VP, Transportation

About the role

ShipMonk is looking for a strategic transportation leader to own our entire transportation network: small parcel, freight (LTL and FTL), air, and ocean. 

The goal is lower cost, faster delivery, and a better customer experience, all at once. You'll get there through sharp network design, disciplined carrier negotiation, and a team you build and develop to run the details so you can stay focused on the strategy.

You'll own the cost side of our Virtual Carrier Network, strategic carrier negotiation, guide the technical side (rate shopping algorithms, auditing, and rate reconciliation), and connect both to the revenue side (the services and pricing we offer customers and the initiatives that grow them).

What you'll do

• Set the multi-year strategy for ShipMonk's transportation network, then translate it into quarterly plans your team can execute.
• Design the carrier network to lower cost and cut delivery time, and redesign it as volume, lanes, and rates change.
• Build and develop a high-performing team. Set clear priorities, raise their capability, and give them room to own the day-to-day.
• Drive cross-functional initiatives across Product, Revenue, and Operations to strengthen supply chain efficiency and the overall cost structure.
• Negotiate contracts with national and regional carriers, and agreements with LTL, ocean, and air freight carriers.
• Partner with Product to keep the VCN tool selecting the right carrier and optimizing for lowest cost and highest performance.
• Own carrier relationships and act as the final point of escalation for vendor issues.
• Audit carrier invoices and performance, and turn the findings into sharper strategy.
• Build the business analyses that surface opportunities to improve internal and external vendor processes.
• Apply zone skipping, pre-sorting, drop-off rates, delivery to regional sorting centers or DDUs, and similar techniques to keep lowering transportation cost.
• Work with Revenue and Operations to shape an optimized delivery offering for ShipMonk's customers.

What you'll bring

• A strategic thinker who can zoom out to a multi-year plan and zoom into a single surcharge line, then move between the two quickly.
• A proven people leader who has built, developed, and retained strong teams.
• Excellent communication and analytical skills.
• Direct experience with high-volume small parcel shipping across multiple carriers.
• A deep understanding of carrier invoicing, including surcharges and accessorials.
• Experience with regional carriers and multiple modes of transportation to reach the best rates.
• Experience with zone skipping and postal sharing programs.
• The ability to prioritize and lead multiple projects in a fast-paced, high-volume environment.
• At least 3 years in a similar senior leadership position.
• At least 5 years in a similar environment.