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BestowBestow

VP, Information Technology

Leads IT strategy, infrastructure, business systems like Salesforce, security, and AI automation for a scaling SaaS company. Partners with C-suite, manages 8-person team, cloud-native remote ops, requires 12+ years IT leadership.

About the job

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.

Skills

Salesforce, AWS, GCP, Google Workspace, Slack, Zoom, Itsm, SOC 2, Claude, ChatGPT, Copilot, Identity And Access Management, Endpoint Management, Automation Platforms

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