The Vice President of IT Operations will be a critical owner of the execution of a portfolio of enterprise-scale programs: VMware-to-Azure cloud migration, a wide Wi-Fi infrastructure overhaul, AIOps-driven observability, NOC build-out, and M&A integration at pace.

Essential Duties and Responsibilities

VMware-to-Azure Cloud Migration (Active Program)

• Own end-to-end execution of VMware-to-Azure migration; the highest-priority infrastructure program in the 2025-2026 technology roadmap.
• Lead workload assessment, wave planning, dependency mapping, and cutover sequencing across all 150+ property environments, minimizing downtime and business disruption.
• Define and enforce Azure landing zone standards; identity, networking, segmentation, policy guardrails, and logging; to ensure a secure, scalable post-migration architecture.
• Build and maintain infrastructure-as-code (IaC) templates for repeatable, compliant environment provisioning in the target Azure state.
• Implement Azure security and compliance controls (Defender for Cloud, RBAC, policy frameworks) in partnership with the VP Cybersecurity & IT Compliance.
• Drive FinOps discipline: capacity planning, reserved instance strategy, cost variance tracking, and cloud spend optimization post-migration.
• Deliver executive-level migration status reporting with clear milestones, risk flags, and financial accountability.

Wi-Fi Infrastructure Roadmap (Active Program)

• Lead execution of enterprise-wide Wi-Fi technology roadmap; standardizing wireless infrastructure across all properties to deliver consistent, high-quality member and operational connectivity.
• Define and enforce Wi-Fi architecture standards: RF design, SSID segmentation (member, operational, IoT), authentication frameworks, and capacity thresholds per property type.
• Own the Wi-Fi lifecycle program: hardware standardization (Cisco Meraki), firmware governance, access point lifecycle, and vendor SLA management.
• Integrate Wi-Fi telemetry into the enterprise observability platform, enabling per-property client density, throughput, and incident visibility in real time.
• Partner with operations leadership to align Wi-Fi performance to member experience SLAs and revenue-generating services (e.g., software platforms, payment systems, digital amenities).
• Lead technology onboarding of newly acquired properties into the standard Wi-Fi framework within defined M&A integration timelines.

Network Operations Center (NOC); Build & Operations

• Design, build, and operate centralized NOC function; establishing the monitoring, alerting, escalation, and incident management capabilities required to support 150+ geographically distributed properties at enterprise scale.
• Define NOC operating model: staffing structure, shift coverage, tier escalation paths, runbooks, and on-call governance.
• Implement and own the NOC tooling stack; integrating network, infrastructure, cloud, and endpoint monitoring into a unified operational console (target: single-pane-of-glass visibility).
• Establish and enforce NOC SLAs: first-response time, MTTD, MTTR, escalation thresholds, and incident classification standards.
• Drive continuous improvement through post-incident reviews, trend analysis, and proactive problem management; reducing repeat incidents and mean time between failures (MTBF).
• Build NOC capabilities to support after-hours operations, seasonality spikes, and M&A cutover events.

Observability & Performance Analytics

• Own enterprise observability end-to-end: network, infrastructure, cloud, Wi-Fi, endpoint, and user experience; encompassing telemetry, logging, tracing, and alerting across all layers.
• Implement a unified observability platform (e.g., Datadog, Azure Monitor, or equivalent) capable of correlating signals across on-premises, Azure, and field environments.
• Define and maintain a rigorous KPI and SLI framework; uptime by property, MTTD/MTTR by incident class, network availability, Wi-Fi client health, Azure workload performance; with real-time executive dashboards and trend reporting.
• Drive AIOps adoption: predictive alerting, anomaly detection, automated remediation workflows, and intelligent capacity management to reduce reactive operations and increase efficiency.
• Establish performance baselines per property type and tier; enabling data-driven SLA conversations with key stake holders
• Produce monthly operational health reports for the CTO and CCO; translating telemetry into business impact metrics (availability, member experience, revenue continuity).

Network & Infrastructure Operations

• Architect, manage, and continuously optimize enterprise-wide network infrastructure across all sites; ensuring consistent performance, reliability, and security.
• Own lifecycle management of Palo Alto Networks security platforms (NGFW, Panorama), Cisco Meraki SD-WAN and switching infrastructure, and enterprise Wi-Fi; including configuration baselines, change management protocols, and firmware governance.
• Lead infrastructure assessment and technology onboarding for all newly acquired properties, ensuring rapid integration aligned with company standards.

High Availability, Disaster Recovery & Incident Management

• Design and maintain enterprise-grade high-availability (HA) architectures meeting defined uptime SLAs across all critical systems.
• Own the enterprise Disaster Recovery and Business Continuity program; documented runbooks, validated RTO/RPO objectives, and annual tabletop exercises.
• Lead incident response planning and execution for major IT events, coordinating cross-functional teams and vendors to achieve rapid resolution and minimal business impact.

Microsoft Ecosystem & Workplace Technology

• Manage the full Microsoft 365 stack: Entra ID, Intune, Teams, Defender, and associated enterprise productivity and security platforms.
• Oversee enterprise endpoint lifecycle (procurement, configuration, deployment, decommissioning) across corporate and field locations; standardizing device management and optimizing licensing spend.
• Ensure guest and operational connectivity delivers a consistent, high-quality member experience across all properties.

Mergers & Acquisitions Technology Integration

• Serve as the operational technology lead for all M&A activities; conducting pre-acquisition infrastructure assessments and executing post-close onboarding with speed and discipline.
• Maintain a repeatable, scalable M&A technology integration playbook: network, Wi-Fi, cloud, NOC onboarding, and monitoring enrollment; within defined integration timelines.

Enterprise Technology Governance & Budget

• Develop and execute a multi-year technology operations roadmap aligned to growth, M&A pace, and operational scale; with clear ROI accountability.
• Establish enterprise system governance: decision rights, operating cadence, change management, and escalation paths.
• Own the IT operations budget; forecasting, variance management, application licensing, and tool rationalization.
• Run periodic control reviews, remediate gaps, and institutionalize process-dependent operations that reduce key-person risk and ensure audit readiness.

Team & Vendor Leadership

• Lead and develop a high-performing IT operations organization; setting clear expectations, operating rhythms, and accountability structures.
• Build organizational structure for scale: defined roles, process ownership, succession pathways, and documentation standards.
• Manage a portfolio of vendors, MSPs, consultants, and offshore partners; contract negotiations, scoped deliverables, SLA governance, and performance accountability.

Technical and Physical Requirements

• 12+ years of progressive IT infrastructure and operations leadership, with 5+ years in a senior leadership role managing geographically distributed environments (multi unti locations strongly preferred).
• Proven, hands-on experience leading VMware-to-cloud migrations at enterprise scale; workload assessment, wave planning, cutover execution, and Azure landing zone design.
• Experience in critical infrastructure, hospitality, retail, or outdoor recreation with distributed property portfolios.
• Familiarity with AIOps platforms and intelligent automation in infrastructure management.
• Azure certifications (AZ-104, AZ-305) or equivalent cloud architecture credentials.
• Demonstrated expertise with Palo Alto Networks (NGFW, Panorama) and Cisco Meraki (SD-WAN, switching, wireless).
• Deep proficiency in Microsoft Azure platform engineering, Microsoft 365 administration, and modern endpoint management (Intune/Entra ID).
• Proven experience building or leading a NOC function; operating model design, tooling implementation, SLA governance, and team development.
• Strong background in enterprise observability platforms (Datadog, Azure Monitor, or equivalent) and KPI-driven operational performance management.
• Demonstrated ability to lead a multi-property Wi-Fi infrastructure program; RF design, hardware standardization, vendor management, and member experience alignment.
• Demonstrated success leading technology integration in support of mergers and acquisitions.
• Exceptional vendor management, contract negotiation, and third-party governance capabilities.
• Experience owning IT operations budgets, FinOps practices, and enterprise application licensing.
• Travel up to 30%

Minimum Soft Skill Qualifications

· Eagerness to engage in a growing, fast paced, and industry-leading company

· Consistently treats others with dignity and respect

· Genuinely serves others with humility and a positive attitude

· Frequently demonstrates a bias toward action

· Always communicates effectively and courteously to establish strong networks internally and externally to ensure that decisions are thoughtful of all stakeholders

· Follows policies and procedures while seeking out new and better ways of accomplishing duties

· Shows resolve and overcomes difficulties in a positive and productive manner

· Provides responsive service to our Teammates and Members

· Continuously puts forth the extra effort to accomplish duties

· Develop sound conclusions and makes decisions based on analysis of data and understanding of the business

· Works to build high performing teams while taking an interest in Teammates’ professional development

· Organize, plan and manage Teammates and processes efficiently

· Unfailing commitment to continuous learning and growth

· Acts with integrity and is open to feedback from all Teammates

· Willingly coaches teammates through change and leads all situations with positivity

Pay: $200,000.00 - $220,000.00 per year

Benefits:

• 401(k) matching
• Dental insurance
• Employee discount
• Health insurance
• Life insurance
• Paid time off
• Parental leave
• Professional development assistance
• Referral program
• Tuition reimbursement
• Vision insurance

Work Location: Remote