System Administrator

This will be a remote role to start, with plans to transition to hybrid 2x/week in office, downtown Toronto, Canada.

With millions of diners, tens of thousands of restaurants, and 23+ years of experience, OpenTable, part of Booking Holdings, Inc. (NASDAQ: BKNG), is an industry leader with a unique insight into the world of hospitality. We champion restaurants, bars, wineries, and other venues around the world, helping them attract guests, manage capacity, improve operations and maximize revenue.

Every employee at OpenTable has a tangible impact on what we do and how we do it. You’ll also be part of a global network that includes OpenTable and KAYAK's portfolio of travel brands including Swoodoo, checkfelix, momondo, Cheapflights, Mundi and HotelsCombined.

Hospitality is all about taking care of others, and it defines our culture. You’ll work in a welcoming and inclusive environment, and get the benefits, flexibility, and support you need to succeed.

About the Role:

We're looking for a System Administrator specializing in device management to join our Corporate IT team. The ideal candidate administers macOS and Windows device management systems, has scripting expertise, maintains compliance and security policies, and handles various endpoint management tasks in their current or prior roles. Responsibilities include improving endpoint lifecycle management, security, and metrics, as well as addressing incidents related to compliance, patching, and integration issues.

The System Administrator (EPM) will lead projects, provide strategy, ensure system reliability, and mentor team members on EPM systems. The ideal candidate demonstrates technical confidence, communication mastery, and tactical acumen.

If you're solution-oriented, comfortable learning new technology, and passionate about continuous improvement - we are looking for someone like you.

Responsibilities:

• Global Fleet Management of macOS & Windows Devices
• Security and Compliance Policy Management
• Incident Response
• Integration and Automation with directory systems and third party tools
• Asset and Metrics Management
• Planning & Contributing to Agile Scrum Team

Please apply if you have:

• 5+ years of relevant hands-on experience implementing and maintaining MDM products like Intune, Jamf, or Kandji.
• Programming skills (sh, bash, ps, python).
• Jamf 400 or equivalent Certifications for Systems Administrators such as Microsoft Certified Solutions Expert.
• Proficiency in Application distribution, Security controls, and compliance, User and Device management, Tenant Administration.
• Hands-on experience with Azure AD.
• Strong working experience with standard operating systems, including Windows, macOS, Linux, or Unix.
• Strong understanding of compliance and security policies.
• Experience in vulnerability and patch management, and device posture assessments.
• Excellent problem-solving skills and ability to handle technical incidents.
• Good communication skills and ability to work cross-functionally.
• Superior troubleshooting skills, resourcefulness, desire, and ability to learn new technologies.
• Strong analytical and communicational (both oral and written) abilities.
• Dedicated team player able to build consensus and negotiate.
• Ability to manage simultaneous assignments and priorities.

Benefits:

• Paid Time Off - 20 days a year
• Birthday/celebration PTO - 1 day
• Annual company weeks off
• Flexible sick time off
• Paid volunteer time
• Parental Leave Benefits
• Dental & Vision Insurance
• Life & Disability Insurance
• Group RRSP and DPSP
• Major Medical Insurance (dependent care options)

There are a variety of factors that go into determining a salary range, including but not limited to external market benchmark data, geographic location, and years of experience sought/required. The range for this Canada located role is $90,000 - $110,000 CAD.

In addition to a competitive base salary, roles are eligible for additional compensation and benefits including: annual cash bonus; health benefits; flexible spending account; retirement benefits; life insurance; paid time off (including PTO, paid sick leave, medical leave, bereavement leave, floating holidays and paid holidays); and parental leave and benefits.

Diversity, Equity, and Inclusion

OpenTable aspires to be a workplace that reflects the diverse communities we serve and a culture that is inclusive and welcoming. Hiring people with different backgrounds, experiences, perspectives, and ideas is critical to innovation and to how we deliver great experiences for our users and our partners. Representation matters.

We ensure that individuals with disabilities are provided reasonable accommodation to participate in the job application or interview process, to perform job responsibilities, and to receive other benefits and privileges of employment. Please contact us to request accommodation.