VP, Information Technology Engineering

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 TEAM 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; t's a core driver of how we compete, operate, and grow. This role leads the full technology infrastructure, business technology, and IT strategy for a fast-growing SaaS company, and the person who succeeds here will think about every IT challenge as an engineering problem first. . Our entire infrastructure is cloud-based, our predominantly remote workforce operates on Macs, and our core collaboration stack includes Google Workspace, Zoom, Slack, and Claude. You'll inherit a solid foundation and a capable team of 8. 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. WHAT YOU'LL DO Define and execute a multi-year IT strategy aligned to company growth objectives, with a focus on scalability, security, and operational excellence. 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. Oversee all enterprise IT infrastructure including cloud environments, networks, endpoints, and SaaS platforms, ensuring systems availability, performance, and reliability meet or exceed SLAs. Implement and operationalize cybersecurity policies and standards set by the CISO, covering identity and access management, threat detection, incident response, and data protection. 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. Lead, mentor, and grow a high-performing IT team of 8, fostering a culture of ownership, continuous improvement, and collaboration. Own the IT budget, driving cost efficiency without sacrificing quality or reliability. Manage strategic vendor relationships and negotiate contracts to maximize value. WHO YOU ARE 12+ years of progressive IT leadership experience, with at least 2 years in a VP-level or equivalent executive role at a SaaS or technology company.