Who we are

At CarGurus (NASDAQ: CARG), our mission is to give people the power to reach their destination. We started as a small team of

developers determined to bring trust and transparency to car shopping. Since then, our history of innovation and go-to-market

acceleration has driven industry-leading growth. In fact, we’re the largest and fastest-growing automotive marketplace, and we’ve

been profitable for over 15 years.

What we do

The market is evolving, and we are too, moving the entire automotive journey online and guiding our customers through every step.

That includes everything from the sale of an old car to the financing, purchase, and delivery of a new one. Today, tens of

millions of consumers visit CarGurus.com each month, and ~30,000 dealerships use our products. But they're not the only ones who

love CarGurus—our employees do, too. We have a people-first culture that fosters kindness, collaboration, and innovation, and

empowers our Gurus with tools to fuel their career growth. Disrupting a trillion-dollar industry requires fresh and diverse

perspectives. Come join us for the ride!

Role overview

The Principal IT Systems Administrator is the most senior individual contributor on the IT Systems team, setting technical

direction for core platforms, endpoints, networks, and security within IT Operations. This role drives reliability, scalability,

and automation.

You will lead complex initiatives, serve as a top escalation point, and partner across the business to ensure infrastructure and

endpoints enable productivity while meeting security and compliance needs.

What you'll do

System Configuration & Administration: Design and implement complex configurations for core IT platforms (identity,

collaboration, infrastructure, SaaS). Establish configuration management, lead performance/reliability improvements, and

automate repetitive tasks.

Workspace & Endpoint Management: Design enterprise-wide endpoint strategies (macOS, Windows, mobile). Develop and enforce

security policies, automate software/OS deployments via MDM/EMM, and own compliance reporting.

Network & Infrastructure: Design and implement complex network configurations (LAN/WAN/Wi-Fi/VPN/voice) for scalability and

security. Maintain monitoring, automate network management, and lead infrastructure projects (e.g., migrations, new site

buildouts).

Security Engineering & Operations: Define and drive security strategies within IT Systems (identity, access, endpoints,

networks). Integrate security tools (SSO/MFA, EDR, DLP), enforce access policies, and act as a technical lead during critical

security incidents.

Incident Management & Reliability: Define and implement incident response strategies, lead Post-Incident Reviews (PIRs) to

drive corrective action, develop runbooks, and oversee on-call rotations.

Documentation & Knowledge Management: Define documentation standards (architecture, SOPs, runbooks) and ensure knowledge bases

are accurate, comprehensive, and easily discoverable.

What you'll bring

Extensive experience (typically 8+ years) in IT systems engineering/administration, with significant time in senior/lead roles

on enterprise-scale environments.

Deep expertise in: Core IT systems (identity, collaboration, directory), Endpoint management (MDM/EMM, lifecycle), Network

infrastructure (switching, routing, VPN), and Security controls (EDR, SSO/MFA).

Demonstrated ability to design complex configurations, lead large cross-functional projects, and influence architectural

decisions.

Strong automation mindset and proficiency with scripting/infrastructure-as-code (Python, PowerShell, Terraform).
Proven track record leading major incidents and PIRs.
Excellent cross-functional collaboration and communication skills, comfortable engaging all levels.
Experience in environments with security, regulatory, or audit requirements (SOC 2, SOX).
A bias toward ownership, documentation, and mentorship.

Nice to have: Experience in a high-growth SaaS or technology company, familiarity with CarGurus tools (Okta, Google

Workspace/M365, Jamf, Intune), and experience partnering with Security Engineering and GRC.

The displayed range represents the expected annual base salary / On-Target Earnings (OTE) for this position. On-Target Earnings

(OTE) is inclusive of base salary and on-target commission earnings, which applies exclusively to sales roles.

Individual pay within this range is determined by work location and other factors such as job-related skills, experience, and

relevant education or training.

This annual base salary forms part of a comprehensive Total Rewards Package. In addition to benefits, this role may qualify for

discretionary bonuses/incentives and Restricted Stock Units (RSUs).

Position Pay Range

$113,000—$142,000 USD

Working at CarGurus

We reward our Gurus’ curiosity and passion with best-in-class benefits and compensation, including equity for all employees, both

when they start and as they continue to grow with us. Our career development and corporate giving programs, as well as our

employee resource groups (ERGs) and communities, help people build connections while making an impact in personally meaningful

ways. A flexible hybrid model and robust time off policies encourage work-life balance and individual well-being. Thoughtful perks

like daily free lunch, a new car discount, meditation and fitness apps, commuting cost coverage, and more help our people create

space for what matters most in their personal and professional lives.

CarGurus may require in-person interviews as part of our hiring process, particularly for positions based in our Boston and Dublin

offices. Candidates selected for an in-person interview will be notified in advance. Please be aware that travel expenses are the

responsibility of the candidate.

We welcome all

CarGurus strives to be a place to which people can bring the ultimate expression of themselves and their potential—starting with

our hiring process. We do not discriminate based on race, color, religion, national origin, age, sex, marital status, ancestry,

physical or mental disability, veteran status, gender identity, or sexual orientation. We foster an inclusive environment that

values people for their skills, experiences, and unique perspectives. That’s why we hope you’ll apply even if you don’t check

every box listed in the job description. We also encourage you to tell your recruiter if you require accommodations to participate

in our hiring process due to a disability so we can provide the appropriate support. We want to know what only you can bring to

CarGurus. #LI-Hybrid

Roll

Principal IT Systems Administrator

Kategori

Data/IT

Plats

Boston

Publicerad

8 maj

Sista ansökningsdag

16 augusti

Källa

Arbetsgivarens hemsida

Liknande jobb

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We also encourage you to tell your recruiter if you require accommodations to participate in our hiring process due to a disability so we can provide the appropriate support. We want to know what only you can bring to CarGurus. #LI-Hybrid

Sista ansökan: 16 aug.Publicerad: 16 juli

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