Senior Systems Engineer

Calling all future World Travel Holdings Systems Engineers! Join us and be a part of transforming state-of-the-art technology within an exciting industry! 

World Travel Holdings is seeking a Senior Systems Engineer to join the IT Infrastructure Team.  The ideal candidate will have experience managing our private cloud, maintaining data center hardware, a passion for technology, and a drive for success.  This person must have wide depth knowledge of many technologies (both hardware and software); the ability to manage projects to successful completion; and possess strong leadership skills. 

Intrigued? Keep reading! 

This role requires coming into the Waltham, Massachusetts office from time to time.  This is a hybrid role. 

About World Travel Holdings
World Travel Holdings is the nation’s largest cruise agency and award-winning leisure travel company with a portfolio of nearly 40 diverse brands. In addition to owning some of the largest brands distributing cruises, villas, resort vacations, car rentals, resort day passes, and luxury travel services, World Travel Holdings has a vast portfolio of private-label partnerships comprised of top leisure travel providers, including almost every U.S. airline, leading hotel brands, and prominent corporations. The company also operates a top-rated travel agency franchise and is consistently recognized as an industry leader in employee engagement and work-at-home employment. Its global presence includes operating multiple cruise brands in the United Kingdom. World Travel Holdings has offices in Wakefield, Mass., Ft. Lauderdale, FL., and Chorley, England. For more information, visit WorldTravelHoldings.com.

• Design, support, and manage corporate infrastructure Microsoft M365 experience.
• Energetic and motivated, with a passion for technology and a willingness to mentor others
• A forward-thinking problem solver with exceptional troubleshooting and analytical skills
• Be able to take a technology you haven’t seen before and immerse yourself in it
• Excellent communication and documentation skills with the ability to cultivate supportive relationships within the team
• Strong organizational and time management skills
• Capable of multitasking in a fast-paced environment

• 5-10 years of hands-on IT Infrastructure Engineering experience
• 5+ year in-depth Microsoft M365 Experience
• Knowledge in Entra and Compliance/Security Portal is a must
• In-depth experience with M365 Security and Compliance products, including eDiscovery, DLP, and ATP
• 5+ years of experience in a similar role (Active Directory Design, Azure Cloud and M365 break/fix, engineering, implementations)
• Expert-level experience with Active Directory federation services (SAML, Single Sign-On (SSO), Multi-Factor authentication technologies)
• Extensive Knowledge of scripting languages such as PowerShell, Python, etc.
• Administer, maintain, and deploy various core and advanced Microsoft 365 Services
• Create standard operating procedures on all solutions implemented
• Partner with Information Security to implement new and update existing processes, outlining best standard security practices for multiple services
• Keep track of the latest M365 developments and best practices - including Microsoft roadmap and releases changes
• Experience in distilling complex technical challenges to actionable decisions for stakeholders and guiding project teams by building consensus and mediating compromises when necessary
• Experience coordinating the intersection of complex system dependencies and interactions
• Exposure to infrastructure and application security technologies and approaches
• Ability to learn new technologies and adopt new tools and techniques to increase automation, performance and scalability
• Understanding of networking concepts, LAN/WAN, DNS/DHCP, routing, switching, and firewalls
• Expert experience in Windows Server 2016/2019/2022, 2025 Active Directory, Group Policy, and DFS file systems
• Hands-on expertise working with a complex Active Directory infrastructure environment and the requirement of following strict standards, procedures, and processes
• Experience with network and systems monitoring and logging tools (Paessler PRTG, Syslog, SNMP, Nagios, Opsview)
• Must be available to work after-hours on-call rotation schedule

More ways to impress us! 

• Degree in Computer Science or related engineering discipline
• Prior experience with security standards (PCI-DSS, SOC-2, and ISO27001/27002)
• IT certifications