Description:
Description:
Join our team! Windsor Hospitality thrives in building hospitality careers We are seeking a driven and technically sharp IT Systems & Technology Manager to help co-own our technology infrastructure and lead the modernization of how our 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. You will assist and be a resource across the organization — keeping systems running, driving AI adoption, and building a more efficient, modern technology foundation.
Where this role is located:
This position is based out of our HQ office located in Santa Monica, CA. There is some travel required to our portfolio of hotels on a as needed basis.
Essential Responsibilities
Hotel Brand Technology Compliance
- 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.
On-Call & Field Support
- 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.
IT Systems and Infrastructure
- 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.
Asset Management & Inventory Controls
- 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.
Software & Systems Modernization
- 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.
Requirements:
Skills and abilities you bring:
The individual must possess the following knowledge, skills and abilities to efficiently and properly execute the essential functions of the job
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Strategic thinking implemented through short-term execution.
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Extremely organized, detail oriented, with the ability to multitask with minimal supervision.
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Ability to communicate effectively, eloquently, verbally and in writing.
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Ability to communicate and direct technically with onsite vendors is a must.
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Must demonstrate patience and professionalism at all times.
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Proven ability to troubleshoot complex hardware/software issues.
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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.
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No job too small or too big mentality (any unassigned miscellaneous tasks for office you “own”).
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Reachable and willingness to engage after hours or weekends with a fast response time.
Technical Knowledge:
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Expertise in Microsoft Windows, Office 365, server administration, network protocols (LAN/WAN)'
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Experience with LLM-based tooling, AI APIs, or building AI-assisted workflows.
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Experience with ServiceDesk Plus Ticketing and asset management system.
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CompTIA A+, Microsoft certifications, or similar credentials.
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CompTIA Network + and CompTIA Security +
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Experience supporting multi-site and distributed work environments.
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Experience with Cisco Meraki and Netgear switches and routers.
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Experience with MDF configurations
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Knowledge of Copper and fiber-based infrastructure.
What we offer:
Join a team that invests in you! We’re proud to offer a comprehensive and competitive benefits package to support the well-being and growth of our eligible employees in our diverse and inclusive environment:
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Medical, Dental, Vision, Life and Disability Insurance if eligible, enjoy access to quality healthcare plans to stay healthy and protected.
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Flexible Spending Account (FSA) Pre-tax savings for healthcare and dependent care expenses.
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401(k) & Roth 401(k) Plans Plan for your future with employee-supported retirement options.
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Employee Assistance Program (EAP) Confidential support services for personal and professional well-being.
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Career Growth Opportunities We promote from within and invest in your long-term success.
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Paid Time Off (PTO) Take time to relax, recharge, and explore life outside of work.
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Paid Sick Leave Supportive sick time policy to care for your health when you need it.
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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.
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Recognition & Rewards Program Our team members are regularly acknowledged through performance awards, milestone celebrations, and incentive programs that recognize excellence and dedication.
