • Work toward clear, achievable sales goals
  • Deliver top notch service that keeps clients coming back
Requirements
  • Licensing: Must obtain and maintain an active Minnesota Insurance License upon employment.
  • Experience: No previous insurance experience required but a desire to learn the industry is essential.
  • Communication Skills: Excellent verbal and written communication abilities.
  • Customer Oriented: Passionate about delivering exceptional customer service and meeting clients’ insurance needs.
  • Adaptability: Ability to understand and apply insurance knowledge to real-world scenarios.
  • Team Player: Willingness to collaborate and work effectively within a sales team.
  • Drive: Self-motivated and eager to achieve sales goals and quotas.
  • Tech-Savvy: Comfortable using digital tools for client management and engagement.


Benefits
Paid Time Off (PTO)###Health Insurance###Dental Insurance###Career Growth Opportunities###Mon-Fri Schedule###Retirement Plan###Evenings Off###Hands on Training###Work from Home###