Founding Account Executive — AI & Engineering Tools

Raindrop; San Francisco (CA); On-site; USD 120,000 - 180,000; Full time

Job summary

Raindrop is hiring an Account Executive to help build our sales motion from the ground up in San Francisco. You will sell a deeply technical product to engineering teams, owning the full sales cycle from discovery to close.

You do not need to be an engineer, but you must be technically curious, ask sharp questions, and build genuine trust with engineers. This role offers direct impact from day one, working closely with founders and customers.

Qualifications

• Proven ability to close technical B2B software deals.
• Experience selling to engineers, technical leaders, or other highly technical buyers.
• Strong discovery skills and a genuine interest in understanding how customers' systems work.
• Able to translate technical pain into clear business impact.
• Curious, low-ego, and comfortable admitting what you don't know.
• Fast learner who can become credible on APIs, infrastructure, AI systems, and developer workflows.
• More interested in solving the customer's problem than running a rigid sales playbook.
• Comfortable operating quickly with ambiguity and incomplete information.
• Willing to prospect, build process, unblock deals, and do whatever else the role requires.
• Interested in AI products and developer tools, ideally through prior work or hands-on personal use.
• Excited to work directly with company leadership and own high-impact work from day one.
• Must be in person in San Francisco or willing to relocate

Responsibilities

• Own the full sales cycle, from outbound and discovery through evaluation, procurement, negotiation, and close.
• Build relationships with AI engineers, engineering leaders, CTOs, and technical founders.
• Run sharp discovery that uncovers both technical pain and business urgency.
• Understand customers' AI systems, production workflows, evaluation processes, and monitoring challenges.
• Partner closely with engineering during technical evaluations and pilots.
• Navigate security, legal, and procurement without losing momentum.
• Build repeatable outbound, discovery, qualification, and closing processes.
• Turn patterns from customer conversations into product, positioning, and go-to-market insights.
• Help define our ideal customer profile, sales motion, and future GTM team.

Skills

Close technical deals

Sell to engineers

Discovery skills

Translate pain to business impact

Ambiguity tolerance

APIs & developer workflows

Customer problem focus

Job description

Raindrop is hiring an Account Executive to help build our sales motion from the ground up in San Francisco. You will sell a deeply technical product to engineering teams, owning the full sales cycle from discovery to close.

You do not need to be an engineer, but you must be technically curious, ask sharp questions, and build genuine trust with engineers. This role offers direct impact from day one, working closely with founders and customers.