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Director, Digital Acquisition

Job in Webster, Worcester County, Massachusetts, 01570, USA
Listing for: Jobtailor
Full Time position
Listed on 2026-07-20
Job specializations:
  • IT/Tech
    AI Engineer (Applied/Software), Digital Marketing, Data Analyst, AI Business & Operations
Salary/Wage Range or Industry Benchmark: 150000 - 190000 USD Yearly USD 150000.00 190000.00 YEAR
Job Description & How to Apply Below

Responsibilities

  • Own & Transform the Acquisition Funnel
  • Lead the end-to-end acquisition funnel, including leads, quote experience, and bind conversion
  • Define and execute a funnel optimization strategy aligned with growth and profitability objectives
  • Leverage AI-driven insights and predictive analytics to uncover new conversion opportunities
  • Establish and manage KPIs, performance metrics, and optimization frameworks
  • Design and continuously improve a best-in‑class digital quote experience
  • Identify friction points and streamline the customer journey across touchpoints
  • Use AI-powered personalization to tailor quote pathways and enhance user engagement
  • Lead A/B testing and experimentation programs to continuously improve performance
  • Utilize AI tools to accelerate testing cycles and predict outcomes
  • Champion the adoption of AI and machine learning solutions to enhance targeting, personalization, and funnel performance
  • Collaborate across Product, Pricing, IT, State Management, and Data & Analytics
  • Own and evolve the fraud prevention strategy across leads and quotes
  • Develop and manage dashboards, reporting tools, and performance insights
Requirements
  • 7+ years of experience in insurance, digital acquisition, or funnel optimization
  • Demonstrated success optimizing end-to-end customer acquisition journeys
  • Experience leveraging AI, predictive analytics, or automation tools in a business context
  • Strong understanding of insurance quoting processes and underwriting principles
  • Deep experience with A/B testing, experimentation frameworks, and data-driven optimization
  • Familiarity with AI/ML applications in marketing, digital experience, or conversion optimization
  • Strategic thinker with the ability to translate vision into execution
  • Proven ability to influence and align cross-functional stakeholders
  • Strong analytical, problem-solving, and communication skills
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