IT Systems and Technology Manager

WINDSOR CAPITAL GROUP • Santa Monica, CA

15h • Onsite

About The Position

Windsor Hospitality is seeking a driven and technically sharp IT Systems & Technology Manager to co-own their technology infrastructure and lead the modernization of how the organization uses software and artificial intelligence. This is a hands-on individual contributor role for someone who thrives at the intersection of practical IT operations and forward-thinking innovation. The manager will assist and be a resource across the organization, keeping systems running, driving AI adoption, and building a more efficient, modern technology foundation. The position is based out of the HQ office located in Santa Monica, CA, with some travel required to the portfolio of hotels on an as-needed basis.

Requirements

• Strategic thinking implemented through short-term execution.
• Extremely organized, detail oriented, with the ability to multitask with minimal supervision.
• Ability to communicate effectively, eloquently, verbally and in writing.
• Ability to communicate and direct technically with onsite vendors is a must.
• Must demonstrate patience and professionalism at all times.
• Proven ability to troubleshoot complex hardware/software issues.
• Ability to effectively communicate with and collect information from team members and third parties, some of whom will require high levels of tact and/or diplomacy.
• No job too small or too big mentality (any unassigned miscellaneous tasks for office you “own”).
• Reachable and willingness to engage after hours or weekends with a fast response time.
• Expertise in Microsoft Windows, Office 365, server administration, network protocols (LAN/WAN).
• Experience with LLM-based tooling, AI APIs, or building AI-assisted workflows.
• Experience with ServiceDesk Plus Ticketing and asset management system.
• CompTIA A+, Microsoft certifications, or similar credentials.
• CompTIA Network + and CompTIA Security +.
• Experience supporting multi-site and distributed work environments.
• Experience with Cisco Meraki and Netgear switches and routers.
• Experience with MDF configurations.
• Knowledge of Copper and fiber-based infrastructure.

Responsibilities

• Co-lead support to ensure all properties remain compliant with Hilton/Marriott brand technology standards and requirements.
• Assist as needed the on-property point of contact for Marriott-mandated system audits and technology assessments.
• Assist in communicating brand-technology updates and requirement changes to property leadership and the corporate IT team.
• Assist to maintain documentation of brand compliance status across the portfolio.
• Co-lead IT resource for property-level technology emergencies across the portfolio.
• Assist in providing first-line technical support to General Managers and property staff for day-to-day IT issues.
• Respond to property support requests in a timely manner with clear communication on status and resolution timelines.
• Assist to Log and document all field support interactions and resolutions in the ticketing system for corporate IT visibility.
• Assist in correcting complex or infrastructure-level issues with clear documentation and context.
• Assist to serve as a technical resource providing Tier 2/3 support and infrastructure management across all locations.
• Provide support for Windows operating systems, Microsoft 365, hardware, software, printers, and peripheral equipment.
• Help manage cloud infrastructure (Microsoft 365 environment) including security, cost optimization, and user access.
• Set up and maintain user accounts, email, permissions, and licensing within the Microsoft 365 environment.
• Assist with Installation, configuration, and maintenance for desktop, laptop, and peripheral equipment.
• Help develop policies and procedures required to ensure IT compliance.
• Co-lead owning and maintaining a centralized IT asset tracking system for all hardware and software assets across corporate and field locations.
• Assist to implement and enforce asset lifecycle management processes — from procurement and deployment through maintenance, refresh, and decommission.
• Conduct regular physical and digital audits of IT assets across the organization to ensure accuracy of inventory records.
• Assist to track software licensing, renewals, and compliance to prevent gaps or over-spend across all platforms and subscriptions.
• Co-lead to establish standardized procedures for asset tagging, check-in/check-out, and chain of custody for all IT equipment.
• Partner with finance and operations to support budgeting for hardware refresh cycles and technology procurement per brand standards.
• Coordinate with the Field maintain accurate property-level asset records across all 9 hotel properties.
• Co-lead to generate regular asset and inventory reports for leadership visibility into technology spend, utilization, and lifecycle status.
• Help lead disaster recovery planning, business continuity strategy, and incident response.
• Assist in managing vendor relationships, licensing agreements, and technology procurement.
• Co-lead Define and execute a technology roadmap aligned with business goals, with emphasis on software modernization and AI integration.
• Evaluate and guide architecture decisions for internal platforms and third-party integrations.
• Establish and enforce systems utilization standards, security policies, and best practices.
• Maintain ticketing system workflows and contribute to the knowledge base and documentation standards.

Benefits

• Medical, Dental, Vision, Life and Disability Insurance if eligible, enjoy access to quality healthcare plans to stay healthy and protected.
• Flexible Spending Account (FSA) Pre-tax savings for healthcare and dependent care expenses.
• 401(k) & Roth 401(k) Plans Plan for your future with employee-supported retirement options.
• Employee Assistance Program (EAP) Confidential support services for personal and professional well-being.
• Career Growth Opportunities We promote from within and invest in your long-term success.
• Paid Time Off (PTO) Take time to relax, recharge, and explore life outside of work.
• Paid Sick Leave Supportive sick time policy to care for your health when you need it.
• Exclusive Employee Hotel Discounts Take advantage of special rates for hotels in our brand portfolio – just for our team members and their family and friends.
• Recognition & Rewards Program Our team members are regularly acknowledged through performance awards, milestone celebrations, and incentive programs that recognize excellence and dedication.

What This Job Offers

• Job Type: Full-time
• Career Level: Manager
• Education Level: No Education Listed
• Number of Employees: 11-50 employees