As a Vice President of Insurance Technology & Transformation you will lead the implementation and ongoing development of our new, core insurance systems. You must be an experienced application developer with a strong working knowledge of Duck Creek Technologies such as Duck Creek Author, Manuscripts, TransAct and User Admin as well as extensive experience with SQL Server and Azure DevOps. This position will be responsible for the availability, stability, and the enhancement of Billing, Clarity, Claims, DMS, and Policy.
Your initial focus will be on delivering our MVP implementation of the Duck Creek OnDemand (DCOD) platform for a new line of business. Following that will be an effort to make DCOD ready for our existing lines of business. This will include identifying additional capabilities with the business as well as the development of tools and processes to roll our existing book over. Our narrower focus on collector and exotic vehicles and member services will require solving complex, integrated business problems to provide the best experience to our staff and customers.
Ready to get in the driver’s seat? Join us!

What You’ll Do

• Clearly communicate, evangelize, and maintain the product’s current capabilities and 5+ year strategy by:
• understanding our current business operations and developing well-informed opinions on ways our system could improve them for both our customers and internal staff.
• staying current on, evaluating, and bringing forward, in collaboration with our product owners and technical product managers, market trends that will impact our business.
• defining comprehensive near-, medium-, and long-term strategies that help the business understand how our systems will grow to meet future needs and help our teams see the bigger picture of what they’re working on.
• developing, prioritizing, and communicating the well-defined scope, in conjunction with our business and program management stakeholder, necessary to meet our strategies.
• influencing and updating senior executives, peers, stakeholders, and implementation teams.
• Guide your team in the delivery of the product’s long-term strategy and tactical needs while maintaining the health of both the team and the product by:
• tracking, coordinating, and facilitating, in collaboration with project management, the work on the dependencies other teams will have on your teams and vice versa.
• helping your teams develop practical implementation plans and timelines that balance necessary, on-going maintenance work and new feature requests.
• deeply understanding, educating your team on, and evaluating compliance with our engineering and security standards, practices and idioms.
• developing and implementing a holistic practice that measures and continuously improves the quality of the product at each step in its lifecycle - understanding that quality also includes everything leading up to the coding and everything that comes after.
• Operate our products in a resilient and cost-effective manner by:
• defining, measuring, monitoring and continuously improving a set of meaningful, rigorous, transparent SLAs for the product and alerts for when SLIs are breached.
• developing a thorough maintenance and support plan that includes well communicated and executed change management, on-call support schedules and processes, release notifications, and new feature training.
• teaching your team effective troubleshooting and root cause analysis processes to improve MTTR and MTTF metrics.
• developing a comprehensive, validated, and exercised business continuity plan.
• Develop a curious, practice-oriented, and fiscally-responsible organization by:
• effectively hiring, evaluating, and continuously training a team of on-, near-, and off-shore staff.
• setting, discussing, modeling and engaging staff in deliberately practicing a high standard of technical and interpersonal skill sets.
• establishing, tracking, and improving clear, transparent performance metrics for staff (e.g., team velocity, employee engagement) and the product (e.g., unit economics, CPI/SPI ratios).
• creating, closely monitoring, and improving the program’s capital and operational budget.

This Might Describe You

• Extensive experience developing and delivering applications using Duck Creek technologies including Duck Creek Author, Manuscripts, TransAct and User Admin
• Strong, current development skills .NET/C# development ecosystem: Visual Studio/Rider, MSBuild, MSTest, Azure DevOps (Repos, Pipelines, Artifacts)
• Demonstrable experience with broader ecosystems infrastructure and patterns such as, Azure and AWS cloud providers, HTTP services, SQL and No-SQL data stores, containerization, observability signals, asynchronous processing and communication patterns
• Strong financial acumen and IT budgeting skills
• Excellent communication skills with the ability to effectively adjust communication details and patterns for the audience including accurately assessing where the audience is coming from and meeting them there
• A well-developed strategy for creating and maintaining a positive, cohesive, inclusive, geographically-diverse, remote-first team
• Experience working in a highly regulated industry

Other things to note
This position can be worked as remote position within the United States.
Familiarity with public company requirements, including Sarbanes Oxley and key regulations, if applicable. For SOX compliant roles, responsible for designing, executing, and documenting internal controls where they have been identified as owners to prevent errors in financial reporting, processes, and business operations. Including attestation to the completeness, accuracy, and compliance of all financial reporting data, where applicable.
Say hello to Hagerty
Hagerty is an automotive enthusiast brand and the world’s largest membership organization for car lovers. Along with being a best-in-class provider of specialty insurance for enthusiasts, Hagerty is also home to the Hagerty Drivers Foundation, Garage + Social, Hagerty Drivers Club, MotorsportReg and so much more. Committed to saving driving for future generations, each and every thing Hagerty does is dedicated to the love of the automobile.
Hagerty is a rapidly growing company that values a winning culture. We provide meaningful work for, and invest in, every single team member.
At Hagerty, we share the road. We are an inclusive automotive community where all are welcomed, valued and belong regardless of race, gender, age or car preference. We are united by our shared passion for driving, our commitment to preserve car culture for future generations and our desire to make a positive impact in the world.
If you reside in the following jurisdictions: Illinois, Colorado, California, Washington, New York, or Jersey City, New Jersey, British Columbia, Canada please email
recruiting@hagerty.com for compensation, comprehensive benefits and the perks that set us apart.

LI-Remote

• Clearly communicate, evangelize, and maintain the product’s current capabilities and 5+ year strategy by:
• understanding our current business operations and developing well-informed opinions on ways our system could improve them for both our customers and internal staff.
• staying current on, evaluating, and bringing forward, in collaboration with our product owners and technical product managers, market trends that will impact our business.
• defining comprehensive near-, medium-, and long-term strategies that help the business understand how our systems will grow to meet future needs and help our teams see the bigger picture of what they’re working on.
• developing, prioritizing, and communicating the well-defined scope, in conjunction with our business and program management stakeholder, necessary to meet our strategies.
• influencing and updating senior executives, peers, stakeholders, and implementation teams.
• Guide your team in the delivery of the product’s long-term strategy and tactical needs while maintaining the health of both the team and the product by:
• tracking, coordinating, and facilitating, in collaboration with project management, the work on the dependencies other teams will have on your teams and vice versa.
• helping your teams develop practical implementation plans and timelines that balance necessary, on-going maintenance work and new feature requests.
• deeply understanding, educating your team on, and evaluating compliance with our engineering and security standards, practices and idioms.
• developing and implementing a holistic practice that measures and continuously improves the quality of the product at each step in its lifecycle - understanding that quality also includes everything leading up to the coding and everything that comes after.
• Operate our products in a resilient and cost-effective manner by:
• defining, measuring, monitoring and continuously improving a set of meaningful, rigorous, transparent SLAs for the product and alerts for when SLIs are breached.
• developing a thorough maintenance and support plan that includes well communicated and executed change management, on-call support schedules and processes, release notifications, and new feature training.
• teaching your team effective troubleshooting and root cause analysis processes to improve MTTR and MTTF metrics.
• developing a comprehensive, validated, and exercised business continuity plan.
• Develop a curious, practice-oriented, and fiscally-responsible organization by:
• effectively hiring, evaluating, and continuously training a team of on-, near-, and off-shore staff.
• setting, discussing, modeling and engaging staff in deliberately practicing a high standard of technical and interpersonal skill sets.
• establishing, tracking, and improving clear, transparent performance metrics for staff (e.g., team velocity, employee engagement) and the product (e.g., unit economics, CPI/SPI ratios).
• creating, closely monitoring, and improving the program’s capital and operational budget