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Head of Product Operations

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 defines, designs, and delivers exceptional digital experiences that solve real problems. Our team collaborates across Engineering, Revenue, and Operations 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 to our Chief Product Officer and is open to Remote (US).

WHAT YOU'LL DO

Bestow is looking for a Head of Product Operations to contribute in the following ways:

  • Design and implement scalable product operations processes, tools, and workflows that improve efficiency across our Product organization, enabling our teams to achieve greater velocity and impact.

  • Partner with Product, Engineering, Revenue, and Ops leaders to identify operational friction points and drive continuous improvement initiatives that enhance cross-functional collaboration

  • Establish and maintain a strong data-driven approach by developing metrics, dashboards, and reporting frameworks that provide visibility into product performance and team effectiveness.

  • Own and optimize our product development lifecycle, including resource planning, roadmap management, and release processes to ensure predictable and efficient delivery.

  • Build and maintain a product operations tech stack that enhances team productivity, improves knowledge management, and supports effective product decision-making.

  • Implement and manage voice of customer programs, including Customer Advisory Boards and feedback systems, to ensure product strategy remains aligned with customer needs.

  • Serve as the operational backbone of our Product organization, championing and coaching process excellence while maintaining our focus on delivering exceptional customer experiences.

WHO YOU ARE

  • Bachelor's degree or higher

  • Minimum 5+ years of experience in product operations, product management, or similar roles within high-growth tech companies.

  • Extensive experience with product management and collaboration tools such as Jira, Confluence, and Figma.

  • Deep familiarity with analytics suites, including customer data platforms (e.g., Segment), product analytics tools (e.g., Amplitude), and BI solutions (e.g., Tableau) to drive data-informed decision-making.

  • Proven track record of implementing and optimizing product development processes, metrics frameworks, and operational systems that drive efficiency and quality

  • Experience with agile methodologies and the ability to adapt processes to fit different team needs while maintaining organizational alignment.

  • Experience establishing and facilitating Customer Advisory Boards, Innovation Labs, and other voice of customer programs that directly inform product strategy.

  • Outstanding communication and stakeholder management abilities, with experience influencing cross-functional teams and executive leadership.

  • Strong project management skills with the ability to manage multiple high-priority initiatives simultaneously in a fast-paced environment.

  • Experience with resource planning, capacity management, and budgeting processes to optimize team efficiency and product delivery.

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

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

  • Built In Best Places to Work, 2022 + 2023

  • Fortune’s Best Workplaces in Texas 2022 + 2023

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

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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CEO of Bestow
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Melbourne O'Banion
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Average salary estimate

$135000 / YEARLY (est.)
min
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$120000K
$150000K

If an employer mentions a salary or salary range on their job, we display it as an "Employer Estimate". If a job has no salary data, Rise displays an estimate if available.

What You Should Know About Head of Product Operations, Bestow

At Bestow, we're on the lookout for a dynamic Head of Product Operations to join our innovative team in Dallas or remotely across the contiguous US! Bestow is reshaping the insurance industry through technology, and this role is crucial to driving our mission of enhancing financial stability for everyone. In this position, you'll design and implement impactful product operations processes that elevate efficiency and improve cross-functional collaboration. You'll work closely with various teams, from Product and Engineering to Revenue and Ops, ensuring that product performance is always at the forefront of our decision-making. Your experience in product operations will shine as you develop metrics and reporting tools that align with our commitment to excellent customer experiences. Your leadership will foster a culture of continuous improvement, enabling our teams to deliver predictable and high-quality outcomes consistently. If you’ve spent at least 5 years honing your skills in fast-paced tech environments and are adept at using tools like Jira and Tableau, we want to hear from you! Come contribute to a culture that values evidence-based decision-making and customer-centric solutions. Join us at Bestow, and let’s create something remarkable together!

Frequently Asked Questions (FAQs) for Head of Product Operations Role at Bestow
What are the responsibilities of the Head of Product Operations at Bestow?

As the Head of Product Operations at Bestow, your main responsibilities will include designing scalable product operations processes and workflows to enhance efficiency, partnering with various teams to address operational challenges, and developing data-driven metrics and dashboards for product performance. You'll also own the product development lifecycle, ensuring optimal resource planning and delivery efficiency.

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What qualifications are needed for the Head of Product Operations position at Bestow?

To qualify for the Head of Product Operations role at Bestow, candidates should hold a bachelor's degree or higher, with a minimum of 5 years of experience in product operations or management within fast-growing tech companies. Familiarity with tools like Jira and Tableau, along with strong communication and stakeholder management skills, are essential. Experience in agile methodologies and managing cross-functional initiatives is also crucial.

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How does the Head of Product Operations at Bestow contribute to team collaboration?

The Head of Product Operations at Bestow facilitates collaboration across Product, Engineering, Revenue, and Operations teams by identifying friction points and driving improvement initiatives. By implementing robust processes and communication strategies, this role ensures that teams work cohesively, resulting in efficient product deliveries that meet customer needs.

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What is the product development lifecycle like for the Head of Product Operations at Bestow?

At Bestow, the Head of Product Operations is responsible for owning and optimizing the product development lifecycle. This includes resource planning, managing the product roadmap, and overseeing release processes. The focus is on ensuring predictable and efficient delivery that aligns with customer demands and business objectives.

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What kind of company culture can the Head of Product Operations expect at Bestow?

The culture at Bestow is mission-driven and fosters innovation, collaboration, and inclusivity. As the Head of Product Operations, you can expect a supportive environment that values evidence-based decision-making, exceptional customer experiences, and continuous improvement. We are committed to maintaining a diverse workforce and creating a workplace that embraces authenticity.

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Common Interview Questions for Head of Product Operations
Can you describe your experience with product operations in a tech-focused company?

In your response, focus on specific projects where you designed and implemented processes that improved efficiency. Discuss the tools you used, the challenges you faced, and how you overcame them, emphasizing the measurable outcomes of your initiatives.

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How do you ensure alignment between product strategy and customer feedback?

Highlight your experience with voice of customer programs and tools you’ve employed to gather feedback. Explain your approach to incorporating customer insights into the product development lifecycle, ensuring that customer needs shape product strategy effectively.

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What metrics do you believe are essential for measuring product performance?

Discuss key performance indicators that you consider crucial, such as user engagement, churn rates, or time to market. Emphasize how these metrics influence decision-making and product improvements, and provide examples of how you have utilized data to drive change.

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How do you handle operational friction points within cross-functional teams?

Provide examples of specific friction points you’ve identified in previous roles and the strategies you employed to resolve them. Highlight the importance of communication, teamwork, and agile methodologies in fostering a collaborative environment.

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Can you share your experience with resource planning and capacity management?

Detail your approach to managing resources across multiple projects, focusing on how you prioritize initiatives, allocate team members, and balance workloads to ensure timely product delivery. Discuss any tools you’ve used to assist with this process.

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What is your approach to developing dashboards and reporting frameworks for product teams?

Talk about the tools and methodologies you’ve used to create effective dashboards. Discuss how these dashboards have improved transparency for product teams and how they’ve driven informed decision-making in your previous roles.

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How do you foster a continuous improvement culture within your team?

Share strategies you’ve successfully implemented to encourage team members to identify areas for improvement. Discuss how you promote open dialogue, feedback loops, and experimentation to help instill this culture in your teams.

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How would you prioritize initiatives in a fast-paced environment?

Discuss your decision-making process when prioritizing initiatives, including how you assess impact vs. effort and align initiatives with overall company goals. Include examples of how you've effectively balanced competing priorities in previous roles.

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Describe a challenging project you've managed in your previous roles.

Share a specific example that showcases your problem-solving skills, project management expertise, and ability to lead cross-functional teams. Focus on the challenges you faced, how you navigated them, and the successful outcome.

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What experience do you have with agile methodologies in product operations?

Discuss your familiarity with agile practices and how you have implemented them within product operations. Provide examples of successful agile transformations or projects where flexibility and iterative development played a key role.

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Our purpose is to make hard things easier. Life insurance is an old industry. Like really old. And the historic names have been doing it one way for a long time. Not us. We’re here to reimagine the entire industry, creating game-changing tech, AI...

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BENEFITS & PERKS
Dental Insurance
Disability Insurance
Flexible Spending Account (FSA)
Health Savings Account (HSA)
Vision Insurance
Performance Bonus
Family Medical Leave
Paid Holidays
FUNDING
SENIORITY LEVEL REQUIREMENT
TEAM SIZE
EMPLOYMENT TYPE
Full-time, hybrid
DATE POSTED
April 8, 2025

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