Director, Product Management (New Business Experience)

Bestow Inc.

Job Overview

Location

Remote, US

Job Type

Full-time

Full Job Description

📋 Description

• Lead a high-performing team of product managers, setting clear priorities and empowering them to deliver exceptional results
• Own product strategy and vision for the full enrollment funnel, aligning business objectives with carrier priorities, agent needs, and customer experience
• Leverage AI tools and agentic workflows as a core part of how you and your team operate — from discovery and synthesis to roadmap communication, stakeholder prep, and team coaching
• Model AI-native working habits and help define what product management looks like at an AI-native insurance platform
• Own the cross-module surface area with clear accountability across the funnel
• Lead market research, competitive analysis, and customer discovery to identify high-impact opportunities and inform strategic decisions
• Run rigorous discovery and backlog hygiene so engineering capacity is matched by a deep pipeline of ready-for-dev work
• Own the cross-module surface area with clear accountability across the funnel
• Lead partner-facing product strategy for third-party distribution channels (agents, agencies, and integrated distribution partners)
• Develop and communicate compelling roadmaps that balance immediate wins with transformative long-term bets
• Define success metrics and establish data-driven feedback loops to measure impact and guide continuous improvement
• Build persuasive business cases and influence senior stakeholders — Bestow executives, carrier-side executives, and cross-functional partners
• Partner with Engineering, Design, Marketing, and Operations to ship products our carriers and their customers depend on
• Coach and mentor product managers while modeling Bestow's operating principles, and help recruit world-class talent that raises the bar

🎯 Requirements

• 10+ years of product management experience, with at least 5 years of leading and developing product managers
• Direct experience building customer acquisition, third-party distribution integrations, application product at a carrier, insurtech, or fintech
• Strong understanding of insurance distribution (both agent/broker channels and direct-to-consumer flows) and the integration surface that connects them
• Proven success owning and scaling a significant functional area or business domain from strategy through execution
• Deep expertise in product discovery, market research, and translating customer insights into winning strategies
• 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
• Has a point of view on how AI changes the PM role and the PM org — and is excited to help define what that looks like at Bestow
• Strong analytical mindset with experience defining metrics that matter and using data to drive decisions
• Demonstrated ability to influence and align senior stakeholders—from enterprise customers to C-suite executives to cross-functional partners
• Experience establishing product methodologies, frameworks, and best practices that elevate team performance
• Track record of strategic planning that balances ambitious vision with pragmatic execution
• Experience in insurance, financial services, or highly regulated industries is a strong plus

🏖️ Benefits

• 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

Skills & Technologies

Remote

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Bestow Inc.

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About Bestow Inc.

Bestow is a Dallas-based insurtech company that builds digital infrastructure to help enterprises offer life insurance and other financial products. Its APIs and white-label platform let banks, fintechs, and consumer brands embed term-life coverage into their own customer journeys without underwriting delays or paper forms. Founded in 2016, Bestow uses predictive analytics and algorithmic underwriting to provide instant decisions and flexible coverage amounts, aiming to broaden access to affordable protection for middle-income families while helping partners generate new revenue streams.

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