Transportation Manager

We’re Jiffy. We launched over a decade ago with a simple mission: use tech to combine an unparalleled level of customer service with the fastest delivery in the blank apparel, direct-to-film transfer, and custom apparel industries.We’re more than a T-Shirt company; we’re a support system for the creator + creator economy, home hobbyist, the small business owner, and more. Today, we help millions of small businesses build their vision from scratch.

We are looking for a Transportation Operations Manager to join our team to oversee transportation across the Jiffy network, with a strong focus on fulfillment and last-mile delivery. This role will be responsible for developing and managing carrier strategy, negotiating contracts and costs, and driving performance against SLAs. The Transportation Operations Manager will partner with parcel carriers as well as on-demand delivery providers to improve reliability, reduce delivery times, and optimize transportation costs. In addition to operational execution, this person will collaborate with Product and Engineering teams to define business requirements and influence the technology roadmap that supports and scales our transportation operations.

Key Responsibilities

• Manage inbound (middle mile) and outbound (last mile) transportation operations for the Jiffy network.
• Build and execute carrier strategy, including evaluating partners, negotiating contracts, and driving cost optimization.
• Manage relationships with parcel carriers and on-demand delivery providers, ensuring adherence to SLAs and performance metrics.
• Monitor and improve delivery speed, reliability, and customer experience across all transportation channels.
• Partner with Finance and Operations to track, forecast, and optimize transportation costs.
• Provide business requirements to Product and Engineering teams, influencing technology roadmap development to improve transportation processes, tracking, and integrations.
• Establish and report on KPIs for carrier performance, cost efficiency, and service reliability.

• Lead continuous improvement initiatives to streamline transportation operations and scale fulfillment capabilities.
  

Basic Qualifications

• 6+ years of experience in transportation, logistics, or supply chain management with direct responsibility for carrier management.
  Proven track record negotiating contracts and managing cost/performance trade-offs with parcel and/or on-demand carriers.
  Strong understanding of middle-mile, last-mile, and fulfillment operations in an e-commerce or retail environment.
• Data-driven and analytical mindset, with experience defining and managing KPIs.
• Ability to influence cross-functional teams, including Product and Engineering, to deliver technology solutions for transportation.
  Excellent communication and relationship management skills, capable of managing external partners and internal stakeholders.
• Strong problem-solving skills and ability to bring structure to complex operational challenges.

Preferred Qualifications

• Experience with both parcel and on-demand delivery networks.
  Familiarity with transportation management systems (TMS), routing, and technology integration with carriers.
• Advanced degree in Supply Chain, Logistics, or a related field.

Why You Will Love Working At Jiffy

• Opportunity to grow company market share through innovation in the rapidly evolving e-commerce, AI, and image processing space.
• Thrive in a collaborative, high-growth environment where your ideas directly influence how Jiffy evolves as a leading e-commerce destination.
• High visibility and influence in solving complex problems and delivering cutting edge solutions resulting in direct impact on Jiffy’s seamless customer experience.
• Access to career development opportunities in a company that invests deeply in professional growth.

Location: Remote in SF or Hybrid in Irvine CA.

Salary: Base 125-155k, Bonus and equity