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Insurtech Chicago Jobs (NOW HIRING)

... InsurTech, or related B2B data and analytics environments * Strong understanding of Life Insurance ... Base Pay Range for Chicago, IL is $130,200 - $241,800. Base Pay Range for MD is $124,200 - $230,800.

... InsurTech, or related B2B data and analytics environments * Strong understanding of Life Insurance ... Base Pay Range for Chicago, IL is $130,200 - $241,800. Base Pay Range for MD is $124,200 - $230,800.

With 40+ years of experience in the Insurtech game, we're not just redefining what's achievable; w ... Chicago, IL office. To keep us headed in the right direction, we're looking for people who ...

Senior Compensation Analyst

Chicago, IL · On-site +1

$85K - $111K/yr

With 40+ years of experience in the Insurtech game, we're not just redefining what's achievable; w ... our Chicago office. We're in the middle of a multi-year compensation roadmap built around high ...

Founding Staff AI Engineer

Chicago, IL · On-site

$150K - $250K/yr

... Chicago insurtech unicorn Kin Insurance * Used and loved by leading brokerages and claims teams to transform how work gets done including multiple top 15 brokerages with tremendous expansion ...

Senior Compensation Analyst

Chicago, IL · On-site +1

$85K - $111K/yr

With 40+ years of experience in the Insurtech game, we're not just redefining what's achievable; w ... our Chicago office. We're in the middle of a multi-year compensation roadmap built around high ...

Manager, Customer Support

Chicago, IL · On-site +1

$75K - $105K/yr

With 40+ years of experience in the Insurtech game, we're not just redefining what's achievable; w ... Candidates based in the Chicago , Dallas , or Atlanta areas are preferred. In this role, you'll ...

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Insurtech Chicago information

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$10

$67

$125

How much do insurtech chicago jobs pay per hour?

As of Jul 21, 2026, the average hourly pay for insurtech chicago in the United States is $67.68, according to ZipRecruiter salary data. Most workers in this role earn between $23.32 and $92.31 per hour, depending on experience, location, and employer.

What types of projects do professionals typically work on in Insurtech roles based in Chicago?

In Insurtech roles in Chicago, professionals often collaborate on innovative projects such as developing digital insurance platforms, implementing data analytics for risk assessment, and creating customer-centric mobile applications. Teams are usually cross-functional, bringing together software developers, data scientists, product managers, and insurance experts to address industry challenges. The dynamic environment encourages continuous learning and adaptation to new technologies, offering plenty of opportunities for professional growth and advancement within both startups and established insurance companies.

What are the key skills and qualifications needed to thrive in an Insurtech role in Chicago, and why are they important?

To thrive in an Insurtech role in Chicago, you need a solid understanding of insurance fundamentals, data analytics, and technology integration, often backed by a degree in business, finance, or computer science. Familiarity with insurtech platforms, digital claims processing systems, and data analysis tools like SQL or Python is typically required. Strong problem-solving, adaptability, and communication skills help professionals navigate a rapidly evolving industry and collaborate with cross-functional teams. These competencies are crucial for driving innovation and efficiency in Chicago’s competitive insurance technology market.

What is Insurtech Chicago?

Insurtech Chicago refers to the community and ecosystem of insurance technology (insurtech) companies, startups, investors, and professionals based in Chicago. This group focuses on leveraging technology to innovate and improve the insurance industry, from customer experience to underwriting and claims management. Insurtech Chicago often hosts networking events, conferences, and educational sessions to connect industry leaders and foster collaboration. The city is becoming a hub for insurtech due to its strong financial sector, talent pool, and supportive business environment.

What is the difference between Insurtech Chicago vs Insurance Underwriter?

AspectInsurtech ChicagoInsurance Underwriter
CredentialsTypically requires a bachelor’s degree in business, finance, or related fieldsRequires a bachelor’s degree; certifications like CPCU or ARM are common
Work EnvironmentTech-driven startups, insurance technology companies, innovation hubsInsurance companies, underwriting departments, corporate offices
Industry UsageFocuses on insurance technology solutions, digital platforms, and innovationFocuses on evaluating risks, pricing policies, and approving coverage

Insurtech Chicago involves working within technology-focused insurance companies or startups, emphasizing innovation and digital solutions. In contrast, Insurance Underwriters primarily assess risks and determine policy terms within traditional insurance firms. Both roles require similar educational backgrounds and industry knowledge but differ in work environment and focus areas.

What cities are hiring for Insurtech Chicago jobs? Cities with the most Insurtech Chicago job openings:
What states have the most Insurtech Chicago jobs? States with the most job openings for Insurtech Chicago jobs include:
What job categories do people searching Insurtech Chicago jobs look for? The top searched job categories for Insurtech Chicago jobs are:
Infographic showing various Insurtech Chicago job openings in the United States as of July 2026, with employment types broken down into 2% As Needed, 85% Full Time, 11% Part Time, and 2% Contract. Highlights an 90% Physical, 5% Hybrid, and 5% Remote job distribution, with an average salary of $140,766 per year, or $67.7 per hour.
Associate Customer Project Lead

Associate Customer Project Lead

Applied Systems, Inc.

Chicago, IL • Remote

$55K - $85K/yr

Full-time

Medical, Dental, Vision, PTO

Posted 21 days ago


Applied Systems rating

8.0

Company rating: 8.0 out of 10

Based on 6 frontline employees who took The Breakroom Quiz

146th of 281 rated insurance


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 only redefining what’s achievable, we’re also creating a place where amazing career moments are made possible.

 

Position Overview

We’re searching for two Associate Customer Project Leads to join our Implementation Team in a remote capacity within the United States with a preference for those in the Chicago area. To keep us headed in the right direction, we’re looking for people who understand winning is a team sport, who value and seek to learn from our team’s diverse experiences and backgrounds, who welcome a challenge and take risks in the pursuit of creating better outcomes for our customers, and who can, at any given time, step back to laugh and have some fun.   

What You’ll Do

  • Plan, manage, and adapt implementation projects to meet evolving customer needs
  • Lead setup, configuration, activation, and intermediate troubleshooting to ensure successful deployments
  • Own endtoend customer communication as the primary point of contact, managing expectations and sharing progress
  • Build strong, trustbased customer relationships by proactively addressing risks and anticipating needs
  • Translate technical and process details into clear, customerfriendly guidance
  • Serve as a product SME, managing complex, multisystem implementations and coordinating crossfunctional teams for smooth handoffs

We’re Excited to Learn More About You 

Your experience may include:

  • Bachelor’s Degree or equivalent work experience
  • 3+ years of Customer Service experience
  • Proficient with Microsoft Office

You may have other skills or credentials, including:

  • PMP Certification
  • Insurance industry knowledge
  • Implementation experience
  • Data conversion experience

We know that talent comes from all backgrounds and experience levels. We encourage military members and their spouses as well as candidates without a degree or a background in tech to apply! 

When You Join Team Applied, You Can Expect: 

A culture that values who you are and recognizes that you aren’t just an employee; you are a teammate, and you matter. We thrive on the benefits of our different experiences and celebrate the uniqueness our teammates bring to work with them every day. 

We flex our time together, collaborating remotely and in-person to empower our teams to work in the ways that work best for them.At Applied, we are not only committed to delivering innovative services to our clients but doing so as a team. 

A comprehensive benefits and compensation package that centers our teammates and helps them to bring their best to work every day: 

  • Medical, Dental, and Vision Coverage
  • Holiday and Vacation Time
  • Health & Wellness Days
  • A Bonus Day for Your Birthday

Learn more about the people behind our products at https://www1.appliedsystems.com/en-ca/about-us/jobs/  


Our targeted starting base salary in the United States for this position ranges from $55,000 - $85,000 USD. To determine a new team member’s starting pay, we consider a variety of factors, including someone’s depth, breadth, and variety of experience, skills, and responsibilities. Depending on the role, team members may also be eligible to participate in additional compensation plans such as bonus and commission.

Your Security Matters: 
Our candidates’ personal information and online safety are top of mind for us. At Applied, we proactively protect your personal information and only communicate with candidates via a secure @appliedsystems.com email or through our official careers portal. Recruiters will never request payments, ask for financial account information or sensitive information like social security numbers. 

EEO Statement 

Applied Systems is proud to be an Equal Employment Opportunity Employer. Diversity and Inclusion is a business imperative and is a part of building our brand and reputation. At Applied, we don’t discriminate, and we are committed to recruit, develop, retain, and promote regardless of race, religion, color, national origin, sexual orientation, gender identity, disability, age, veteran status, and other protected status as required by applicable law. 

#LI-Remote 

#LI-US 


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