Note: The job is a remote job and is open to candidates in USA. Bestow is a leading vertical technology platform serving the life insurance industry, aiming to modernize and streamline the insurance process. They are seeking a Senior Product Manager, Underwriting to lead complex product initiatives, collaborate with clients and underwriters, and drive product excellence through AI integration.
Responsibilities
- Lead complex product initiatives across underwriting, owning outcomes from problem definition through launch and adoption
- Partner directly with clients and underwriters to shape what the platform becomes — surfacing the capabilities they need, pressure-testing new features, and turning that input into a durable roadmap for platform evolution
- Leverage AI tools and agentic workflows as a core part of your product development process — from discovery and synthesis to roadmap communication and stakeholder prep
- Translate carrier requirements and regulatory constraints into product requirements that engineering can build against and underwriters can actually work in
- Develop and maintain product roadmaps that align with company strategy, balancing near-term capability gaps with long-term platform vision
- Model AI-native working habits for the broader team and contribute to Bestow's shared knowledge base of tools, skills, and workflows
- Identify opportunities for improvement through direct observation of underwriting workflows, data analysis, client feedback, and competitive intelligence
- Influence stakeholders across the organization by effectively communicating product vision, strategy, and outcomes
- Coach and mentor junior product managers while modeling Bestow's operating principles
Skills
- Bachelor's degree or equivalent experience
- 5+ years of product management experience
- Hands-on life insurance experience, ideally in or adjacent to underwriting — you've worked alongside underwriters and understand how a case actually moves
- Working familiarity with the underwriting toolkit: evidence and requirements, APS and lab data, carrier guidelines, and the judgment calls that sit between an application and a decision
- Experience building for expert users who make consequential decisions, where speed matters but accuracy and auditability matter more
- Demonstrated ability to lead multiple projects simultaneously across an entire product area
- Proven track record of delivering successful products with measurable business impact
- Actively uses AI tools (e.g., Claude, Cursor, Lovable, Replit, or equivalent) as a daily working accelerant — not just for writing, but for synthesis, research, and structured thinking
- Experience with user research, usability testing, and UI/UX design principles for complex systems
- Comfortable building and managing personal context systems — loading information into AI tools effectively to produce higher-quality, faster outputs
- Strong analytical skills with experience using product analytics tools and BI solutions to drive decision making
- Understands the difference between AI as a search tool and AI as a reasoning partner, and operates accordingly
- Excellent communication and stakeholder management abilities, with demonstrated success influencing cross-functional teams
- Comfortable operating with ambiguity and making decisions with incomplete information
- Has a point of view on how AI changes the PM role — and is excited to help define what that looks like at Bestow
Benefits
- Bestow offers flexible remote/hybrid work, meaningful benefits, equity, and substantial growth opportunities.
- Policies and managers that support work/life balance, like our flexible paid time off and parental leave programs
- 100% paid-premium option for medical, dental, and vision insurance
- Lifestyle stipend to support your physical, emotional, and financial wellbeing
- Flexible work-from-home policy and open to remote
- Remote and WFH options, as well as a beautiful, state-of-the-art office in Dallas’ Deep Ellum, for those who prefer an office setting
- Employee-led diversity, equity, and inclusion initiatives
Company Overview