Director, IT

🚀 Join the Future of Commerce with Whatnot!

Whatnot is the largest live shopping platform in North America and Europe to buy, sell, and discover the things you love. We’re re-defining e-commerce by blending community, shopping, and entertainment into a community just for you. As a remote co‑located team, we’re inspired by innovation and anchored in our values. With hubs in the US, UK, Germany, Ireland, and Poland, we’re building the future of online marketplaces –together.

From fashion, beauty, and electronics to collectibles like trading cards, comic books, and even live plants, our live auctions have something for everyone.

And we’re just getting started! As one of the fastest growing marketplaces, we’re looking for bold, forward‑thinking problem solvers across all functional areas. Check out the latest Whatnot updates on our news and engineering blogs and join us as we enable anyone to turn their passion into a business, and bring people together through commerce.

We are looking for a Head of IT to lead and scale our global IT function. In this role, you will be responsible for the strategic direction, implementation, and optimization of IT infrastructure, service delivery, internal systems, and enterprise applications across the company. You’ll ensure operational excellence, robust system performance, and a secure, scalable environment that supports our high‑growth business.

Responsibilities:

• IT Operations Leadership: Drive the vision and roadmap for global IT operations, including network infrastructure, end‑user support, SaaS systems administration, identity management, and endpoint security.
• Enterprise Systems Oversight: Lead the design, deployment, and integration of enterprise systems such as GL, ERP (e.g., Net Suite), HRIS, and CRM (e.g., Salesforce), ensuring they are performant, compliant, and aligned with business goals.
• Systems Performance & Reliability: Own service availability, incident management, and system reliability across enterprise tools and IT services. Implement robust monitoring, metrics, and escalation procedures.
• Security & Compliance: Partner with Security and Compliance teams to implement and enforce data privacy, access controls, device management, and regulatory standards (e.g., SOX, GDPR).
• Vendor & SaaS Management: Oversee third‑party relationships for IT infrastructure and enterprise software providers. Manage contracts, SLAs, and procurement with an eye toward cost optimization and innovation.
• IT Governance & Process Improvement: Establish and evolve ITSM practices, including ticketing workflows, knowledge management, change control, and configuration management.
• User Enablement & Support: Build a user‑first service culture by continuously improving employee onboarding/offboarding, support ticket resolution, and self‑service tooling.
• Team Development: Hire, coach, and scale a high‑performing IT operations and enterprise applications team, instilling best practices around agility, documentation, and service excellence.

We offer flexibility to work from home or from one of our global office hubs, and we value in‑person time for planning, problem‑solving, and connection. Team members in this role must live within commuting distance of our New York, Seattle, Los Angeles, and San Francisco hubs.

Curious about who thrives at Whatnot? We’ve found that low ego, a growth mindset, and leaning into action and high impact goes a long way here.

• As our Head of IT Operations, you should have at least 10+ years of experience in IT operations or enterprise applications management, with 8+ years in people leadership roles
• Proven success in managing a blend of IT and enterprise application work streams across complex, high‑growth environments.
• Experience scaling and leading teams of IT operations and service professionals to respond to user requests and make project‑based improvements.
• Expertise in ERP (e.g., Net Suite), HRIS (e.g., Workday), CRM (e.g., Salesforce), and cloud platforms (AWS, Azure, or GCP).
• Experience with endpoint and device management (e.g., Jamf, Intune), identity systems (Okta, Azure AD), and service tools (Jira, Zendesk).
• Deep understanding of application…