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You will be updated with latest job alerts via emailWho We Are.
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 clients 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 Were 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. Were building something meaningful and looking for purpose-driven individuals to help lead the way.
Role Overview
We Insure is seeking a Senior Director of Technology Business Systems & Integration to lead our enterprise technology strategy through a pivotal modernization phase. This leader will own the vision and execution of the technology roadmap upgrading legacy systems integrating cloud-based platforms leveraging AI-driven solutions and ensuring seamless data flow across all core business applications.
This is a hands-on leadership role overseeing a team of up to four engineers and guiding key vendor partnerships. The ideal candidate brings strategic vision proven execution and the ability to align technology and AI initiatives with business outcomes in a fast-paced growth-oriented environment.
Location: Austin TX (Hybrid)
Key Responsibilities
Technology Strategy and Roadmap
Develop and refine a technology modernization roadmap aligned with business goals.
Identify opportunities to reduce silos and create real time connectivity across systems and data.
Leverage technology to improve efficiency for employees strengthen customer experience and enable smarter decision making.
Present strategy and progress to executive leadership and company ownership.
Commercial Acumen and Business Alignment
Connects technology strategy to sales customer experience and overall business outcomes.
Skilled at bridging technical and business language clearly articulating the why behind architecture and modernization decisions.
Evaluate build vs. buy decisions reduce tech debt and ensure technology investments deliver measurable ROI.
Understands how technology modernization supports growth efficiency and competitive advantage.
Project Leadership and Roadmap Execution
Provide hands on leadership in delivering cross-functional initiatives migrations and enterprise platform rollouts.
Drive technology transformation by aligning system improvements with business goals and employee needs.
Manage portfolio of initiatives (system integrations vendor implementation and application deployment using agile best practices.
Ensure projects are delivered on time within budget and in alignment with business priorities.
Systems Integration and Architecture
Oversee the integration of core systems (Applied Epic AMS InsuredMine CRM comparative raters telephony data warehouse etc.).
Guide and design enterprise/business system integrations that reduce data silos improve accuracy and ensure seamless information flow.
Evolve enterprise architecture by moving from legacy/monolithic systems toward more flexible service oriented designs.
Process Automation and Optimization
Identify gaps not met by vendor platforms and close them through workflow automation APIs or lightweight tools.
Oversee delivery of dashboards reporting tools or RPA solutions that improve efficiency and access to real time data.
Ensure all solutions are scalable reliable and integrated into the broader enterprise architecture.
AI -Driven Technology Solutions
Lead the rollout of AI chatbots and call routing tools that cut call times and give customers faster smoother service.
Use AI to automate repetitive tasks streamline workflows and fill gaps our vendor platforms dont cover.
Implement AI to clean up data and deliver predictive insights that help the business make smarter faster decisions.
Vendor Management
Act as primary liaison with technology vendors (Applied Epic InsuredMine etc.)
Evaluate third party solutions and negotiate contracts in collaboration with procurement.
Hold vendors accountable to commitments and advocate for enhancements (e.g. APIs franchise specific features).
Cloud Infrastructure and Security
Oversee cloud infrastructure (primarily AWS) for reliability scalability and security.
Coordinate with IT/security resources on data protection backups and compliance with insurance data regulations.
Ensure high availability standards across the integrated environment.
Metrics and Reporting
Define and track KPIs for technology operations (e.g. ROI adoption rates uptime response times).
Provide transparent updates to leadership and franchises on progress and impact.
Use data to drive decision making and continuous improvement.
Experience Needed
Strong background in enterprise/business systems and integrations including CRM telephony and data warehouse platforms.
Proven track record modernizing frameworks and moving from legacy to secure scalable service-oriented architectures.
Demonstrated ability to deliver measurable gains in efficiency scalability and reliability.
Skilled at linking technology strategy to sales customer experience and business outcomes and influencing executives with clear communication.
Leadership in cross-functional initiatives migrations and enterprise platform rollouts.
Implementation of AI technology solutions with proven results such as chatbots call routing or predictive analytics that reduce manual work improve data quality and enhance customer experience.
Education
Bachelors degree in information systems Computer Science Engineering or a related field required.
Advanced degree or relevant certifications (e.g. Enterprise Architecture Cloud Project Management) are a plus but not required.
Our Values. The We Way.
At We Insure Group our values shape how we work how we lead and how we growtogether. Theyre more than just wordsthey guide every interaction every decision and every customer experience.
We Way Reflects Our Commitment to.
We personalize protection at a price you can trust
We hustle to find opportunity
We care authentically
We thrive in ambiguity
We own our results
We have fun along the way
Andwere just getting started
Our Total Rewards.
Medical Dental Vision Life Pet; Flexible Spending Account
Competitive Salaries
401K Match
Work-Life Balance: Personal Days PTO Days 12 Paid Holidays Two Paid Days for Volunteer Service Paid Parental Leave
Short and Long-Term Disability
Employee Support Programs Including Mental Health
Tuition Reimbursement
Matching Charitable Gift Program
Lucrative Referral Program
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 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. Please know that our company does not use lie detector tests in our hiring process.
Required Experience:
Exec
Full-Time