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Director of Customer Strategy - Quoting

Progressive Insurance
Progressive Insurance Salary
Ohio, OH Full Time
POSTED ON 4/8/2026
AVAILABLE BEFORE 5/6/2026
Progressive is dedicated to helping employees move forward and live fully in their careers. Your journey has already begun. Apply today and take the first step to Destination: Progress.

As the director of customer strategy – quoting, you’ll provide strategic direction for the emerging third-party platform quoting agenda in the Commercial Lines (CL) organization. You’ll drive top-of-funnel growth from partner quoting workflows that start outside carrier portals. You’ll lead a multi-layered team of up to eight people, with additional support from three aligned technical teams. Your team maintains and matures quoting APIs for Progressive’s Commercial Auto and Business Owner’s Policy products. You’ll identify and prioritize key third-party platforms and use cases where our APIs create the most value. You’ll also coordinate key investment decisions, such as an off-platform buy. Working through your team and cross-functional partners, you’ll plan and deliver initiatives that apply human-centered design, advanced technology, and data science to achieve profitable growth through our third-party quoting channels.

This is a remote position, with travel required for in-person meetings in Cleveland at least twice per quarter

Must-have Qualifications

  • A minimum of 13 years of related professional work experience (e.g., definition and delivery of products through digital, voice, and agent channel experiences) and at least 5 years of leadership experience (e.g., directly managing or mentoring).
  • {OR} Bachelor's degree or higher and a minimum of 10 years of related professional work experience (e.g., definition and delivery of products through digital, voice, and agent channel experiences) and at least 5 years of leadership experience (e.g., directly managing or mentoring).

Preferred Skills

  • Proven experience leading the digital acquisition journey, from segmentation and targeting through quoting and conversion, with ownership of funnel performance and optimization.
  • Strong strategic planning and systems thinking skills, with the ability to develop and deploy frameworks that facilitate execution, prioritize initiatives, and deliver measurable value.
  • Ability to frame analytical questions, interpret complex data, evaluate the quality of analytical work, and synthesize insights into clear strategic recommendations to secure consensus for new strategies.
  • Experience building and leading teams, especially in emerging or fast-evolving business areas.
  • Experience driving profitable growth in complex, regulated businesses—such as commercial insurance—with multiple acquisition channels including direct and 3rd party platforms.

Compensation

  • $156,825 – 193,725/year
  • Gainshare annual cash incentive payment up to 50% of your eligible earnings based on company performance
  • Participation in our restricted stock units plan

Benefits

  • 401(k) with dollar-for-dollar company match up to 6% Medical, dental & vision, including free preventative care
  • Wellness & mental health programs
  • Health care flexible spending accounts, health savings accounts, & life insurance
  • Paid time off, including volunteer time off
  • Paid & unpaid sick leave where applicable, as well as short & long-term disability
  • Parental & family leave; military leave & pay
  • Diverse, inclusive & welcoming culture with Employee Resource Groups
  • Career development & tuition assistance

Energage recognizes Progressive as a 2025 Top Workplace for: Innovation, Purposes & Values, Work-Life Flexibility, Compensation & Benefits, and Leadership.

Equal Opportunity Employer

Applicants must be authorized to work for any employer in the U.S. without the need or potential need, of current or future sponsorship for employment. Progressive does not hire candidates with (e.g., F-1 CPT, OPT, or STEM OPT, H-1B, O-1, E-3, TN) statuses for this role.

For ideas about how you might be able to protect yourself from job scams, visit our scam-awareness page at https://careers.progressive.com/pages/how-we-hire-faq-job-scams/

Salary : $156,825 - $193,725

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