Full-Time

IT Support Specialist

Updated on 9/9/2026

Priceline

Priceline

1,001-5,000 employees

Online travel agency offering discount deals

Compensation Overview

$65k - $80k/yr

+ Annual bonus + Equity grant

Norwalk, CT, USA

Hybrid

Two days on-site per week required; remaining days may be remote or on-site.

Category
IT Operations (1)
Required Skills
Claude
Microsoft Windows
JIRA
iOS/Swift
Confluence
Android Development
Google Workspace

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Requirements
  • Significant hands-on experience in IT support, endpoint operations, and employee technology services.
  • Experience owning technical issues end-to-end, from intake and diagnosis through coordination, remediation, communication, and follow-through.
  • Experience supporting collaboration technologies, including conference room systems, displays, peripherals, meeting room platforms, and core productivity tools.
  • Ability to support or escalate issues across Google Workspace, Zoom, Zoom Rooms, Slack, Jira, Confluence, Okta, and related employee productivity services.
  • Ability to manage technical work across vendors, internal support teams, engineering partners, executive assistants, and business stakeholders.
  • Sound judgment, urgency, discretion, and a service mindset for employee-facing technology support.
  • Ability to improve repeatable workflows rather than only reacting to tickets and individual incidents.
  • Clear communication, thorough documentation, and ability to translate technical issues into practical guidance for end users.
  • Comfort operating in high-visibility environments where executive time, meeting readiness, and confidentiality matter.
  • Ability to work as a self-directed problem solver with limited day-to-day oversight while managing multiple competing priorities.
  • Experience with Mac, Windows, iOS, and Android devices and operating systems.
  • Experience with Jira Service Management, Google Workspace, Slack, Zoom, Zoom Rooms, Jira, Confluence, and Okta.
  • Experience with laptops, peripherals, conference room audiovisual systems, displays, controllers, Zoom appliances, Logitech room systems, and collaboration hardware.
Responsibilities
  • Lead complex IT support initiatives involving endpoint deployments, device swaps, office technology migrations, and employee readiness activities, coordinating internal stakeholders and external vendors.
  • Own advanced troubleshooting and remediation for conference room, Zoom Room, display, and collaboration technology issues, 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, including laptop builds, application access, MFA enrollment, and related user enablement processes.
  • Deliver end-user enablement by creating support guidance, process documentation, and practical training for common tools and workflows.
  • Coordinate hands-on technical work across local support coverage and remote stakeholders when dependencies span multiple teams or vendors.
  • 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.
  • Improve the stability and scalability of employee technology services through proactive problem-solving, process improvement, and knowledge sharing.
Desired Qualifications
  • Experience providing white-glove support to C-level executives, executive administrators, or other VIP stakeholders in high-visibility, time-sensitive environments.
  • Experience supporting office audiovisual, 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 artificial intelligence 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.
  • A demonstrated history of living the values of Customer, Innovation, Team, Accountability, and Trust.
  • Unquestionable integrity and ethics.

Priceline is an online travel marketplace that connects travelers with airlines, hotels, car rental companies, cruises, and vacation packages. It uses two business models: an agency model that earns commissions on bookings and a merchant model that buys travel services wholesale and resells them at a markup. It offers fixed-price listings and discount options such as Express Deals and Name Your Own Price, plus flexible options like free cancellations and pay-at-arrival, accessible via a mobile app. Under Booking Holdings, its goal is to help budget travelers access a wide range of options while giving consumers more negotiating power through transparent pricing and valuable deals.

Company Size

1,001-5,000

Company Stage

Series B

Total Funding

$77.4M

Headquarters

Norwalk, Connecticut

Founded

1998

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Simplify Jobs

Simplify's Take

What believers are saying

  • Q2 2026 Booking Holdings revenue hit $7.35 billion, with room nights up 5%.
  • Penny users saved nearly ten minutes per trip and converted better in testing.
  • Booking Holdings raised 2026 transformation savings to $650 million, funding Priceline investment.

What critics are saying

  • FTC staff threatened a 2026 lawsuit over disclosures, fees, support, and billing.
  • Anthropic, Google Cloud, and OpenAI commoditize Penny's AI edge within months.
  • Expedia, Booking.com, and direct supplier apps squeeze Priceline's margins and traffic.

What makes Priceline unique

  • June 3, 2026 Penny turned Priceline into an agentic booking workflow.
  • Priceline owns inventory, payments, and preferences across 100-plus countries inside one conversation.
  • Booking Holdings gives Priceline scale, supplier leverage, and capital behind product iteration.

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Benefits

Hybrid Work Options

Remote Work Options

Growth & Insights and Company News

Headcount

6 month growth

-1%

1 year growth

-2%

2 year growth

0%
PR Newswire
Jun 23rd, 2026
Americans cut alcohol, dining out to afford summer holidays despite rising costs

Priceline's 2026 State of Summer Travel Report reveals Americans are cutting back on nearly everything to fund summer holidays despite rising costs. The survey of 2,500 US adults found 79% plan to take at least one trip this summer, even though 44% say such a vacation feels out of reach. Eighty-four percent of Americans report paying more and getting less for travel, whilst 55% find it less affordable than last year. Over one-third have already cut everyday expenses to fund trips, with 83% of adults willing to give up alcohol before vacation. Parents and millennials face the most pressure, with 28% of millennials planning to spend $5,000 or more this summer. Sixty-nine percent regret past cost-cutting decisions, whilst half plan to use AI tools to find better deals.

PR Newswire
Jun 3rd, 2026
Priceline's Penny AI assistant goes fully agentic, booking trips in one conversation with Anthropic's Claude

Priceline has launched an enhanced version of Penny, its AI travel assistant, now powered by Anthropic's Claude. The agentic system allows travellers to move from trip planning to booking within a single conversation, handling complex requests like comparing flights across multiple destinations. The experience features an interactive map that updates during conversations, along with personalised recommendations called Penny's Pick and Penny's Take. Built on Priceline's proprietary AI stack, the system integrates Claude for conversational reasoning, whilst Google Cloud and OpenAI support search and voice capabilities. Penny connects to real-time inventory from thousands of partners across over 100 countries. Early testing shows travellers using Penny demonstrate higher conversion rates and save approximately ten minutes per trip compared to those calling customer support. The service now supports multiple languages.