It Operations Assistant Jobs in Fairfield, CT (NOW HIRING)

This role is eligible for our hybrid work model: Two days in-office.

Our Corporate IT team keeps Priceline employees productive by delivering reliable endpoint support, collaboration technology, and office technology operations across critical workflows. This role is designed as a senior individual contributor position for someone who can independently lead technical support efforts, coordinate cross-functional issue resolution, and raise the bar on service quality across device, room, and access-related operations.

As an IT Support Specialist, you’ll play a critical role in ensuring Priceline employees have the technology, tools, and support they need to work effectively. You’ll take ownership of complex technical issues across endpoint devices, collaboration technology, conference rooms, access, and employee productivity platforms. This role goes beyond traditional ticket-based support. You’ll lead technical support initiatives, coordinate work across internal teams and external vendors, troubleshoot high-impact issues, and identify opportunities to improve the reliability and scalability of Corporate IT services. You’ll also provide high-touch support to executive and VIP stakeholders, bringing strong technical judgment, urgency, discretion, and a service-oriented approach to high-visibility situations.

• Lead complex IT support initiatives involving endpoint deployments, device swaps, office technology migrations, and employee readiness activities, coordinating internal stakeholders and external vendors to ensure smooth execution.
• Own advanced troubleshooting and remediation for conference room, Zoom Room, display, and collaboration technology issues, with a focus on restoring service quickly, identifying repeatable fixes, and improving long-term reliability.
• Serve as a senior escalation point for employee‑facing IT issues across hardware, room systems, peripherals, workstation readiness, Google Workspace, and collaboration tooling.
• Provide white‑glove support to C‑level executives, executive assistants, and other VIP stakeholders, including urgent issues, high‑visibility meetings, and critical events.
• Support and improve onboarding, access, and provisioning workflows by partnering with internal operations teams on laptop builds, application access, MFA enrollment, and related user enablement processes.
• Deliver end‑user enablement by creating clear support guidance, process documentation, and practical training for common tools and workflows.
• Coordinate hands‑on technical work across local support coverage and remote stakeholders, ensuring projects move forward even when dependencies span multiple teams or vendors.
• Identify opportunities to standardize support processes, improve documentation, and increase operational efficiency across Corporate IT services and collaboration environments.
• Partner with internal teams and vendors to troubleshoot and resolve issues across endpoint, identity, collaboration, and office technology environments.
• Help improve the stability and scalability of employee technology services through proactive problem‑solving, process improvement, and knowledge sharing.

• You have significant hands‑on experience in IT support, endpoint operations, and employee technology services. You are comfortable owning technical issues end‑to‑end, from intake and diagnosis through coordination, remediation, communication, and follow‑through.
• You have experience supporting collaboration technologies, including conference room systems, displays, peripherals, meeting room platforms, and core productivity tools.
• You are confident in supporting or escalating issues across platforms such as Google Workspace, Zoom, Zoom Rooms, Slack, Jira, Confluence, Okta, and related employee productivity services.
• You can manage technical work across multiple parties, including vendors, internal support teams, engineering partners, executive assistants, and business stakeholders.
• You bring sound judgment, urgency, discretion, and a strong service mindset to employee‑facing technology support.
• You are proactive about improving repeatable workflows rather than only reacting to tickets and individual incidents.
• You communicate clearly, document thoroughly, and can translate technical issues into practical guidance for end users.
• You are comfortable operating in high‑visibility environments where executive time, meeting readiness, and confidentiality matter.
• You are a self‑directed problem solver who can operate with limited day‑to‑day oversight while managing multiple competing priorities.

• Experience providing white‑glove support to C‑level executives, executive admins, or other VIP stakeholders in high‑visibility, time‑sensitive environments.
• Experience supporting office AV, boardroom technology, Zoom, or Zoom Room environments, including live troubleshooting for executive meetings and critical events.
• Experience with Google Workspace administration, support, or escalation handling.
• Experience with identity and access workflows in platforms such as Okta, including MFA enrollment, account provisioning, and group‑based access requests.
• Experience supporting collaboration and productivity platforms, including Slack, Jira, Confluence, and enterprise AI tools.
• Experience with endpoint deployment or lifecycle processes such as laptop builds, device replacements, and technical cutovers.
• Experience creating end‑user documentation, support guides, or lightweight training materials.
• Experience working in a fast‑paced corporate environment with a mix of on‑site and remote support responsibilities.
• Illustrated history of living the values necessary to Priceline: Customer, Innovation, Team, Accountability and Trust. The Right Results, the Right Way is not just a motto at Priceline; it’s a way of life. Unquestionable integrity and ethics is essential.

• End‑user devices and operating systems: Mac, Windows, iOS, Android
• Collaboration, ticketing, and productivity: Jira Service Management, Google Workspace, Slack, Zoom, Zoom Rooms, Jira, Confluence
• Identity and access: Okta
• Employee AI tools and enablement: Glean, Gemini, Claude, ChatGPT Enterprise
• Endpoint and room support: Laptops, peripherals, conference room AV, displays, controllers, Zoom appliances, Logitech room systems, and collaboration hardware

The salary range for this position is $65,000- $80,000K USD.

WE ARE PRICELINE. Our success as one of the biggest players in online travel is all thanks to our incredible, dedicated team of talented employees. Priceliners are focused on being the best travel deal makers in the world, motivated by our passion to help everyone experience the moments that matter most in their lives. Whether it’s a dream vacation, your cousin’s graduation, or your best friend’s wedding - we make travel affordable and accessible to our customers. Our culture is unique and inspiring (that’s what our employees tell us). We’re a grown‑up, startup. We deliver the excitement of a new venture, without the struggles and chaos that can come with a business that hasn’t stabilized. We’re on the cutting edge of innovative technologies. We keep the customer at the center of all that we do. Our ability to meet their needs relies on the strength of a workforce as diverse as the customers we serve. We bring together employees from all walks of life and we are proud to provide the kind of inclusive environment that stimulates innovation, creativity and collaboration. Priceline is part of the Booking Holdings, Inc. (Nasdaq: BKNG) family of companies, a highly profitable global online travel company with a market capitalization of over $80 billion. Our sister companies include Booking.com, BookingGo, Agoda, Kayak and OpenTable.

Priceline is following a hybrid working model, which includes two days onsite as determined by you and your manager (ideally selecting among Tuesday, Wednesday, or Thursday). On the remaining days, you can choose to be remote or in the office.

• Health & wellness coverage including medical, dental, vision, and mental health resources
• Generous time off including PTO, holidays, a company‑wide Priceline Pause reset week, and paid volunteer days
• Work/life support including the ability to work up to 4 weeks per year from anywhere, parental leave, dependent care and family support resources, Summer Fridays, and office perks like stocked kitchens and catered meals (varies by location)
• Financial security programs such as retirement plans with company contributions, life and disability coverage, and tax‑advantaged accounts
• Signature travel perks including employee‑only discounts on hotels and flights, VIP deals, and Big Deal Bucks credits
• Additional perks & discounts like travel and partner discounts, tuition support, legal support, and pet benefits
• A people‑first culture with Employee Resource Groups (ERGs), social events, recognition programs, and service awards that help you connect, grow, and celebrate together
• Specific benefits and programs vary by location

Inclusion is a Big Deal! To be the best travel dealmakers in the world, we believe our team should reflect the broad range of customers and communities we serve. We are committed to cultivating a culture where all employees have the freedom to bring their individual perspectives, life experiences, and passion to work.

Priceline is a proud equal opportunity employer. We embrace and celebrate the unique lenses through which our employees see the world. We’d love for you to join us and help shape what makes our team extraordinary.