Wynd
Director, Digital Engineering
Orlando Corporate Headquarters
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hirly's read of this role
- Seniority
- Director
- Country
- US
- Work mode
- On-site / unstated
- First seen by hirly
- 27 Sept 2026
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the posting
We Put the World on Vacation
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 Digital Engineering is a highly technical and hands on leader who will lead the development of our Digital integration platforms, Backend-for-Frontend (BFF) architecture, Mobile/Web solution architecture, and AI engineering initiatives. This role is ideal for an experienced engineering leader who thrives in code, drives architectural decisions, and builds high-performing technical teams. You will be instrumental in shaping the future of our digital platforms and delivering scalable, secure, and innovative solutions.
This position reports directly to the VP of Digital Engineering and will play a critical role in advancing our digital transformation strategy.
What You’ll Bring (Technical Expertise)
Minimum 10 years of experience as a developer in integration, web and mobile technologies, with at least 3-5 years managing and building development teams.
Expert-level proficiency in one or more of: Java, Node.js, Python, .NET, Rails.
Deep experience with RESTful APIs, microservices, and service-oriented architecture (SOA).
Strong knowledge of AI/ML engineering, including model integration and deployment.
Experience with cloud platforms (AWS and/or Azure and/or GCP) and containerization (Docker, Kubernetes).
Familiarity with BFF architecture, GraphQL, and API gateways.
Proficiency in HTML5, CSS3, JavaScript, and libraries such as jQuery.
Experience with iOS and Android development and responsive design.
Strong background in application architecture, secure coding (OWASP), and data privacy compliance.
Solid understanding of relational and NoSQL databases.
Experience with Agile, RUP, XP, and Waterfall development methodologies.
5+ years of experience working with CTO, CIO, and other C-level executives.
3+ years leading highly technical software development teams, including vendor and offshore management.
How You'll Shine
Provide technical and strategic leadership in systems and product architecture, with a strong focus on integration, BFF, and AI engineering.
Write production-grade code and lead by example in architectural design and implementation.
Be conversant with the future direction of web and mobile technologies and how they can be leveraged to benefit the enterprise.
Partner with business functions and the Business Relationship Management team to strategize and deliver web and mobile business solutions through technology enablement.
Collaborate with internal and external developers and solution providers to define and evolve the current and future state of digital platforms, including legacy integration.
Lead and participate in vendor management – selection, negotiation, and oversight of onshore, nearshore, and offshore partners.
Establish goals, objectives, and work plans for the team; set priorities and report on progress and outcomes.
Drive talent acquisition, performance management, coaching, and succession planning.
Foster a culture of innovation, accountability, and continuous improvement.
Ensure adherence to formal processes, standards, and total quality practices, with a strong emphasis on security and compliance.
Create a customer-focused, collaborative environment that supports both operational and strategic project work.
What You'll Bring (Leadership & Soft Skills)
College degree in Computer Science, Management Information Systems, Business, or related field preferred.
Must be a results-oriented, analytical, and visionary thinker.
Strong interpersonal and communication skills; comfortable presenting and consulting with all levels.
Proactive and collaborative approach to problem-solving.
Ability to lead through ambiguity and make tough calls with a focus on outcomes.
Experience balancing short- and long-term technology tradeoffs.
Ability to manage and prioritize multiple projects in a fast-paced, high-stakes environment.
Experience facilitating work across cross-functional teams and external partners.
Outstanding verbal and written communication skills, including executive-level communication.
Experience with UX/UI design principles and practices.
Working knowledge of system infrastructure and networking is a plus.
Travel Requirements
Travel should be less than 15%. Travel to different business units, offices, resorts, and corporate locations within the United States may be necessary but should not be extensive. Occasional travel for learning and development may be required.
Unless there is a legal requirement, experience will be accepted for the education requirement.
How You'll Be Rewarded:
We offer a diverse range of comprehensive health and welfare benefits to associates who work 30 or more hours per week to meet your needs and support you throughout your career with us. Certain benefits may be available to associates working fewer hours where required by applicable law. Travel + Leisure Co. benefits include:
Note: Temporary and/or seasonal associates are ineligible for Paid Time Off.
- 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
Where Memories Start with You
Hospitality is at the heart of all we do at Travel + Leisure Co. Here, you’ll find an inclusive environment where we deliver excellence and take time to have fun, celebrate together, and support one another. We're always looking ahead to what’s next and how we can strengthen our business, its neighboring communities, and the customer experience. Join our global team and build a career where memories start with you.
We are an equal opportunity employer, and all applications will be considered for employment without attention to their membership in any protected class. If you require any reasonable accommodation to complete your application or any part of the recruiting process, please email your request to MyCareer@travelandleisure.com , including the title and location of the position for which you are applying.
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