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Engineering Director

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 Engineering team is the core of Bestow, driving all technology for our innovative SaaS platform that empowers insurance carriers. We build and maintain solutions that serve our employees, consumers, and enterprise customers throughout the entire lifecycle of a life insurance policy. This includes developing robust backend services, integrating and managing essential third-party products, and creating tools that enhance efficiency and accuracy across our operations. Our major functional teams include Product Engineering, Infrastructure, IT, Data & Analytics, and Technical Program Management. Engineering collaborates closely with Product Management and Design to define and prioritize the product roadmap, ensuring our technical vision aligns with business objectives.

As the Director of Engineering, you will provide strategic leadership and technical guidance to Backend Engineering Teams. These teams are responsible for developing and operating critical services that underpin the entire lifecycle of a life insurance policy. This includes building services that manage data to power the businesses of our carrier partners, developing tools for various operational needs, and architecting foundational services that enable our product teams to scale Bestow’s output. Our systems are built using a modern microservices architecture, primarily leveraging Golang and PostgreSQL, and integrate using gRPC, REST, and asynchronous messaging patterns. We deploy and operate our workloads on Kubernetes within Google Cloud Platform, and you will be instrumental in ensuring the reliability, scalability, and performance of these critical systems.

This role is open to remote candidates and reports to the VP of Engineering. 

WHO YOU ARE

You are a highly technical, strategic, and results-oriented engineering leader who thrives in a fast-paced, high-growth environment. You possess a deep understanding of backend systems, distributed architectures, and modern software development practices. You are passionate about building and mentoring high-performing engineering teams, fostering a culture of technical excellence, and driving significant impact on a sophisticated SaaS platform. You have a strong technical foundation and can effectively guide teams to build scalable, secure, and maintainable solutions.

  • Bachelor’s Degree or equivalent experience required.

  • 10+ years of professional software development experience with a strong focus on backend technologies.

  • 5+ years of progressive engineering management experience, with a proven track record of leading and scaling multiple backend engineering teams or team leads.

  • Experience with managing managers 

  • Deep expertise in the entire software development lifecycle, from inception and design to deployment, monitoring, and continuous improvement, including CI/CD practices.

  • Significant understanding of Golang (Go) and a strong understanding of its best practices.

  • Proven ability to design, build, and operate distributed systems and microservices architectures at scale.

  • Extensive experience with relational databases, particularly PostgreSQL.

  • Strong understanding of API design principles (Protocol Buffers, Swagger/OpenAPI)

  • Solid understanding of containerization technologies; Docker and Kubernetes.

  • Advocate for test-driven development (TDD).

  • Experience with cloud computing platforms and a preference for Google Cloud Platform. 

  • Proven ability to attract, hire, mentor, and retain top-tier engineering talent.

  • Excellent communication, collaboration, and interpersonal skills.

  • A strong advocate for automation testing.

  • Ability to understand complex business requirements and translate them into effective technical solutions.

WHAT YOU’LL DO

Strategic Technical Leadership:

  • Define and drive the technical vision and strategy for multiple backend engineering teams, ensuring alignment with Bestow's overall technology roadmap and business objectives.

  • Lead cross-vertical initiatives where you have to make an impact with other teams who do not report to you.

  • Represent Bestow in front of other technology companies and partners

  • Negotiate vendor relationships

  • Provide architectural guidance and oversight, ensuring the backend systems are scalable, reliable, secure, and performant to meet the demands of a high-growth SaaS platform.

  • Foster a culture of technical excellence, innovation, and continuous learning within the engineering organization.

  • Stay current with emerging backend technologies and industry best practices, evaluating their potential to enhance Bestow's platform.

  • Strong advocate for GenAI practices and daily usage

  • Collaborate with other engineering leaders and architects to ensure consistency, interoperability, and a cohesive technical strategy across all engineering teams.

Team Leadership and Development:

  • Provide strong leadership, mentorship, and guidance to multiple engineering teams and their managers (if applicable).

  • Build, nurture, and scale high-performing and collaborative engineering teams, fostering a sense of ownership, accountability, and psychological safety.

  • Establish and promote effective engineering processes, best practices, and ceremonies to optimize team efficiency and code quality.

  • Develop and execute personalized growth plans for team members, identifying opportunities for technical skill development and career advancement.

  • Conduct regular performance reviews, provide constructive feedback, and actively address any team or individual challenges.

  • Lead the recruitment and onboarding efforts to attract and retain top-tier backend engineering talent.

Strategic Vision and Execution:

  • Translate business requirements and product roadmaps into clear technical strategies and execution plans for the backend teams.

  • Make strategic technical decisions, balancing short-term needs with long-term scalability, maintainability, and security.

  • Effectively communicate complex technical concepts and trade-offs to both technical and non-technical stakeholders, including executive leadership and product management.

  • Drive large, cross-functional technical initiatives to successful completion, ensuring high-quality deliverables and timely execution.

  • Champion the use of data and metrics to inform technical decisions, monitor system health, and measure the impact of engineering efforts.

  • Foster strong relationships and effective collaboration with Product Management, Design, and other stakeholders to ensure alignment on product goals and technical solutions.

The ideal candidate is a highly technical and inspiring leader who is passionate about building robust and scalable backend systems for a cutting-edge SaaS platform. You are adept at both strategic thinking and hands-on technical guidance, empowering your teams to deliver exceptional solutions that drive Bestow's success in the insurance technology space. Your ability to foster a high-performance culture and attract top talent will be critical to our continued growth and innovation.

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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Average salary estimate

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$160000K
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What You Should Know About Engineering Director, Bestow

At Bestow, we’re on an exciting journey to redefine insurance technology, and we're searching for an accomplished Engineering Director to join our team in Dallas! As a leader in our Engineering Department, you’ll have the unique opportunity to shape the technical vision that powers our innovative SaaS platform, catering to some of the largest life insurance providers. Your expertise in backend systems and distributed architectures will enable you to mentor multiple engineering teams and drive them toward building scalable and secure solutions that truly make a difference. You’ll collaborate with diverse teams including Product Management and Design to ensure our tech roadmap aligns with our business goals. Furthermore, your hands-on guidance will help us develop critical services that support the entire lifecycle of a life insurance policy. With your strong background in Golang, PostgreSQL, and cloud platforms like Google Cloud, you’ll champion the advancement of our technology and promote a culture of continuous improvement and technical excellence. Through strategic leadership, you’ll lead initiatives that enhance our platform's capabilities while nurturing high-performing teams committed to innovation. Join us and be part of a mission-driven environment where your impact resonates across the organization and extends to our customers—empowering financial stability for everyone. At Bestow, we love to celebrate achievements, and we believe a collaborative workspace is the foundation of success. Feel the excitement? We can't wait to see what you bring to our team!

Frequently Asked Questions (FAQs) for Engineering Director Role at Bestow
What are the primary responsibilities of the Engineering Director at Bestow?

As the Engineering Director at Bestow, your primary responsibilities include providing strategic leadership to our Backend Engineering Teams and ensuring that all services underpinning life insurance policies are developed and maintained effectively. You’ll also define the technical vision, lead cross-functional initiatives, and oversee architectural guidance for scalable and reliable systems. You'll play a crucial role in team development, fostering a culture of technical excellence and aligning engineering strategies with Bestow’s business objectives.

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What qualifications are important for the Engineering Director position at Bestow?

For the Engineering Director position at Bestow, a Bachelor’s Degree or equivalent experience is required, along with over 10 years of professional software development experience focusing on backend technologies. You should possess more than 5 years of progressive engineering management experience and a proven ability to guide multiple teams effectively. Additionally, deep expertise in Golang, PostgreSQL, and knowledge of modern software development practices including CI/CD and API design principles will be essential.

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How does the Engineering Director contribute to team development at Bestow?

The Engineering Director at Bestow plays a vital role in team development by providing mentorship and guidance to engineering teams. You will be responsible for building and nurturing high-performing teams, establishing effective engineering processes, and optimizing team efficiency. Developing personalized growth plans for team members will be crucial, along with conducting performance reviews to help individuals reach their potential, ensuring that the team maintains a strong sense of ownership and accountability.

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What technology stack does the Engineering Director at Bestow need to be familiar with?

An Engineering Director at Bestow should be well-versed in a modern technology stack that includes Golang, PostgreSQL, and cloud platforms, particularly Google Cloud. Familiarity with containerization technologies like Docker and Kubernetes is critical, as is a solid understanding of building and operating microservices architectures. The role also requires an understanding of test-driven development (TDD) and API design principles, which are key to maintaining Bestow’s highly reliable and efficient SaaS platform.

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What is the work culture like for an Engineering Director at Bestow?

The work culture for an Engineering Director at Bestow is dynamic, collaborative, and focused on innovation. You'll be part of a mission-driven team that values diversity and inclusion while providing a supportive environment for work-life balance. Bestow actively promotes a flexible work-from-home policy and fosters a culture of continuous learning and improvement. With a commitment to employees’ growth and development, you can expect to work in an environment that is both rewarding and empowering.

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Common Interview Questions for Engineering Director
Can you describe your experience with backend systems and distributed architectures?

In answering this question, reflect on specific projects or systems you have developed or managed. Highlight your understanding of the design, implementation, and deployment of backend systems. Discuss technologies like Golang and PostgreSQL, and express your familiarity with microservices architectures. Aim to illustrate not only technical knowledge but also how your decisions impacted system reliability and performance.

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How do you ensure effective communication between your engineering teams and other departments?

Effective communication is crucial in a collaborative environment. Explain how you establish regular meetings and updates between engineering teams and other departments like Product Management and Design. Emphasize your use of collaborative tools and practices to ensure alignment on project goals. Share examples of how you facilitated cross-departmental initiatives to underline your proactive approach to communication.

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What strategies do you use to foster a culture of continuous learning in your teams?

Discuss your commitment to professional development through mentorship, training sessions, and encouraging team members to pursue relevant certifications. You might explain how you implement regular knowledge-sharing sessions and promote a culture where it's safe to experiment and learn from failures. Highlight any successful initiatives you've executed in your previous roles.

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How do you approach strategic planning for technology development?

Strategic planning involves setting clear, actionable goals aligned with business objectives. Share your process of assessing current technological trends, gathering input from stakeholders, and analyzing data to inform your decision-making. Mention your ability to balance short-term needs with long-term scalability, ensuring that every decision made contributes to overall business growth.

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Can you provide an example of leading a cross-functional initiative?

Prepare to share a specific example that illustrates your leadership capabilities. Detail the initiative's goals, the teams involved, and the challenges faced. Discuss how you coordinated efforts between departments, resolved conflicts, and achieved the desired outcomes. Focus on your leadership style and the impact you had on the initiative's success.

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What is your experience with team performance management?

Discuss your approach to evaluating team performance through regular reviews, setting KPIs, and providing constructive feedback. Share techniques you use to set clear expectations and recognize achievements. Include how you support team members struggling to meet expectations and steer them toward improvement while fostering a positive work environment.

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How do you handle conflicts that arise within your engineering teams?

In addressing conflicts, emphasize your approach to mediation and promoting open discussion among team members. Share techniques you use to understand differing perspectives and facilitate solutions that maintain team unity. Highlight your belief in addressing conflicts promptly to avoid prolonging issues and to ensure a collaborative atmosphere.

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What role does mentorship play in your leadership style?

Articulate the importance of mentorship in fostering team growth and development. Discuss how you actively engage in mentoring relationships, helping team members develop their skills and navigate their career paths. Provide examples of how mentorship has positively impacted team dynamics and led to personal success stories within your teams.

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How do you keep your technical skills current in a rapidly evolving industry?

Discuss your commitment to continuous learning by attending workshops, conferences, and pursuing relevant certifications. Explain how you follow industry trends through research, podcasts, or networking with other professionals. Highlight how you share insights with your team to encourage a culture of growth and adaptability.

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Can you describe your experience with cloud computing, specifically Google Cloud Platform?

Highlight your practical experience with Google Cloud Platform, including specific services you’ve worked with, such as Kubernetes, Compute Engine, or Cloud Functions. Mention any projects where you successfully deployed and managed applications on the platform. Explain how your knowledge of cloud computing enhances your capacity to lead engineering teams effectively.

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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
DEPARTMENTS
SENIORITY LEVEL REQUIREMENT
TEAM SIZE
EMPLOYMENT TYPE
Full-time, hybrid
DATE POSTED
April 19, 2025

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