Job Description

ABOUT BESTOW

Bestow is a leading insurance technology platform serving some of the world's largest and most innovative life insurers. We are on a mission to increase financial stability for everyone. Bestow is a team of mission-driven, results-oriented individuals. We offer all employees a remote (contiguous 48 only)/hybrid workplace, meaningful benefits, substantial growth opportunities, and equity.

Bestow participates in the E-Verify Program .

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.

The role is remote or can be a hybrid role from our Dallas headquarters. #LI-Remote

WHAT YOU’LL DO

Bestow is seeking an exceptional Director of Product Management to lead a critical functional area that directly impacts millions of people's financial security. This is your opportunity to own the strategy, roadmap, and execution for a transformative business area—like policy administration, underwriting, or claims—while building and leading a team of talented product managers.

In this role, you'll have the autonomy to shape the future of insurance technology. You'll drive market research, strategic planning, and roadmap development for your domain, turning complex challenges into elegant solutions that serve our insurance carriers and their customers. Beyond execution, you'll have a seat at the table for company-level strategy, working alongside senior leadership to define where we're going and how we'll get there. This is product leadership at its best: strategic influence meets hands-on impact, with a team you'll develop and a mission that matters.

As a Director of Product Management, you will:

• Lead a high-performing team of product managers, setting clear priorities and empowering them to deliver exceptional results

• Own product strategy and vision for your functional area, aligning business objectives with market opportunities and customer needs

• Lead market research, competitive analysis, and user discovery to identify high-impact opportunities and inform strategic decisions

• Develop and communicate compelling product 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 executive stakeholders through clear articulation of vision, strategy, and outcomes

• Make critical decisions on product direction, resource allocation, and trade-offs to drive effective execution

• Partner seamlessly with Engineering, Design, Marketing, and Operations to ship products customers love

• Help recruit world-class product talent that raises the bar and brings diverse perspectives to the team

WHO YOU ARE

• 10+ years of product management experience in B2B SaaS, insurance technology, or similarly complex domains

• 5+ years leading and developing product managers, with a track record of building high-performing teams

• 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

• 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

We're proud to be recognized as a top employer, consistently earning accolades for our exceptional workplace culture and commitment to our employees.

• We've been recognized year after year by Great Place to Work, Built In Best Places to Work, and Fortune's Best Workplaces in Texas (2022-2025).

• We've been named one of Fortune’s Best Workplaces in Financial Services and Insurance (2022-2024), a CNBC and Statista World's Top Insurtech Company (2024), and one of The Financial Technology Report's Top Insurtech Companies (2024-2025).

• We're honored to be recognized as a Best Place for Working Parents for three consecutive years (2023-2025).

We value diversity at Bestow. The company will recruit, hire, 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 career at Bestow!

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