Global expansion is broken. Without a local entity, conversion rates fall, costs rise, and compliance gets messy. Outpost fixes it.
Selling internationally is a maze of tax, payments, and operational friction. Most brands avoid it or expand slowly and expensively.
Outpost is your modular back office for global commerce.
We started with digital goods: tax compliance, merchant of record, liability transfer. Now we're building the infrastructure for physical goods cross-border commerce including customs duties, landed cost calculation, DDP/DAP routing, import VAT, and clearance operations.
Sell anything, anywhere. Without compromise.
This is an Operations role for someone who deeply understands what happens when physical goods cross borders.
You know the difference between customs, duties, tariffs, and import VAT. You understand why HS classification is hard at scale. You've seen what actually goes wrong at clearance. You know when DDP beats DAP on unit economics.
You'll work directly with the CEO to scale Outpost's physical goods capability. We've built the foundation; now we need someone to take it further. That means solving the hard problems: landed cost accuracy at checkout, HS classification at scale, DDP routing logic, carrier/broker orchestration, and merchant onboarding. You'll also work across the business (GTM, product, partnerships) because that's how early-stage companies work.
We want someone who's lived this problem, ideally at a cross-border platform, e-commerce merchant, or logistics company.
Yes, the work is intense. But in return, you'll get the chance to build category-defining infrastructure from scratch.
Cross-border e-commerce is a massive market with broken tooling. You'll shape how physical goods infrastructure gets built at Outpost, not just operate someone else's system.
Landed Cost & Checkout
Build the systems that calculate duties, tariffs, and import taxes accurately at checkout
Solve HS classification at scale and get the right codes for merchant product catalogs
Ensure landed cost accuracy so DDP doesn't bleed margin or surprise customers
DDP/DAP Strategy
Build the routing logic that decides when to absorb duties (DDP) vs pass through (DAP)
Optimize by order value, margin, product category, and destination market
Understand de minimis thresholds and when simplifications apply (IOSS, UK low-value)
Customs & Clearance Operations
Own carrier and broker relationships with DHL, FedEx, UPS, and postal services
Ensure goods clear customs reliably without delays or customer friction
Handle clearance failures, documentation issues, and stuck shipments
Build the documentation infrastructure including commercial invoices and certificates of origin
Returns & Recovery
Build duty drawback processes to recover duties when goods return
Handle import VAT recovery on returns
Manage refused deliveries, abandoned parcels, and partial refunds
Merchant Onboarding & Platform Integration
Onboard merchants from Shopify, WooCommerce, and BigCommerce
Get product data structured for classification
Configure checkout flows for DDP presentation
Integrate with merchant fulfillment and order systems
Cross-Functional Work
Work with product to shape the roadmap based on merchant pain
Support GTM by helping close deals and build merchant playbooks
Build processes and documentation that scale
Build an HS classification framework for a merchant's 10,000-SKU catalog
Design the landed cost calculation logic for UK and EU markets above de minimis
Negotiate carrier account configurations that align with our liability model
Create DDP vs DAP routing rules based on margin thresholds by market
Onboard a Shopify Plus merchant onto Outpost's cross-border infrastructure
Build a duty drawback process for high-return categories (apparel, footwear)
Debug why shipments are getting stuck at German customs and fix the root cause
Develop pre-checkout duty estimation that's accurate within 2%
Ideal background:
Cross-border e-commerce platforms (Global-e, eShopWorld, Flow Commerce, Passport)
Landed cost / duty calculation (Zonos, Avalara Cross-Border)
E-commerce platforms (Shopify Markets, BigCommerce, WooCommerce ecosystem)
Logistics with customs exposure (Flexport, DHL Trade, UPS Customs Brokerage)
Retailers running cross-border at scale (ASOS, Farfetch, Zalando, Nike)
Signals we care about:
You can explain the difference between customs, duties, tariffs, and import VAT without hesitation
You know why HS classification is hard and how to approach it at scale
You've dealt with customs clearance failures and know what actually goes wrong
You understand when DDP beats DAP on unit economics
You've worked with Shopify/WooCommerce merchants or integrated with those platforms
You know how cross-border platforms structure their model
Bias for action: you solve, not observe
Comfortable with ambiguity because startups are not neat
What this role is not:
Not a pure logistics/warehouse role
Not customs brokerage paperwork
Not strategy without operational depth
Not someone who needs defined processes to be effective
Cross-border physical goods is one of the hardest operational problems in e-commerce. Most platforms are enterprise-only, slow to implement, and built on legacy architecture. We're building something different: API-first, self-serve, programmable.
This isn't joining a mature team to run existing processes. This is scaling the infrastructure that lets any e-commerce merchant sell globally with duties and taxes handled.
Our team were leaders at Revolut, Airwallex, Adyen and Wayflyer, and we're backed by top-tier investors who have built or backed some of the world's leading fintechs.
Equity and salary in a well-funded startup
Ability to own your work and move fast
World-class training from operators who've scaled globally
A global mission with real impact
Low politics, high output
Chance to grow into a senior leadership role
A culture of builders, not talkers
We work together in person in London or Amsterdam. We believe the hardest problems, especially ones involving customs edge cases and merchant onboarding, are solved in the room.
[email protected]
Learn more
Outpost Culture
Outpost founder
Outpost is where the hard problems are. If you want to build the infrastructure behind global e-commerce, we'd love to hear from you.
