Founding Account Executive

Raindrop is building its sales motion from the ground up. The company is hiring its first Account Executives to sell a deeply technical product to AI engineers, engineering leaders, CTOs, and technical founders. Each AE owns the full cycle, from identifying accounts and running discovery through technical evaluation, security, procurement, and close. There is no SDR team handing over qualified meetings, so each hire builds their own pipeline. This is not a traditional SaaS sales role: AEs work closely with the founders, engineers, and customers to shape how Raindrop sells, whom it sells to, and what it builds.

The role reports directly to the CEO, a technical founder who is deeply invested in the sales org. Candidates do not need to be engineers, but they need to be technically curious, ask sharp questions, and build genuine trust with engineers. The bulk of the business today is mid-market and commercial, with fast-growing enterprise demand, so both high-slope mid-market closers and strategic enterprise sellers are in scope. There is significant room for strong performers to cover ground, grow, and earn.

What You'll Own

The full sales cycle, from outbound and discovery through technical evaluation, security, legal, procurement, negotiation, and close

Relationships with AI engineers, engineering leaders, CTOs, and technical founders, with discovery that uncovers both technical pain and business urgency

Close partnership with engineering during technical evaluations and pilots

Building repeatable outbound, discovery, qualification, and closing processes from scratch

Turning patterns from customer conversations into product, positioning, and GTM insights, and helping define the ICP, sales motion, and future GTM team