Middleware

Account Executive

San Francisco, US Full-time

About Us

Middleware is an AI-driven cloud observability platform that helps engineering teams detect, diagnose, and automatically fix issues across Kubernetes, logs, traces, metrics, and more. With our Ops AI Agentic Mode, teams enjoy true autopilot observability—less noise, faster fixes, and smoother workflows. We’re on a mission to make infrastructure truly self-healing, and we’d love for you to be part of it!

About the Role

We’re looking for a full-time, on-site Account Executive in San Francisco. You’ll help us grow by building relationships, identifying new opportunities, sharing the magic of Middleware with prospects, and guiding them through the sales journey. You’ll collaborate with a fun, supportive team and play a key role in helping customers succeed.

What You Bring

  • Proven sales experience (SaaS/ deep tech is a big plus)
  • Strong communication, presentation, and negotiation skills
  • A talent for building trusted client relationships
  • Familiarity with CRMs and sales tools
  • Bonus: understanding of AI, cloud, and observability
  • Driven, positive, and ready to hit your goals
  • A team-first attitude and comfort in a fast-paced environment
  • If you’re excited about shaping the future of AI-driven observability, we’d love to meet you! 🚀

🚀 Y Combinator Company Info

Y Combinator Batch: W23
Team Size: 40 employees
Industry: B2B Software and Services -> Infrastructure
Company Description: AI-based full stack observability platform

💰 Compensation

Salary Range: $150 - $250
Equity Range: 0.1% - 0.25%

📋 Job Details

Job Type: Full-time
Experience Level: 3+ years
Time to Hire: 15

🎯 Interview Process

First screen call

Second presentation with demo

Meeting with the team and the middleware advisor

Final offer and negotiation