Senior Product Manager, Underwriting

As a Senior Product Manager, Underwriting at Bestow, you will:

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

WHO YOU ARE
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

TOTAL REWARDS
At Bestow, we’re proud to be awarded for our team members, innovative products, and culture. Our standard benefits include:

Competitive salary and equity based on role

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

Recent Employer Awards include:

Best Place for Working Parents 2023 + 2024 + 2025

Great Place to Work Certified, 2022 + 2023 + 2024 + 2025

Built In Best Places to Work, 2022 + 2023 + 2025

Fortune’s Best Workplaces in Texas 2022 + 2023

Fortune’s Best Workplaces in Financial Services and Insurance 2022 + 2023 + 2024

We value diversity at Bestow. The company will hire, recruit, and promote regardless of race, color, religion, sex, sexual orientation, gender identity or expression, national origin, pregnancy or maternity, veteran status, or any other status protected by applicable law. We understand the importance of creating a safe and comfortable work environment and encourage individualism and authenticity in every team member.

Thanks for considering a job at Bestow!

Skills Required
Bachelor's degree or equivalent experience
5+ years of product management experience
Hands-on life insurance experience, ideally in or adjacent to underwriting
Working familiarity with underwriting toolkit: evidence and requirements, APS and lab data, carrier guidelines
Experience building products for expert users where accuracy and auditability are critical
Actively uses AI tools daily (e.g., Claude, Cursor, Lovable, Replit) for synthesis, research, and structured thinking
Experience with user research, usability testing, and UI/UX design principles for complex systems
Strong analytical skills with experience using product analytics tools and BI solutions
Demonstrated ability to lead multiple projects simultaneously across a product area
Proven track record of delivering successful products with measurable business impact
Excellent communication and stakeholder management abilities
Comfortable operating with ambiguity and making decisions with incomplete information
Ability to coach and mentor junior product managers