Founding Account Executive

Company: Raindrop
Location: San Francisco CA (in person 5 days per week)
Compensation: $125000 - $150000 base commission and equity
Employment Type: Full-time
Visa Sponsorship: No visa sponsorship

Raindrop is the monitoring platform for AI agents. It learns the shape of each agents failures alerts the team links to the trace and surfaces the root cause; with Self-Healing Agents the customers coding agent ships the fix and the fix becomes an eval. Engineering teams at Fortune 100 companies and AI companies including Vercel Speak and Clay use it.

Founded in 2024 Raindrop has raised $50M led by CRV with Lightspeed Figma Ventures and Vercel Ventures.

Raindrop is hiring Founding Account Executives (3 years) to sell to technical buyers and shape how and to whom the company sells.

• Run full-cycle sales to engineering leaders CTOs and technical founders.
• Self-source pipeline and lead discovery with questions before pitching.
• Work directly with the founders engineers and customers.
• Shape the sales motion and feed customer insight into the product.

• 3 years of full-cycle closing
• Experience selling technical products to technical buyers
• A verifiable quota track record
• Self-sourced pipeline

• Developer tools or observability sales experience

Direct ownership from day one; work with founders engineers and customers.

REVENUE: 20% of first-year salary. Est. fee per hire $25K-$30K; 5 seat(s) up to $138K if all filled.

TARGET COMPANIES (suggested): Datadog Sentry Honeycomb Arize AI LangChain Vercel Grafana Labs.

BEST-FIT CANDIDATE: 3 AE yrs; technical-buyer selling; verifiable quota; self-sourced pipeline; visa: no sponsorship; location: SF 5 days. Avoid repeated short tenures and unexplained attainment claims. Ops role.