Director, Product Management (New Business Experience)

ABOUT BESTOW

Life insurance is one of the world's most important products. It's also one of the hardest to build, distribute, and modernize. Bestow exists to change that.

Bestow is a leading vertical technology platform serving some of the largest and most innovative life insurers. Our platform unifies the fragmented, legacy value chain, enabling carriers to launch products in weeks instead of years. Carriers choose us to scale and operate at unprecedented speed, powered by AI and automation.

Bestow isn't selling policies. We're building the infrastructure that helps an entire industry move faster, reach more people, and deliver on its promise.

Backed by leading investors (Goldman Sachs, Hedosophia, NEA, Valar, 8VC) and trusted by major carriers, Bestow is powered by a team that moves with precision, purpose, and heart. If you want to help reimagine a centuries-old industry with lasting impact, join us.

Bestow offers flexible remote/hybrid work, meaningful benefits, equity, and substantial growth opportunities.

Bestow uses E-Verify to confirm the employment eligibility of all newly hired employees. To learn more about E-Verify, including your rights and responsibilities, please visit E-Verify.gov.

ABOUT THE TEAM

The Bestow Product organization is responsible for defining, designing, and delivering exceptional digital experiences that solve real problems. Our team collaborates across Engineering, Revenue and Ops teams to transform ideas into intuitive, valuable solutions that delight our users. We believe in evidence-based decision making and maintaining a relentless focus on customer outcomes to drive product excellence.

This role reports into the VP, Product Management and is open to Remote (US). #LIRemote

ABOUT THE ROLE

Bestow is looking for an exceptional Director of Product Management to lead New Business Experience: the full acquisition journey from marketing handoff through policy bind, spanning Presales, Application, and Checkout. This is product leadership where strategic vision meets operational rigor: owning the strategy, roadmap, and execution for how prospects become policyholders on our platform.

You'll lead and develop a team of product managers across three surfaces, set the bar for discovery and delivery, and partner with senior leadership across Bestow to translate complex regulated-industry challenges into elegant, AI-native solutions. You'll be both a strategist and an operator, comfortable shaping company-level direction with executives and equally comfortable in the details of backlog hygiene, customer research, and roadmap trade-offs.

WHAT YOU’LL DO

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

WHO YOU ARE

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

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!