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Director Insurtech Jobs in Illinois (NOW HIRING)

Beagle Insurance

Be Seen First

Billing Operations Intern (Summer)

Chicago, IL · On-site

$4.0K/mo

Mentorship and direct exposure to a fast-scaling insurtech team. * Stocked office and regular team events. * Pathway to full-time for strong performers -- confirm Why Work Here? Beagle is one of the ...

Trustmark

Applications Delivery Director

Lake Forest, IL · On-site

$113K - $209K/yr

About the role As the Applications Delivery Director for Enrollment & Partner Connectivity Technology at Trustmark, you will bring deep insurance technology (InsurTech) delivery experience, domain ...

HUB

Management Liability Specialist

Chicago, IL · On-site +1

$60K - $100K/yr

We've become one of the most prominent companies in the Insurtech revolution by challenging ... including Directors, Officers, and Corporate Liability (D&O), Employment Practices Liability ...

At-Bay

Actuarial Manager, Pricing

Chicago, IL · On-site

$175K - $205K/yr

... Insurtech/consulting company * ACAS or FCAS certification * 1+ years serving in a direct managerial, team lead, or mentorship capacity, showcasing your ability to lead and mentor Analyst staff

At-Bay

Actuarial Manager, Pricing

Chicago, IL · On-site

$175K - $205K/yr

... Insurtech/consulting company * ACAS or FCAS certification * 1+ years serving in a direct managerial, team lead, or mentorship capacity, showcasing your ability to lead and mentor Analyst staff

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All JobsInsurtech JobsDirector Insurtech JobsDirector Insurtech Jobs in Illinois

Director Insurtech information

What is the difference between Director Insurtech vs Product Manager Insurtech?

AspectDirector InsurtechProduct Manager Insurtech
ResponsibilitiesOversees strategic initiatives, manages teams, and aligns insurtech innovations with business goals.Focuses on developing, launching, and managing specific insurance products within the insurtech space.
Required CredentialsBachelor's or Master’s in Business, Insurance, or Technology; extensive industry experience.Bachelor's in Business, Marketing, or Tech; experience in product development preferred.
Work EnvironmentLeadership role in corporate or startup settings, collaborating with cross-functional teams.Product-focused teams, working closely with engineering, marketing, and sales.

The main difference is that the Director Insurtech leads strategic initiatives and manages teams, while the Product Manager Insurtech concentrates on developing and executing specific insurance products. Both roles require industry knowledge, but the director has broader oversight and strategic responsibilities.

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Director Insurtech jobs near you

Director, Digital Insurance Platform (GTM & Product Engineering)

Warrior Insurance Network

Chicago, IL • On-site

Full-time

Re-posted 18 hours ago

Job description

We are seeking a strategic, hands-on leader to build and scale a best-in-class, consumer-facing digital insurance sales platform. This role owns the end-to-end digital business-from customer acquisition through quote, bind, and payment-while ensuring a seamless, compliant, and high-converting user experience.

Sitting at the intersection of product, engineering, marketing, and insurance operations, this leader will define and execute the go-to-market (GTM) strategy while simultaneously driving platform innovation and performance. The role carries full accountability for digital revenue growth, customer experience, and unit economics across all markets.

Duties & Responsibilities:

  • Platform & Product Ownership
    • Own the end-to-end digital insurance platform including quoting, binding, payment, and customer experience
    • Lead platform architecture, system integrations, workflows, and data strategy
    • Drive UX/UI design and continuous optimization to improve conversion and reduce friction
    • Oversee development teams and vendors to deliver scalable, high-performing solutions
  • Go-to-Market Strategy & Execution
    • Develop and execute comprehensive GTM strategies aligned to growth and revenue goals
    • Define target segments, positioning, pricing strategy, and channel approach
    • Lead cross-channel execution including digital acquisition, partnerships, and distribution
  • Growth & Performance Management
    • Own core performance metrics including conversion rates, CAC, and revenue growth
    • Establish KPI frameworks and dashboards to monitor funnel performance
    • Continuously optimize acquisition, conversion, and retention through data-driven insights
  • Market & Competitive Intelligence
    • Conduct ongoing market research and competitive analysis to inform strategy
    • Identify emerging trends, customer needs, and opportunities for differentiation
  • Cross-Functional Leadership
    • Align engineering, product, marketing, underwriting, and operations around a unified strategy
    • Drive execution across teams with clear prioritization, timelines, and accountability
    • Act as the central decision-maker balancing growth, compliance, and technical constraints

Background & Experience

  • 8–15+ years of experience in P&C personal lines insurance products with focus on digital products, Insurtech, e-commerce, or related fields.
  • Proven track record of owning and scaling a revenue-generating digital platform or funnel from product management, customer journey design, sales & marketing and conversion optimization
  • Demonstrated success in developing and executing GTM strategies in a digital environment
  • Experience working with engineering teams on platform architecture, APIs, and integrations
  • Strong analytical mindset with experience using data to drive decisions and performance improvements
  • Ability to lead cross-functional teams and operate effectively in a fast-paced, high-growth environment

Success in this role requires a hybrid leader who can seamlessly integrate product, technology, and growth strategy-owning outcomes from platform design through revenue generation.


Job Posted by ApplicantPro