Director of Information Technology

Director Of It Operations

At East West Hospitality, our vision is to be the most trusted hospitality services company and employer of choice, built on genuine and enduring relationships. We believe in doing the right thing for each other, our community, our environment, and those we serve. We hope you'll consider joining us!

Are you a forward-thinking technology leader who sees opportunities to make things better, smarter, and more efficient? East West Hospitality is seeking a Director Of It Operations to lead and evolve the technology foundation supporting our people, properties, and businesses.

East West Hospitality operates across a diverse and geographically distributed portfolio that includes hotels and resorts, homeowners associations, vacation rentals, real estate development and sales, and corporate operations. Supporting this environment requires more than reliable technology. It takes a strategic leader who understands the complexities of multiple business models and can build secure, scalable, and efficient technology operations that support both day-to-day needs and long-term growth.

Reporting to the Chief Information Officer, you'll lead the teams and strategic partners responsible for cybersecurity, infrastructure, employee technology, and company-wide It services. This role goes beyond maintaining existing systems. You'll have the opportunity to challenge established practices, use data to identify opportunities for improvement, and rethink how technology services are delivered as business needs, automation, AI, and emerging technologies continue to evolve.

What You Will Do

Lead & Evolve It Operations

• Develop and execute a multi-year technology operations roadmap aligned with business priorities and organizational growth.
• Identify opportunities to simplify, standardize, automate, and continuously improve technology services.
• Leverage operational data, emerging technologies, AI, and strategic partnerships to improve efficiency, service quality, and scalability.
• Partner with the CIO on technology budgets, forecasts, investments, and resource planning.
• Lead operational improvements and organizational changes with clear communication and stakeholder collaboration.

Strengthen Cybersecurity & Resilience

• Oversee operational cybersecurity, including identity and access management, threat detection, vulnerability management, and security monitoring.
• Partner with internal teams and external security experts to assess risks, establish priorities, and strengthen security practices.
• Ensure effective backup, disaster recovery, business continuity, and incident response capabilities.
• Provide leadership during significant technology or cybersecurity incidents.

Build a Reliable Technology Foundation

• Lead network, infrastructure, cloud, and shared technology services supporting offices, properties, and corporate operations.
• Oversee infrastructure improvements, technology upgrades, and lifecycle planning.
• Collaborate on technology needs for new developments, acquisitions, renovations, and property openings.
• Establish consistent standards that improve reliability, security, performance, and long-term supportability.

Elevate Employee Technology & Support

• Advance the Microsoft 365 environment to improve collaboration, productivity, and the employee technology experience.
• Oversee employee devices, software deployment, and technology-related onboarding and offboarding.
• Evolve company-wide service and support capabilities through self-service, automation, knowledge management, and AI-enabled solutions.
• Use service performance data to identify opportunities for improvement and hold internal teams and external partners accountable for results.

Develop People & Build Strong Teams

• Lead, coach, and develop technology managers and professionals across multiple disciplines.
• Establish clear priorities, accountability, and performance expectations.
• Assess organizational capabilities and evolve team structures, roles, and partnerships as business needs change.
• Foster a culture of collaboration, continuous improvement, innovation, and professional growth.

Position Details

Location: Colorado Front Range (Denver area), Vail Valley, or Roaring Fork Valley. Remote or hybrid work arrangements are available. Candidates must reside in one of these three geographic areas.

Start Date: To Be Determined

Employment Type: Full Time, Year Round, Salaried

Pay Range: $140,000–$170,000 annually, depending on qualifications and experience

Bonus: Eligible for an annual bonus of up to 10% of base salary

Post Closing Date: Until Filled

What You Bring

Our standout candidate is a strategic, forward-thinking technology leader who combines deep technical expertise with a passion for developing people and improving how organizations operate. You've built your career on a strong technical foundation and have grown into a leader who drives results through talented teams, effective partnerships, and thoughtful decision-making. You're comfortable challenging established practices, leveraging data and emerging technologies, and evolving teams and operating models to meet changing business needs. Most importantly, you know how to balance innovation with the reliability, security, and operational discipline that a complex organization requires.

• 5+ years of progressive experience in IT, infrastructure, cybersecurity, technology operations, or related disciplines, including leadership of technical teams.
• Proven progression from hands-on technical expertise into strategic leadership, with the ability to guide experienced technology professionals, develop talent, and drive results through teams and external partners rather than primarily through individual technical contributions.
• Strong technical foundation in networking, infrastructure, cybersecurity, identity management, endpoint management, and IT service delivery.
• Working knowledge of cloud technologies and modern SaaS environments.
• Experience with Microsoft 365, including opportunities to improve governance, administration, adoption, and productivity.
• Demonstrated success improving technology operations, service delivery, infrastructure, or support models.
• Experience managing technology vendors, managed service providers, outsourced support teams, or strategic partners.
• Strong financial acumen, including budgeting, forecasting, vendor management, and technology investment planning.
• Ability to analyze operational data, identify trends, and turn insights into meaningful improvements.
• A genuine interest in AI, automation, and emerging technologies, with the ability to apply new capabilities thoughtfully and effectively.
• Strong communication and relationship-building skills, including the ability to engage technical teams, business leaders, and executive stakeholders.
• Proven ability to develop talent, lead change, and build high-performing teams.
• Experience supporting geographically distributed or multi-location organizations preferred.
• Hospitality, property management, real estate, or related industry experience is a plus, but not required.

Benefits & Perks

At East West Hospitality, we believe in taking care of our team members so they can thrive both personally and professionally. As a Full Time, Year Round team member, you will have access to a competitive benefits package, including:

• Medical, dental, and vision insurance
• 401(k) retirement plan
• Unlimited time off
• Annual Wellness Bonus
• Employee discounts and hospitality perks
• Opportunities for professional development and career growth
• A collaborative work environment with a diverse portfolio of businesses and talented teams

We are committed to creating an inclusive workplace where everyone feels valued, respected, and empowered to succeed. We welcome applicants from all backgrounds and experiences and make employment decisions based on qualifications, merit, and business needs.