Head of Operations Management (m/w/d)
$200k - $250kSupportFinity
We make it easy to rent high-quality items exactly when you need them — with fast, convenient fulfillment and an on-demand experience that’s as seamless as shopping.
We’re building a new kind of commerce layer: one powered by dynamic local supply, where access is more convenient. Pickle is now live nationwide and scaling rapidly in key local markets including NYC, LA, and Miami . Backed by our Series A funding raised in early 2025 from FirstMark and Craft , we’re scaling quickly and building the future of access-driven shopping.
Define and lead Pickle’s long-term logistics and operations strategy across all markets
Build and manage nationwide partnerships with courier networks, shippers, repair partners, and local facilitators
Negotiate large-scale provider contracts and continually optimize pricing structures
Launch pilots with new exchange methods (dry cleaners, community hubs, local ambassadors) and scale successful models nationally
Develop operational data infrastructure and dashboards to track fulfillment speed, costs, and order success rates
Oversee Customer Experience and Trust & Safety alongside dedicated team leads
Drive operational KPIs and report performance metrics to leadership, balancing speed, cost, and customer delight
Mentor and develop the growing operations team; build a culture of ownership and creative problem solving
8+ years of experience leading operations, logistics, or marketplace strategy (fashion, DTC, or last-mile delivery a plus)
Proven success building and scaling logistics networks across multiple cities or regions
Strong analytical background—comfortable with data modeling, forecasting, and decision-making using metrics
Experience leading customer support or trust & safety functions within a consumer-facing platform
Excellent collaborator, capable of working closely with Product, Eng, Marketing, and Community teams
Entrepreneurial and creative mindset; Bonus: experience with 3PL integrations, hybrid logistics models, or localized operations playbooks
Competitive compensation and equity
Healthcare (Medical, Dental, Vision)
Stipend to help set up your desk and office environment
Professional coaching, training, and development
Office space in NYC
$151.3k - $176.5k
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