Lead Systems Administrator

Our Team

The Employee Technology Experience (ETX) team provides high-quality IT support for VistaPrint's customer care organization across onsite, hybrid, and remote environments. We ensure employees have the tools and tech they need to deliver exceptional customer experiences. Based in Montego Bay, this team works closely with global colleagues across IT and operations.

What You Will Do

• Lead the ETX team to provide in-depth IT support as a senior member, contributing to the smooth daily operations and consistent, high-quality service delivery 

• Collaborate with peers and senior staff to improve IT service delivery and alignment with organizational goals.

• Act as the final escalation point for critical and high-impact technical issues, providing expert-level solutions within the ETX Montego Bay Team (2nd level of support).

• Lead major team and global initiatives, such as system migrations or enterprise software rollouts, collaborating closely with other departments to ensure success.

• Advocate for advanced technology solutions that improve the employee technology experience and support company growth.

• Act as a technical leader, mentoring junior and intermediate team members to improve the overall skills of the team

Your Qualifications

At VistaPrint, we are striving to hire individuals that add new ideas and perspectives to our teams and enhance our culture. No matter your background or work experience, we strongly encourage you to apply—even if you feel that you don’t meet the exact requirements or have the same qualifications. You might be a great candidate for this or other opportunities. 

• 6+ years of system administration 

• Completes work with a limited degree of supervision 

• Experience with cloud platforms and solid understanding of networking concepts (Zero Trust), protocols, and security practices 

• Strong interpersonal and communication skills – Fluent English level 

• Has developed proficiency in a range of analytical processes or procedures to carry out assigned task

Nice to Have

• The ability to prioritize work, work well independently, and work well with others in a team environment 

• Ability to react quickly in an ever-changing environment 

• Mastering working in several work environments: mainly Microsoft, Google, Mac

Why You'll Love Working Here

There is a lot to love about working at VistaPrint. We are an award winning Remote-First company. We’re an inclusive community. We’re growing (which means you can too). And to help orient us all in the same direction, we have our Vista Behaviors which exemplify the behavioral attributes that make us a culturally strong and high-performing team.

About Us

VistaPrint is the design and marketing partner to millions of small businesses around the world. For over 20 years we’ve been inspired by small businesses, and we work incessantly to deliver solutions to their evolving needs. Together, VistaCreate, 99designs by Vista and VistaPrint represent a full-service design, digital and print solution, elevating small businesses’ presence in physical and digital spaces and powering them to achieve success. VistaPrint is focused on making great marketing and design accessible to every small business owner, allowing them to create a cohesive brand image for use in-store, online and on-the-go

Commitment to Diversity, Equity, & Inclusion

VistaPrint exists to help our customers live their dreams. Each dream is unique – and the VistaPrint team needs to be as well. We believe in the unique contributions of everyone within a diverse global organization. We are collaborative, inclusive, and innovative. We strive to role model and live an inclusive culture of fairness, respect and belonging for all. And we work together to empower each other, creating a space in which each of us can spark our next great idea.

Equal Opportunity Employer

VistaPrint, a Cimpress company, is an Equal Employment Opportunity Employer. All qualified candidates will receive consideration for employment without regard to race, color, sex, national or ethnic origin, nationality, age, religion, citizenship, disability, medical condition, sexual orientation, gender identity, gender presentation, legal or preferred name, marital status, pregnancy, family structure, veteran status or any other basis protected by human rights laws or regulations. This list is not exhaustive and, in fact, in many cases, we strive to do more than the law requires.