Founding Account Executive

Founding Account Executive

Company: Raindrop
Location: San Francisco, CA (in person, 5 days per week)
Compensation: $125,000 - $150,000 base + commission and equity
Employment Type: Full-time
Visa Sponsorship: No visa sponsorship

About Raindrop

Raindrop is the monitoring platform for AI agents. It learns the shape of each agent's failures, alerts the team, links to the trace and surfaces the root cause; with Self-Healing Agents, the customer's 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.

The Role

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

What You Will Do

• 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.

What You Bring

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

Nice to Have

• Developer tools or observability sales experience

Benefits

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.