EasyPost

EasyPost is a Shipping API that solves complex logistics problems for eCommerce businesses.

Head of IT

Chief of StaffChief of StaffFull TimeRemoteTeam 51-200H1B SponsorCompany SiteLinkedIn

Location

Washington + 2 moreAll locations: Washington, New York, California

Posted

19 days ago

Salary

$230K - $270K / year

Bachelor Degree10 yrs expEnglishAWSAzureAzure AdCRMErpGCPGlHRISIntuneJAMFJIRAOktaZendesk

Job Description

🚀 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, Poland, and Australia, 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. 💻 Role 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. 👋 You 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 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. 💰Compensation For Full-Time (Salary) US-based applicants: For Full-Time (Salary) $230,000/year to $270,000/year + benefits + equity The salary range may be inclusive of several levels that would be applicable to the position. Final salary will be based on a number of factors including, level, relevant prior experience, skills, and expertise. This range is only inclusive of base salary, not benefits (more details below) or equity. 🎁 Benefits 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.

Job Requirements

  • 💛 EOE
  • 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.

Related Categories

Related Job Pages

More Chief of Staff Jobs

Chief of Staff

Battle Creek Games

Creators of Offroad Outlaws, No Limit Drag Racing 2 & American Marksman – The Leader in Racing and Hunting Games!

Chief of Staff19 days ago
Full TimeRemoteTeam 11-50

Chief of Staff driving operational excellence in a remote gaming studio

United States

Chief of Staff

HOATalent

We exist to connect HOA industry professionals with management companies that believe in sustainable careers.

Chief of Staff19 days ago
Full TimeRemoteTeam 1-10Since 2023

M&A Integration Analyst for smooth transitions of newly acquired companies

Illinois

Chief of Staff

Ucardia

The Heart Of What Matters

Chief of Staff19 days ago
Full TimeRemoteTeam 11-50Since 2019

Chief of Staff to CEO driving business execution and financial modeling

California + 2 moreAll locations: California, New York, Texas

Chief of Staff, Head of Product Strategy – GTM

Fleetio

Track, analyze and improve your fleet operations with Fleetio

Chief of Staff20 days ago
Full TimeRemoteTeam 51-200Since 2012H1B Sponsor

Chief of Staff leading product strategy at Fleetio's Auto Integrate network

United States