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VP, IT Engineering

$123k - $163k
Full-time

Bestow, Inc

Salary: $123,000 - 163,000 per year Requirements:

  • We bring 12+ years of progressive IT leadership experience, including at least 2 years in a VP-level or equivalent executive position within a SaaS or technology company.
  • We have deep hands-on expertise with cloud infrastructure such as AWS or Google Cloud Platform, enterprise security frameworks, and modern ITSM practices in a cloud-native, largely remote, Mac-based environment.
  • We have owned enterprise business systems such as CRM, telephony, and ERP platforms, and partnered with business stakeholders to shape system strategy and optimization.
  • We use AI tools daily, such as Claude, ChatGPT, or Copilot, and have a strong perspective on how AI can reshape IT operations.
  • We understand the iPaaS and integration platform landscape, including tools such as Workato, Boomi, MuleSoft, n8n, Zapier, and Make, and have first-hand experience building on at least one platform.
  • We can discuss the trade-offs between orchestration platforms and custom code, and know when each approach is appropriate.
  • We have experience designing or operating a data layer such as ITSM, a data lake, or analytics infrastructure, and understand how ITSM, iPaaS, and data systems work together to enable IT operations.
  • We have proven success building, leading, and motivating cross-functional technology teams, with strong executive presence and the ability to communicate complex ideas clearly to non-technical audiences.
  • We are strategic thinkers who balance long-term vision with near-term execution, stay comfortable in ambiguity, and treat manual work as a problem to solve rather than accept.
Responsibilities:
  • We define and execute a multi-year IT strategy aligned with company growth priorities, with emphasis on scalability, security, and operational excellence.
  • We own the strategy, administration, and improvement of enterprise business systems, including Salesforce, telephony and contact center tools, productivity suites, and other mission-critical SaaS applications.
  • We partner with leaders across Sales, Customer Success, Finance, and Operations to ensure our business systems support their workflows, reporting needs, and growth goals.
  • We lead the assessment and selection of a next-generation telephony and contact center platform, prioritizing AI-native capabilities, automation, and modern customer engagement workflows.
  • We oversee enterprise IT infrastructure across cloud environments, networks, endpoints, and SaaS platforms, making sure availability, performance, and reliability meet or exceed service levels.
  • We implement and operationalize cybersecurity policies and standards established by the CISO, including identity and access management, threat detection, incident response, and data protection.
  • We drive automation of recurring IT work such as ticket triage, provisioning, access management, and reporting to reduce manual effort wherever possible.
  • We own AI cost governance, including vendor management, usage tracking, quota oversight, and reporting to budget owners across the organization.
  • We lead, coach, and develop a high-performing IT team of 8, building a culture of accountability, continuous improvement, and collaboration.
  • We manage the IT budget, improve cost efficiency without compromising quality or reliability, and negotiate strategic vendor contracts to maximize value.
Technologies:
  • AI
  • AWS
  • ChatGPT
  • Cloud
  • Copilot
  • CRM
  • ERP
  • Support
  • ITSM
  • MuleSoft
  • n8n
  • Salesforce
  • Security
  • Slack
  • Zapier
  • DevOps

More:

We are Bestow, a leading vertical technology platform helping some of the largest and most innovative life insurers modernize a fragmented industry. Our technology enables carriers to launch products in weeks instead of years, using AI and automation to scale faster and operate more effectively. We are backed by leading investors including Goldman Sachs, Hedosophia, NEA, Valar, and 8VC, and we support a predominantly remote workforce with a cloud-based infrastructure and a modern collaboration stack built around Google Workspace, Zoom, Slack, and Claude. You will join a capable team of 8 and help evolve IT into a world-class function as we grow. We offer flexible remote and hybrid work, meaningful benefits, equity, strong growth opportunities, and a Dallas Deep Ellum office for those who prefer an in-person setting. Our benefits include competitive pay, flexible paid time off, parental leave, full-premium medical, dental, and vision options, a lifestyle stipend, and employee-led diversity, equity, and inclusion initiatives. We are also proud of our workplace recognition, including Best Place for Working Parents, Great Place to Work Certified, Built In Best Places to Work, and Fortune workplace awards.

last updated 33 week of 2026

Vacancy posted 3 days ago
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