Director, Strategy & Operations - Service Delivery
Role Overview
This senior-level Director role involves developing and executing commerce and operations strategies to support Whatnot's growth, with a focus on scaling vendor operations for customer experience and trust & risk issues. Day-to-day responsibilities include leading vendor management, analyzing operational data, building scalable systems, and partnering cross-functionally with Product and Engineering teams to drive improvements. The hire will impact the company by enhancing operational efficiency, quality, and scalability across post-purchase operations.
Perks & Benefits
The role is remote but requires proximity to hubs in New York, San Francisco, Phoenix, or Los Angeles, with flexible time off, company-wide holidays, and work-from-home support including a setup allowance. Benefits include health insurance, monthly wellness and cell phone/internet allowances, childcare support, retirement plans, and 16 weeks of paid parental leave. The culture emphasizes low ego, growth mindset, and bias toward action, with opportunities for career growth in a fast-paced, innovative environment.
Full 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, 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.
💻 Role
Develop and execute commerce and operations strategies that support Whatnot’s growth across post-purchase operations, with a focus on scaling our Vendor footprint for customer experience and Trust & Risk–related issues
Apply strong analytical rigor to operational and commerce data, surfacing insights that inform initiatives to improve quality, speed, and scalability across the Operations team
Lead and set the strategy for Whatnot’s Operations vendor framework, deploying managers and specialists to drive outcomes, set priorities, guide execution, and ensure high-quality delivery for Whatnot’s users
Define and track vendor KPIs, monitor quality and SLAs, and drive continuous performance improvement across partner sites
Lead strategic sourcing efforts to expand vendor coverage across new capabilities or geographies in support of business growth and continuity
Build scalable systems and processes that allow Customer Experience and Trust & Risk support teams to expand quickly while maintaining high-quality support for Whatnot’s users
Partner cross-functionally with Product, Engineering, and other stakeholders to translate insights from user interactions into initiatives that support scale and improved outcomes
Team members in this role are required to be within commuting distance of our New York, San Francisco, Phoenix, or Los Angeles hubs.
👋 You
Curious about who thrives at Whatnot? We’ve found that low ego, a growth mindset, and a bias toward action and impact go a long way here. As our next Strategy & Operations Director, you bring deep experience leading complex operations, driving cross-functional initiatives, and translating data into meaningful business outcomes in fast-paced, ambiguous environments.
You should have 12+ years of experience across strategy, operations, or general management roles (e.g., consulting, operations, finance, GM), plus:
Proven experience operating in high-growth scaling environments, with a strong track record of driving operational improvement and building and leading high performing teams
Strong strategic and analytical judgment, with the ability to synthesize data, metrics, and qualitative insights into clear recommendations and decisions
Experience leading large, cross-functional initiatives and managing complex, multi-threaded projects end to end
Proven ability to work with external partners or vendors in scaled, global operating models
Exceptional leadership skills, with experience setting direction, guiding execution, and driving accountability across teams
Ability to manage shifting priorities while maintaining structure, focus, and operational rigor
Proficiency in data analysis and reporting tools; experience with SQL and analytics platforms (e.g., Looker, Sigma, Hex)
🎁 Benefits
Flexible Time off Policy and Company-wide Holidays (including a spring and winter break)
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
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.
💛 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.
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