This is a U.S.-based hybrid position based in our San Francisco headquarters. Candidates should be able to work from the office once per week, or more frequently as needed. Our office is located in San Francisco's Financial District near Union Square and is easily accessible via BART. **About the role** This is a player-coach role where you'll directly shape AllTrails' IT environment while mentoring 1-2 direct reports. This role reports to the Senior Manager of DevOps & Security. **What You'll Be Doing** - Lead and manage the company's IT function, including help desk operations, endpoint management, identity and access management, and core business systems - Management/configuration of our AI tools: Own the rollout, configuration, and governance of AI productivity tools across the organization (ie: Glean and Claude Code), including access policies, usage guidelines, and cross-functional alignment with Security and Engineering - Support and close inbound tickets within SLA limits - Manage and develop IT team members, including prioritization, coaching, performance management, and career growth - Define and manage IT roadmap - Implement projects and drive them to delivery - Own IT service delivery and employee support, with a focus on responsiveness, quality, and continuous improvement - Oversee onboarding, offboarding, device provisioning, asset lifecycle management, and access reviews - Establish SaaS lifecycle and procurement governance in partnership with Security and Finance teams - Partner with Security, People, Finance, Engineering, and compliance teams on policies, controls, audits, and operational processes - Manage enterprise tools and vendors across areas such as identity, device management, collaboration platforms, and hardware procurement - Manage IT vendor relationships, contracts, and renewal cycles - Improve IT processes, documentation, runbooks, and automation to reduce manual work, close gaps, and increase consistency across onboarding, offboarding, and access workflows - Help define and track IT metrics, SLAs, inventory accuracy, and support trends - Support company growth by planning scalable systems, support models, and operational standards - Contribute to incident response, business continuity, and compliance-related initiatives as needed **What You Bring** - 7+ years of IT experience, 4+ years management experience, corporate systems, or internal technology roles. - Experience stabilizing IT operations after a period of rapid growth - Prior experiences with AI tooling configuration - Broad experience across MDM, Identity and Access Management, and Security - Demonstrated ability to mature IT operations. Examples might include implementing SLAs, reducing ticket resolution times, or automating provisioning workflows - Player-coach mentality with high personal ownership. You know when to be hands on without being a bottleneck, you invest in your team, and you build trust across the org by following through consistently **Bonus** - Experience automating IT workflows using scripts, APIs, or no-code tools - Terraform and git - Past experiences matching our tech stacks: Okta, MDM (Kandji, JumpCloud), Atlassian Suite, Google Workspace, Github, Glean, and Slack **Perks & Benefits** - Competitive and equitable compensation, including ownership through equity and performance-based bonuses - Comprehensive health, dental, and vision coverage to support your physical and mental well-being - Unlimited PTO in addition to company holidays - Dedicated time once a month to test and improve our product through company-wide no-meeting days - Fully paid parental leave to birthing and non-birthing parents - 401k Match & access to financial wellness resources through Origin - Remote work stipend to help you design a comfortable and productive home office - Annual learning stipend to invest in your long-term professional growth and skills - Exclusive discounts on our subscriptions and merchandise for you and your friends & family - An authentic investment in you as a human being and a professional-we value your identity as much as your output $142,000 - $185,000 a year This range represents our good faith estimate for a successful candidate's starting base salary. Final offers are determined by a blend of factors including specialized skills, experience, and relevant credentials. In addition to base pay, our total rewards package includes an equity stake in the company and a performance-based bonus program.