Director of Technology

Job Opportunity at We Insure Group

At We Insure Group, we are passionate, driven, and purposeful in our mission to personalize protection at the right value. We believe in delivering tailored insurance solutions that meet each client's unique needs, ensuring they feel confident and supported in every decision.

As both a franchise platform and direct insurance provider, We Insure empowers like-minded entrepreneurs with the opportunity to own and operate successful agencies. With over 200 locations across 35 states, we support our agency owners, customers, and carrier partners by enabling faster service, greater efficiency, better choices, and improved results.

What sets us apart? We're data-driven for better value and people led for better service. Our purpose is rooted in clarity, guidance, and long-term trust helping individuals and business owners make informed choices about their insurance coverage. We're building something meaningful and looking for purpose-driven individuals to help lead the way.

Key Responsibilities

Technology Strategy & Roadmap

• Develop and refine a technology modernization roadmap in alignment with business goals.
• Identify opportunities to leverage technology for efficiency, better customer experience, and competitive differentiation.
• Present strategy and updates to executive leadership and company ownership.

Project Leadership

Systems Integration & Architecture

Software Development & Automation :

Vendor Management

Cloud Infrastructure & Security

Metrics & Reporting

Qualifications

Experience :

Technical Skills :

Strategic Thinking :

Project & Team Management :

Communication & Collaboration :

Innovative Mindset :

Education :

Our Values. The We Way.

At We Insure Group our values shape how we work, how we lead, and how we growtogether. They're more than just wordsthey guide every interaction, every decision, and every customer experience.

Our Total Rewards

This position is not able to be performed in California, Colorado, New York or Washington.

EEO

We Insure Group is an equal opportunity employer that does not discriminate on the basis of race, color, religion, sex (including pregnancy, sexual orientation, and gender identity), national origin, age, disability, veteran status, marital status, or any other protected characteristic. Our hiring practices ensure that all qualified applicants receive fair consideration without regard to these characteristics.

Disability

We Insure Group is committed to creating an inclusive and accessible workplace for all candidates, including those with disabilities. We are dedicated to ensuring equal employment opportunities and providing reasonable accommodations to qualified individuals with disabilities. If you require reasonable accommodations to participate in the application or interview process, please contact our HR department at hrinfo@peak6insurtech.com. We will work with you to provide the necessary accommodations to ensure your full participation in our hiring process.

Note to applicant : It is unlawful in Massachusetts and Maryland to require or administer a lie detector test as a condition of employment or continued employment