Wholesail

Wholesail is building the financial infrastructure for wholesale trade — a $55 trillion industry that still runs on paper invoices, manual collections, and gut-feel credit decisions. Our platform handles payments, credit underwriting, accounts receivable, and collections for wholesale buyers and sellers, starting with food and beverage. We've also launched the first proprietary credit bureau for small food businesses in decades, giving distributors real visibility into how their buyers pay — and we're now building agentic AI capabilities to automate the collections process entirely.

We're a team of ~45 people (growing to 80 this year) who are genuinely customer obsessed — high NPS and less than half a percent lifetime avoidable churn aren't accidents, they're the result of a culture that treats every customer interaction as an opportunity to earn trust. We move fast, we care deeply about the people we serve, and we're looking for teammates who bring the same hospitality-first mindset to everything they do.