Bestow

• Own end-to-end design for assigned initiatives — from problem framing and research through prototyping, validation, and implementation partnership • Conduct and synthesize research through user interviews, usability testing, and data analysis to validate design decisions and inform product strategy • Shape solutions in partnership with product managers — helping define problems, outline approaches, and establish success criteria when requirements are still forming • Create user flows, diagrams, Figma designs, and coded prototypes that communicate direction clearly to stakeholders and engineering • Navigate and collaborate in shared code repositories — reading existing prototypes, iterating in an IDE with AI assistance, and partnering with engineers during implementation • Partner with engineering to protect design integrity while balancing technical constraints • Contribute to design critiques and help elevate quality across the team • Champion user-centered design in a regulated product — where trust, auditability, and operational clarity matter as much as polish

• Build and maintain dbt models that transform source data into clean, tested datasets for analytics and reporting. • Write SQL to investigate data issues, validate new sources, and answer stakeholder questions with accurate, reproducible logic. • Implement data quality checks (dbt tests, freshness, reconciliations) and help resolve production data issues, including on-call rotation. • Document models, metrics, and lineage so teammates and stakeholders understand definitions and dependencies. • Partner with analysts and business teams to deliver production-ready data products—not just ad hoc queries. • Use modern tooling—including AI-assisted frameworks—to move faster while keeping quality and review standards high.

• Remain hands-on in the code and actively participate in system design and architecture decisions • Regularly review pull requests, providing thoughtful feedback that elevates code quality • Partner with engineers on complex technical challenges, offering guidance without micromanaging • Drive large initiatives from conception through delivery • Own the document generation pipeline including templating, PDF rendering, carrier-and product-specific document configuration, and template lifecycle management • Lead multi-channel notification delivery across email, SMS, and physical mail, including third-party provider integrations (e.g., Lob, SendGrid, Twilio), delivery status tracking, and webhook handling • Design delivery failure handling including correct classification of provider errors (e.g., distinguishing user/4xx from system/5xx failures), retry logic, bounce/complaint management, and operational alerting • Build compliance-driven communications infrastructure for regulatory disclosures, required notices, document verification, and end-to-end audit trails for document delivery • Implement delivery observability including exposure of delivery failures in data feeds, idempotent retries, and custom monitoring/eventing for template processing • Drive operational improvements including carrier template onboarding automation, reducing manual intervention, and streamlining the document-to-delivery lifecycle • Orchestrate effective engineering ceremonies that promote collaboration and continuous improvement • Create personalized growth plans for each team member, identifying strengths and development areas • Provide regular, constructive feedback and create opportunities for engineers to expand their skills • Balance technical excellence with business objectives • Demonstrate sound judgment when making technical trade-offs • Communicate complex technical concepts clearly to both technical and non-technical stakeholders

ABOUT BESTOWLife 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 TEAMThe Frontend Platform team is responsible for all frontend applications, libraries, tooling, and infrastructure for Bestow and the Bestow Platform. We serve employees, consumers, and enterprise customers. In addition to building software, we integrate and manage many third-party products used by employees and as part of the platform. Within Bestow Engineering, our major functional teams are product engineering, infrastructure, IT, data and analytics, mar-tech, and program management. Frontend Platform works closely with upstream engineering teams, experience design, and product management to define and prioritize the product roadmap. This role will report to our Director of Frontend Platforms today and will eventually report to the Sr Engineering Manager. Open to US Remote. #LI-REMOTE WHAT YOU'LL DOThe right candidate for this role will: - Use a cutting-edge frontend platform to develop scalable experiences, and make exciting contributions to the platform itself - Design, develop, and optimize React-based micro front-ends, ensuring they are accessible, intuitive, responsive, and user-friendly across different devices. - Collaborate with backend engineers to maintain state-of-the-art GraphQL infrastructure - Work closely with designers, backend engineers, and product managers to build and iterate on platform features and ensure alignment on user needs and technical feasibility. - Implement unit tests and integration tests to ensure code quality and stability. - Participate in code reviews to maintain high standards. - Manage build and deployment pipelines using NX and CircleCI to streamline continuous integration, testing, and deployment processes, ensuring fast and reliable delivery of frontend updates. WHO YOU ARE - 2+ years of experience in software development - Bachelor’s Degree or equivalent experience required - Deep understanding of (or interest in) GraphQL for data fetching, integrating with back-end systems, and optimizing queries for efficient communication between frontend and backend. - Ability to implement accessible, intuitive, and user-friendly designs, working closely with design teams to create responsive and aesthetically pleasing interfaces. - Excellent communication skills to collaborate with backend engineers, product managers, and designers to ensure alignment on platform features and technical requirements. - Proficiency in implementing unit tests and integration tests (using tools like Jest, Vitest, React Testing Library) to ensure code quality, stability, and maintainability. - Experience managing build and deployment pipelines - Solid experience with Git for version control and collaboration through platforms like GitHub or GitLab. - Familiarity with, or strong interest in, building scalable frontend architectures and frameworks that can easily grow as the platform evolves, supporting new features, integrations, and modules. - AI-Driven Full-Stack Engineering: Leverages AI development tools across the entire lifecycle (from design to testing) to accelerate full-stack feature delivery. Crafts and iterates on prompts to ensure AI-generated outputs meet team quality standards, while demonstrating the technical judgment to discern when manual coding yields better results. TOTAL REWARDSAt 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!

• Manage the day-to-day implementation process and timeline from kickoff to go-live, serving as a primary delivery point of contact for client stakeholders. • Collaborate cross-functionally with internal teams such as product, engineering, customer success, and compliance to ensure client needs are met while maintaining alignment with our platform’s capabilities and roadmap. • Work directly with Business Systems Analysts and Engineers to implement our core offering for enterprise customers. • Manage the intake and release coordination of change requests and platform implementations • Write clear requirements for Engineering teams, and manage development backlogs for carrier change requests and platform implementations • Build project plans and manage internal and external agendas to ensure cross-team alignment on scope, dates, and dependencies. • Partner with Product Managers, Designers, and Technical Program Managers to deliver roadmapped initiatives to enterprise customers. • Document initial scope and ongoing scope changes and decisions throughout the partner implementation process, including supporting the change request processes. • Track and communicate risks clearly to internal and external stakeholders.

• Own the investigation lifecycle; take a signal from definition through root-cause analysis to a written recommendation • Connect data and context; frame the right questions with analytics and understand the full picture with carrier partner teams • Independently analyze each opportunity’s revenue impact, root cause, urgency • Produce intelligence artifacts; document the problem, why it's happening, what we should do, and what it's worth • Partner with the product team; translate findings into clearly prioritized opportunities for product managers to act on them

• Use SQL, dbt, CI/CD, Github, and Google Cloud to automate data transformation pipelines that flow to our various enterprise partners. • Use Data Visualization tools (such as Tableau) to create intuitive data products, allowing our enterprise partners to better understand their business and trust their data. • Strong communicator, not afraid to contribute during meetings with stakeholders and engineering teammates, and asks clarifying questions to better understand business requirements and opportunities. • Build subject matter expertise within the insurance domain, in order to better anticipate partners’ needs. • Recommend and adopt data governance best practices to Improve data quality and controls. • Construct data validation checks and automated unit tests to catch data quality issues early, ensuring reliable downstream analytics and partner deliverables. • Collaborate with other data analysts and engineers, sharing work and cross-training others. • Ensure data quality through automated monitoring and alerting, and occasionally serving within an on-call rotation. • Maintain a positive attitude and encourage the growth and development of team members. • Make decisions as a team. Propose your ideas. Review others’ work. Shared ownership.

• Lead a high-performing team of product managers, setting clear priorities and empowering them to deliver exceptional results • Own product strategy and vision for underwriting, aligning business objectives with market opportunities and customer needs • 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 • Integrate tightly with internal SMEs as embedded partners in the cadence, not reactive consultants • 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 • Develop and communicate compelling underwriting 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

Title: VP, Information Technology Location: Dallas, TX Department: Engineering Compensation - $260K – $280K • Offers Equity Job Description: 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 ROLE We are at an exciting inflection point. As we scale our platform and deepen our footprint across the enterprise, technology is no longer just a support function. It's a core driver of how we compete, operate, and grow. We're looking for a Vice President of Information Technology to lead that charge. This is a rare opportunity to step into a high-visibility, high-impact executive role where you will own the full technology infrastructure, business technology, and IT strategy for a fast-growing SaaS company. You will sit at the intersection of business and technology, partnering directly with C-suite leaders and functional heads to ensure our systems, processes, and people are built to scale. Our Environment This is not a traditional IT operation. We run no on-premise servers. Our entire infrastructure is cloud-based, and our predominantly remote workforce operates on Macs. Our core collaboration stack includes Google Workspace, Zoom, Slack, and Claude. We are a technology-forward company that expects IT to operate the same way: modern, automated, and continuously improving. You'll inherit a solid foundation and a capable team of 8. Things work today, but we need to prepare for the next phase. Your job is to bring the executive leadership, process maturity, and strategic vision needed to evolve IT into a world-class function that grows alongside the business. If you thrive in environments where the problems are complex, the pace is fast, and the stakes are high, this role was built for you. WHAT YOU’LL DO Technology Strategy & Roadmap - Define and execute a multi-year IT strategy aligned to company growth objectives, with a focus on scalability, security, and operational excellence. - Serve as a key member of the senior leadership team, advising the CTO and functional leaders on technology investments, risks, and opportunities. - Build and maintain a forward-looking technology roadmap that anticipates business needs and keeps the organization ahead of the curve. Business Technology & Applications - Own the strategy, administration, and optimization of enterprise business systems including CRM (Salesforce), telephony and contact center platforms, productivity suites, and other business-critical SaaS applications. - Partner with functional leaders across Sales, Customer Success, Finance, and Operations to ensure business systems support their workflows, reporting needs, and growth objectives. - Lead the evaluation and selection of a next-generation telephony and contact center platform, with a focus on AI-native capabilities, automation, and modern customer engagement workflows. - Manage vendor strategy, contract negotiations, and lifecycle management for major third-party platforms. Infrastructure & Operations - Oversee all enterprise IT infrastructure including cloud environments, networks, endpoints, and SaaS platforms. - Ensure systems availability, performance, and reliability meet or exceed SLAs across the organization. - Lead IT operations including helpdesk, asset management, vendor relationships, and IT service management (ITSM) processes. Security & Compliance - Implement and operationalize cybersecurity policies and standards set by the CISO, covering identity and access management, threat detection, incident response, and data protection. - Partner with Legal, Compliance, and the CISO to ensure adherence to SOC 1, SOC 2, and other applicable frameworks. - Champion a culture of security awareness across the organization. AI, Automation & Innovation - Be an active daily user of AI tools to improve your own productivity and model AI-forward behavior for the organization. - Drive automation of routine IT tasks including ticket triage, provisioning, access management, and reporting, with the goal of eliminating manual overhead wherever possible. - Own AI cost governance including vendor relationship management, usage tracking, quota management, and reporting to budget owners across the organization. - Evaluate emerging technologies and pilot innovative solutions that provide competitive advantage or cost leverage. - Partner with product and engineering teams to align internal tooling with the company's broader technology vision. Team Leadership & Development - Lead, mentor, and grow a high-performing IT team of 8, fostering a culture of ownership, continuous improvement, and collaboration. - Attract and retain top technology talent, building organizational depth across infrastructure, business technology, security operations, and IT operations. - Establish clear goals, performance standards, and career development pathways for all direct and indirect reports. Budget & Vendor Management - Own the IT budget, driving cost efficiency without sacrificing quality or reliability. - Manage strategic vendor relationships and negotiate contracts to maximize value and minimize risk. - Report regularly to leadership on IT performance, spend, and strategic progress. WHO YOU ARE Experience - 12+ years of progressive IT leadership experience, with at least 2 years in a VP-level or equivalent executive role. - Proven track record leading IT at a SaaS or technology company, ideally through periods of rapid growth or organizational transformation. - Deep hands-on experience with cloud infrastructure (AWS or GCP), enterprise security frameworks, and modern ITSM practices. - Experience owning enterprise business systems (CRM, telephony, ERP) and partnering with business stakeholders on system strategy and optimization. - Experience managing a cloud-native, predominantly remote workforce on Mac endpoints. Leadership & Business Acumen - Demonstrated ability to build, lead, and inspire cross-functional technology teams. - Strong executive presence with the ability to communicate complex technical concepts clearly to non-technical stakeholders. - Strategic thinker who can balance long-term vision with short-term execution and operational demands. - Experience managing multi-million dollar IT budgets and vendor portfolios. Technical Depth - Fluency across enterprise IT domains including networking, cloud platforms, endpoint management, identity and access management, and cybersecurity. - Hands-on, daily experience with AI tools (e.g., Claude, ChatGPT, Copilot) and a strong point of view on how AI should transform IT operations. - Experience with automation platforms and a track record of applying them to reduce manual IT workload. - Experience with modern telephony and contact center platforms, including AI-native and automation-forward solutions. - Ability to evaluate build vs. buy decisions and architect scalable, cost-effective solutions. Mindset & Values - Bullish on AI and automation as a force multiplier for IT teams; sees routine manual work as a problem to be solved, not accepted. - Entrepreneurial and adaptable, comfortable operating in ambiguity and building process maturity where it's needed. - Collaborative and low-ego, with a genuine commitment to serving the business and its people. - Data-driven decision-maker who holds themselves and their team to high standards of accountability. - Passionate about building inclusive, people-first technology organizations. 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!

• Own the technical architecture for IPC services, making design decisions that balance speed of delivery with long-term maintainability • Design, build, and operate backend services using Python + PostgreSQL, Go, and a Java-based Drools rules engine • Lead cross-team technical initiatives — coordinate with other Bestow engineering teams to plan and execute integration work across the platform • Drive platform capabilities that scale with Bestow's growing partner ecosystem — new carrier onboardings, product launches, and configuration flexibility • Mentor engineers on the team through code review, design review, and pairing — raise the technical bar without bottlenecking delivery • Ensure production reliability: define SLOs, improve observability, and share on-call responsibility for IPC workloads • Use agentic AI coding tools as a core part of your workflow and help the team adopt effective AI-assisted development practices • Communicate technical decisions, trade-offs, and status clearly in writing — the team is remote-first and async-heavy