Head of IT

Whatnot is the largest livestream shopping platform in North America and Europe to buy, sell, and discover the things you love. Whether it's trading cards, fashion, electronics, or live plants, our sellers are building real businesses across hundreds of categories. We're building live commerce at a scale that's never been done in the West, and there's no playbook to copy. The people here are shaping how an entirely new industry develops.

As a remote co-located team, we're inspired by our values and anchored in hubs across the US, UK, Ireland, Poland, Germany, and Australia. We move fast, stay close to our users, and focus on the work that drives the most impact.

We're one of the fastest growing marketplaces and were recently named the #1 Best Startup Employer in America by Forbes. 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., NetSuite), 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.

People who do well at Whatnot tend to be comfortable figuring things out as they go, biased toward action, and genuinely curious about what they're building. They care more about outcomes than credit and stay close to the product and the people using it.

• 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 workstreams 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., NetSuite), 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 architecture, systems integration, and IT governance.

• Strong leadership, communication, and stakeholder engagement skills.

• A track record of building high-performing teams and creating scalable systems and services.

• Generous Holiday and Time off Policy

• Health Insurance options including Medical, Dental, Vision

• Work From Home Support

  • Home office setup allowance

  • Monthly allowance for cell phone and internet

• Care benefits

  • Monthly allowance for wellness

  • Annual allowance towards Childcare

  • Lifetime benefit for family planning, such as adoption or fertility expenses

• Retirement; 401k offering for Traditional and Roth accounts in the US (employer match up to 4% of base salary) and Pension plans internationally

• Monthly allowance to dogfood the app

  • All Whatnauts are expected to develop a deep understanding of our product. We're passionate about building the best user experience, and all employees are expected to use Whatnot as both a buyer and a seller as part of their job (our dogfooding budget makes this fun and easy!).

• Parental Leave

  • 16 weeks of paid parental leave + one month gradual return to work *company leave allowances run concurrently with country leave requirements which take precedence.

Whatnot is proud to be an Equal Opportunity Employer. We value diversity, and we do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, parental status, disability status, or any other status protected by local law. We believe that our work is better and our company culture is improved when we encourage, support, and respect the different skills and experiences represented within our workforce.