Director of IT

Skylight

Director of IT managing IT operations and security at Skylight, leading onboarding, vendor management, and core tool administration.

Posted 4/24/2026full-timeLos Angeles • California, Washington • 🇺🇸 United StatesLead💰 $200,000 - $220,000 per yearWebsite

About the role

Key responsibilities & impact

Own employee onboarding and offboarding end-to-end: accounts, devices, access provisioning, group membership, device return, etc.
Manage the company device fleet across Mac and Windows, including procurement, setup, configuration, lifecycle management, and asset tracking..
Handle day-to-day IT requests and, wherever possible, replace them with automation and self-serve tooling that reduces repetitive support work..
Own vendor relationships, contracts, and renewals across our SaaS stack, negotiating on our behalf and keeping spend reasonable.
Administer our core tools: Google Workspace, Okta, 1Password, Slack, Justworks, Ramp, and whatever else we add over time.
Conduct periodic access reviews and maintain a clean, current view of user access across core systems, with a focus on least privilege.
Contribute to IT and security policy documentation, keeping it practical and usable rather than shelfware.
Support our Head of Security on incident response when needed.
Evaluate and implement MDM and endpoint security solutions if and when we’re ready, and figure out what “the Skylight way” looks like for each.
Maintain a clean internal systems environment, including license hygiene, admin role hygiene, and reduction of unnecessary access and tool sprawl.

Requirements

What you’ll need

5+ years in IT, with meaningful time owning IT operations at a company, not just supporting them.
Deep, admin-level expertise in Google Workspace and Okta. Solid working knowledge of 1Password, Slack, Justworks, and Ramp is a big plus.
Comfortable supporting both Mac and Windows environments.
A solid foundation in information security controls relevant to IT, including access control, MFA, least privilege, phishing-resistant practices, and endpoint hygiene.
A systems mindset. You don’t just close tickets, you look for the pattern behind them and build solutions that reduce repeat work..
Comfort using AI tools (Claude Code/CoWork, or similar) to automate workflows, write scripts, and generally move faster than the job would otherwise allow.
Clear, direct communication. You can explain a policy to a non-technical employee, write a runbook, and escalate a risk clearly to leadership.
Comfort operating as a solo practitioner in a fast-moving environment, with the judgment to prioritize when everything feels urgent.
Your users think you’re the gosh-darned best.

Benefits

Comp & perks

Competitive Salary + Equity Package
401K matching
Wellness, learning, and home-office budgets
Health, Dental & Vision Medical Plans
Tremendous autonomy to set the direction of your work
Unlimited PTO
Company holidays on the first Friday of every month (Except November & December)

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

IT operationsGoogle WorkspaceOkta1PasswordSlackJustworksRampinformation security controlsaccess controlendpoint hygiene

Soft Skills

clear communicationproblem-solvingjudgmentautomation mindsetpattern recognitionself-service toolingincident responsevendor negotiationprioritizationuser support