Director, IT Delivery Management

Travel + Leisure Co. • Orlando, FL

1d • Hybrid

About The Position

Travel + Leisure Co. is the world’s leading vacation ownership and travel membership company, with a dynamic and growing portfolio of resort, travel club, and lifestyle travel brands. Our dedicated associates help the company achieve its mission to put the world on vacation. Innovation and growth keep our work interesting and fun. Every day is a chance to learn something new and turn vacation inspiration into exceptional experiences for millions of travelers worldwide. The Director of IT Delivery Management reports to the SVP of Infrastructure and Chief Information Security Officer. This role is responsible for leading the successful delivery of projects and initiatives related to the Cloud, Infrastructure, Security and Operations (CISO) teams, employing both traditional and agile project management methodologies. The Director oversees the strategic planning and development of these projects and initiatives, ensuring they align with the objectives of the CISO, IT department, and overall business. This role will centralize IT work intake, prioritization, and tracking using Jira as the primary tool to orchestrate requests across CISO teams and is responsible for coordinating cross-functional teams, managing project timelines, curating backlogs, and ensuring objectives are met within scope and budget. This role emphasizes the facilitation of scrum processes and agile practices, while also leveraging waterfall approaches as needed. The IT Delivery Director drives continuous improvement, fosters collaboration, and ensures compliance with organizational standards throughout the project/delivery lifecycle. This role also serves as a key point of contact with, and CISO resource for, the IT Project and Portfolio Management Office (PPMO). The Director will also identify and suggest solutions to reduce operational costs, increase delivery velocity, and remove roadblocks. This hybrid role combines Agile coaching with traditional project management expertise to drive successful outcomes in a dynamic technology environment.

Requirements

• Bachelor's degree in computer science or a related discipline and/or relevant experience.
• Scrum Master Certification required or equivalent experience.
• Project Management certification (e.g. PMP) required or equivalent experience.
• Agile and Scrum Strong, leadership capabilities, good judgment, and the ability to work effectively with and influence clients, team members, management and external groups.
• Implement, configure, and manage Jira (including workflows, boards, dashboards, and integrations) to support work intake, backlog curation, prioritization, and cross-org visibility; experience with Advanced Roadmaps, eazyBI, or similar reporting tools.
• Strong analytical, problem solving and planning abilities.
• Excellent written and verbal communication skills.
• Proven ability to clearly and effectively communicate business and technical information and to effectively mediate conflict situations.
• Ability to acquire a thorough understanding of the business/client environment and systems.
• Emphasis on team collaboration and continuous improvement.
• Knowledge of agile concepts, values, and principles.
• Knowledge of Scrum concepts and practices.
• Ability to partner with the team to deliver all phases of complex assignments.
• Experience in scaled Agile frameworks (e.g., SAFe, LeSS) and hybrid Agile-Waterfall approaches.
• Project Management Ability to plan, track, and adjust project financials in PPM
• Knowledge of project management tools, techniques and practices.
• Ability to interact with senior management
• Domain expertise DevOps practices and CI/CD awareness
• Application development
• Cloud and Traditional Infrastructure
• Security
• Experience working in Jira, Confluence, or other Agile Software Development tools.
• Experience integrating Jira with other tools (e.g. ServiceNow, GitHub, Clarity)
• Knowledge of MS Project, Word, Excel, Outlook, and Visio software programs.
• High-level understanding of various technologies including cloud applications (web-based, mobile-ready), databases, networking, telecommunications and connectivity.
• 7+ years in an information technology capacity with understanding of various technologies such as applications, databases, networking, cybersecurity, and cloud.
• 5+ years of experience in Agile team environment.
• 5+ years of experience in a Scrum Master or related role.
• Experience equivalent to the education requirement may be accepted in lieu of the education requirement.

Nice To Haves

• Technology certifications (e.g. Microsoft, Cisco, AWS, CISSP, etc.) preferred.
• Knowledge of hospitality industry is preferred.
• Experience with eazyBI and Jira Advanced Roadmaps is preferred.
• Experience working with PPM tools, such as Clarity, PlanView, or Primavera is preferred.
• Experience in a distributed / hybrid work environment is preferred.

Responsibilities

• Strategic Planning: Direct the strategic planning and development of CISO initiatives and special projects. Facilitate the development and management of roadmaps, backlogs, and other operational and strategic plans for the CISO organization.
• Project Management: Conduct Agile facilitation and traditional project management. Oversee the planning, execution, and completion of CISO-specific projects, initiatives, and backlog.
• Execution and Delivery: Lead the management and delivery of CISO projects and initiatives to include resource coordination, project/initiative communications, stakeholder engagement, metrics tracking and reporting.
• Team Leadership and Development: Lead and mentor CISO team members to foster collaborative and high-performance delivery
• Governance and Risk Management: Provide oversight, identify and manage risks, interface with the PPMO, and provide reporting and metrics to ensure successful delivery and appropriate risk management.
• Agile/Project Management Tool Implementation and/or Management: Serve as the primary administrator and or implementation subject matter expert (SME) for Agile/Project Management related tools and technologies in support of the CISO organization.
• Continuous Improvement and Innovation: Collaborate with CISO leadership, CISO architects, Enterprise Architecture team, IT team leadership and business leadership to identify opportunities for continuous improvement and innovation within the CISO team.
• Performs other duties as needed (5%)

Benefits

• Medical
• Dental
• Vision
• Flexible spending accounts
• Life and accident coverage
• Disability
• Depending on position, paid time off, parental leave and holidays (speak to your recruiter for additional information)
• Wish day paid time to volunteer at an approved organization of your choice
• 401k with employer match (subject to eligibility requirements, including tenure - speak to your recruiter for additional information)
• Legal and identify theft plan
• Voluntary income protection benefits
• Wellness program (subject to provider availability)
• Employee Assistance Program

What This Job Offers

• Job Type: Full-time
• Career Level: Director