Founding Sales Engineer

Raindrop•San Francisco, CA

About The Position

Raindrop is hiring its first Sales Engineer to serve as the technical partner to its early sales team. The role includes leading technical discovery, demonstrating Raindrop to engineering teams, and building proofs of concept to help close deals. As the first Sales Engineer, you will establish how Raindrop sells technically and build a scalable customer journey. You will learn how customers’ AI agents work and where they fail silently, demonstrate how Raindrop identifies issues and supports remediation, and run evaluations end to end so customers see value before signing. You will also translate customer requests into prototypes and product improvements, create demos, playbooks, and technical content for the sales team, and work closely with leadership and engineering.

Requirements

  • Exceptional communication skills and the ability to win over skeptical engineers.
  • Strong engineering ability, including the ability to read a codebase, build a working prototype in days, and earn engineers’ trust.
  • Sales instincts and an understanding of how deals progress, including when to lead and when to let the Account Executive run the conversation.
  • Ability to understand how AI agents fail in production and explain those failures to the people building them.
  • Use and build AI agents and tools.

Nice To Haves

  • Experience selling a developer tool or infrastructure product to engineers.
  • Experience as an early Sales Engineer who built the sales playbook.

Responsibilities

  • Partner with Account Executives from discovery through close and own the technical side of deals.
  • Lead technical discovery and demonstrate Raindrop to engineering teams, connecting customer agent failures to how Raindrop can identify and help address them.
  • Build conviction with technical buyers by answering challenging questions and showing how Raindrop solves their problems.
  • Run proofs of concept and customer evaluations end to end, ensuring customers see value before signing.
  • Build prototypes and integrations in response to customer requests, and ship them into the product when possible.
  • Identify when a customer request requires a deeper backend or machine learning change and involve the appropriate engineers.
  • Bring patterns and product recommendations from customer deals back to the team.
  • Create demos, playbooks, and technical content for the sales team.
  • Work closely with leadership and take ownership of high-impact work.
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