Vice President of Digital Products

Guardian Service•Raleigh, NC

About The Position

Guardian Service is building a simpler way for customers to shop for and purchase insurance by combining insurance advisors with technology. The Vice President of Digital Products will set the vision and drive execution for the digital quoting platform, with end-to-end strategic ownership of the customer journey from first interaction through quote and purchase. The role is directly accountable for conversion, customer experience, and business growth. The position will shape and improve the digital insurance shopping experience, including intelligent coverage recommendations, AI-powered quoting, and a scalable platform for online and agent-assisted workflows. The VP will work across engineering, marketing, carrier partnerships, and operations to prioritize opportunities, deliver products, and measure outcomes. Guardian Service describes itself as a rapidly growing, privately owned, debt-free, financially strong company. It is investing more than $100 million over the next three years to build its position in personal lines insurance. The company highlights significant ownership and impact, exposure to experienced business leaders, career growth, and a culture that combines high standards with fun and camaraderie.

Requirements

  • Strong product leadership experience with consumer-facing digital products in technology, insurtech, fintech, or e-commerce environments.
  • Demonstrated success taking digital product initiatives from concept through execution and driving growth, conversion, and commercial results in high-velocity environments.
  • Strong analytical skills, including experience using customer insights, funnel data, and experimentation to inform product decisions.
  • Strong product judgment and customer empathy, with the ability to simplify complex purchasing decisions.
  • Technical fluency and experience partnering with engineering teams on product development, APIs, and integrations.
  • Self-starter who thrives in ambiguity, prioritizes effectively, and collaborates across teams to drive results.
  • Alignment with the company’s core values: Serve Others, Expect Excellence, Reach for Results, Value Growth, and Energize & Engage.

Responsibilities

  • Define and execute the strategic roadmap for the quoting journey, aligning product investments with conversion targets and unit economics.
  • Lead day-to-day product strategy and discovery, setting standards for feature prioritization, execution velocity, and customer empathy across quoting workflows.
  • Develop and execute an experimentation roadmap to improve lead form completion, quote conversion, and transitions between online and agent-assisted experiences.
  • Develop intelligent recommendation experiences that help customers understand suitable coverage beyond comparing prices.
  • Partner with engineering to build flexible quoting infrastructure for web, chat, AI-powered intake, and internal agent workflows.
  • Improve product capabilities to streamline information collection, enable real-time carrier pricing, and reduce the time and effort needed to generate quotes.
  • Collaborate with engineering, marketing, carrier partnerships, and operations to prioritize opportunities, ship products, and measure effects on customer experience and business performance.

Benefits

  • Career advancement opportunities and the ability to own high-impact projects.
  • Opportunity to work alongside leaders experienced in building and scaling businesses, leading large teams, and delivering results at Fortune 500 companies.
  • High standards and a culture that values fun and camaraderie.
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