The story
Expensify and CloudTask
The challenge
After going public, Expensify had a massive inbound funnel and a board-level mandate to monetize it. They needed to hire Account Executives fast, not just bodies in seats, but closers who could convert high-intent inbound leads into paying customers. The challenge was not sourcing leads; it was building a sales team at speed without sacrificing retention or deal quality.
The solution
CloudTask placed an initial cohort of 24 Account Executives to work Expensify's inbound pipeline. Each AE was matched to Expensify's sales motion: high-volume inbound, fast qualification, and a product-led buying process. As the team proved out, Expensify doubled down, scaling to 48 Account Executives working across segments and deal sizes.
Why it worked
A 5-year average tenure for placed Account Executives isn't a staffing result: it's a talent strategy result. CloudTask didn't just fill seats. They found people who built careers.