Senior Product Manager

About the role

You will own the end-to-end strategy and execution of complex product initiatives within your assigned area at Bestow. This role requires you to navigate intense ambiguity while balancing competing priorities to deliver innovative solutions that move the business forward. You will serve as the primary thought leader for your product area, setting the vision and ensuring alignment across all stakeholders. Your work will directly influence how the insurance industry modernizes and serves customers in the digital age. You will be expected to leverage cutting-edge tools to accelerate your own productivity and that of the team. Ultimately, your success will be measured by the tangible impact you have on the company's ability to scale and serve its customers effectively.

Key facts

What you'll do

• Lead complex product initiatives across your area from initial discovery through successful launch and optimization.
• Integrate AI tools and agentic workflows as a core part of your product development process - from discovery and synthesis to roadmap communication and stakeholder preparation.
• Design products and features with AI-assisted experiences in mind, understanding how agents, automation, and intelligent systems change user expectations and behaviors.
• Collaborate with cross-functional teams to translate ambiguous customer needs and aggressive business objectives into clear, compelling product features and experiences.
• Develop and maintain dynamic product roadmaps that align with company strategy, balancing urgent short-term wins with visionary long-term goals.
• Define success metrics and construct data-driven feedback loops to rigorously measure product performance and actively inform future strategic decisions.
• Model and promote AI-native working habits for the broader team, contributing to Bestow's evolving shared knowledge base of tools, skills, and optimal workflows.
• Identify opportunities for product improvements through a blend of direct customer research, quantitative market analysis, and deep competitive intelligence gathering.
• Partner closely with Engineering, Design, Marketing, and Operations to ensure the successful delivery, adoption, and ongoing optimization of products.
• Influence stakeholders across the organization by articulating the product vision, strategy, and outcomes with clarity and conviction.
• Coach and mentor junior product managers, providing guidance and support while consistently modeling Bestow's core operating principles and cultural values.
• Synthesize complex technical and market information into accessible narratives that align diverse stakeholders and drive consensus.
• Champion the user by advocating for their needs and pain points throughout the entire product lifecycle, ensuring solutions deliver real value.
• Proactively manage dependencies and risks, developing contingency plans to keep critical initiatives on schedule and on target.

Requirements

• Hold a Bachelor's degree or possess equivalent professional experience that demonstrates mastery of the domain.
• Bring a minimum of 5 years of proven product management experience specifically within the B2B SaaS environment.
• Show a demonstrated ability to successfully lead multiple complex projects simultaneously across an entire product area or suite.
• Maintain a proven track record of delivering successful products that generate measurable business impact and move key performance indicators.
• Actively utilize AI tools (such as Claude, Cursor, Lovable, Replit, or equivalent) as a daily working accelerant, applying them not just for writing but for synthesis, research, and structured thinking.
• Possess experience conducting user research, facilitating usability testing, and applying UI/UX design principles for complex distributed systems.
• Exhibit comfort in building and managing sophisticated personal context systems, including how to effectively load and structure information into AI tools to produce higher-quality outputs at greater speed.
• Demonstrate strong analytical and problem-solving skills, with the ability to dissect intricate problems and formulate strategic solutions.
• Communicate effectively in both written and verbal formats, capable of simplifying complexity for technical and non-technical audiences alike.
• Thrive in a fast-paced, ambiguous environment where priorities can shift rapidly and adaptability is essential.
• Collaborate readily with cross-functional partners, showing empathy and influence without relying solely on formal authority.
• Be comfortable making data-informed decisions while balancing user needs, business goals, and technical constraints.
• Have a history of coaching and developing others, contributing to a culture of learning and continuous improvement.

Nice to have

• Experience contributing to the shared knowledge base of tools, skills, and workflows that define how AI-native work gets done at scale.
• A background in the life insurance industry or familiarity with financial services product development.

Practical notes

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 http://e-verify.gov.

The role is remote or can be a hybrid role from our Dallas headquarters.