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Life Compliance Specialist - Progressive Life

Progressive Insurance
Progressive Insurance Salary
Cleveland, OH Full Time
POSTED ON 10/1/2026
AVAILABLE BEFORE 10/28/2026
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 a life compliance specialist with Progressive Life, you’ll support day-to-day compliance activities for our growing direct-to-consumer life insurance business. In this role, you’ll monitor regulatory developments, prepare and submit product and form filings, and support compliance activities related to claims, consumer complaints, audits, examinations, and regulatory inquiries. You’ll collaborate with business partners to research requirements, maintain documentation, and help ensure our products and operations meet applicable state and federal requirements as Progressive Life continues to scale.

Progressive Life began within Level20, Progressive’s growth incubator, where we built a term life insurance product and business from the ground up. After a successful launch and early growth, we’ve spun out into the Strategy group, now focused on scaling our products, capabilities, and impact. You’ll be joining the organization at an exciting stage of growth as the team continues to build and expand products, capabilities, and delivery practices.

This is a hybrid role based in Cleveland, Ohio. We value inclusive collaboration and work in person on Tuesdays and Wednesdays at our headquarters, 300 N Commons Blvd., Mayfield Village, OH 44143. Work-from-home days are possible for this position on Mondays, Thursdays, and Fridays.

  • If you live within 45 miles: this will be a hybrid role. You’ll work in our office location Tuesday - Thursday and you’ll have the option to work remotely Monday and Friday.
  • If you live more than 45 miles away: this will be a hybrid role. You may work remotely except you’ll work in our office location every 4-6 weeks, Tuesday - Thursday. You may travel on Monday and Friday as necessary.

Minimum Qualifications

  • A minimum of 5 years related work experience (e.g., life insurance operations, compliance, law, or a related field), with at least 2 years in a compliance or legal role in the life insurance industry
  • {OR} Bachelor's degree or higher in compliance, law, business, or a related field of study and a minimum of 2 years related work experience (e.g., life insurance operations, compliance, law, or a related field), with at least 2 years in a compliance or legal role in the life insurance industry

Preferred Skills

  • Experience in life insurance compliance, including state-level regulatory requirements and market conduct rules
  • Experience preparing and submitting SERFF and other life insurance product or form filings
  • Experience supporting compliance activities related to claims, consumer complaints, audits, examinations, or regulatory inquiries
  • Knowledge of life insurance products and regulatory requirements related to direct-to-consumer and agency distribution; familiarity with privacy and data protection requirements
  • Strong research, organization, and communication skills with the ability to collaborate effectively across business and compliance partners

Compensation

  • $70,000 - $90,000/year
  • Gainshare annual cash incentive payment up to 24% of your eligible earnings based on company performance

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
  • Onsite gym & healthcare at large locations

Energage recognizes Progressive as a 2026 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 : $70,000 - $90,000

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