Senior Product Strategist - Level20

Progressive is dedicated to helping employees move forward and live fully in their careers. Your journey has already begun. As a senior product strategist at Level20, you’ll play a key role in enhancing and evolving the digital experience for our newly launched personal loan product, Oriel. In this role, you’ll partner closely with engineering, design, operations, legal and compliance and other teams to understand customer and business needs, translate product ideas into clear requirements, and deliver features and enhancements that support a growing lending product. As Oriel continues to grow, you'll leverage customer feedback, operational data, and business insights to prioritize improvements, optimize the digital experience and help shape future product direction. At Level20 ( and Progressive’s growth incubator, we fuel growth for the company through the exploration and development of new-to-market products. Our team has the backing of Progressive, which gives us access to a larger resource pool than a traditional start-up. This is a hybrid role in downtown Cleveland, OH (Office Location: 800 W Saint Clair Ave STE 200, Cleveland, Ohio 44113) with free parking. Work-from-home-days are possible for this position (Monday and Friday). Minimum Qualifications A minimum of 7 years professional work experience managing the definition and delivery of digital products and services {OR} Bachelor's degree or higher and a minimum of 4 years of professional work experience managing the definition and delivery of digital products or services Preferred Skills Strong requirements gathering and documentation skills, with the ability to translate business needs, product ideas, and customer problems into clear technical requirements, user stories, and acceptance criteria Background in fintech, lending, banking, or another regulated industry with understanding of industry terminology and regulatory considerations Strong communication skills with the ability to partner effectively with engineering, design, operations, legal and compliance, and other cross-functional stakeholders to deliver product enhancements; Comfortable navigating changing priorities while contributing to a collaborative, team-oriented environment Experience using customer feedback, operational data, funnel/performance metrics, and business insights to prioritize enhancements and inform product decisions Experience with product delivery practices and tools such as Jira, including backlog refinement, sprint planning, SCRUM, UAT coordination, or release readiness Compensation 100,000 - $150,000/year Gainshare annual cash incentive payment up to 30% 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 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. #J-18808-Ljbffr Progressive Insurance