Middleware

AI-based full stack observability platform

Hiring — 2 openYC-W23B2B -> InfrastructureEarly

What Middleware does

Middleware is a full-stack cloud observability platform. We allow the dev and ops teams to debug the issue faster by bringing all the metrics, logs, traces, and events to a single unified timeline and train data to AI so it can give better insight into infrastructure and application. - Single command installation to collect all the metrics, logs, traces, and events. - AI-based anomaly and error detection - GPT 4-based error resolution - Support Infrastructure monitoring, Logs, APM, Kubernetes Monitoring, Synthetic Monitoring, RUM, Custom dashboard, and Alerts. - Full-stack observability, observe any stack at any scale. We are at Middleware and wanted to make cloud observability faster, cheaper, and better.

2 open roles

Founding Account Executive
San Francisco, CA, USFull-time3+ years$250K - $400K0.50% - 1.00% equityVisa: US citizen/visa only
What the role involves

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! 🚀

Founding AI Engineer
San Francisco, CA, USFull-time3+ years$200K - $400K1.00% - 2.00% equityVisa: US citizen/visa only
What the role involves

We're looking for a talented and experienced AI/ML founding engineer to join the Middleware team. You'll play a key role in building AI on our observability platform to detect and fix issues automatically. In this role, you’ll be able to design, develop, and deploy intelligent solutions that take action where our platform identifies problems. We are looking for someone to help us invent the future of DevOps for the AI age. Key Responsibilities: Build AI-Powered Remediation Systems: Design and implement machine learning models that can identify, diagnose, and automatically resolve system issues detected by our observability platform. Own the AI/ML Pipeline: Take end-to-end ownership of the AI lifecycle — from data collection and preprocessing to model training, evaluation, and deployment. Integrate with Observability Stack: Work closely with the core platform team to integrate AI solutions into the existing observability infrastructure (e.g., logs, metrics, traces). Experiment and Iterate: Rapidly prototype and experiment with different models and approaches (e.g., anomaly detection, root cause analysis, LLM-based insights) to find what works best. Collaborate Cross-Functionally: Partner with product, backend, and DevOps teams to align AI capabilities with user needs and infrastructure realities. Set the Technical Direction: As an early technical hire, contribute to foundational architecture decisions and establish best practices for AI/ML within the company. Ensure Reliability and Scalability: Build systems that perform reliably at scale and integrate safely into production environments. Stay Ahead of the Curve: Keep up with the latest advancements in AI/ML and observability to help shape our product roadmap. Qualifications: Engineers with experience building AI products (do side-projects count?) Solid software engineering skills: Proficiency in Python and TypeScript. Systems knowledge: Understanding of observability tools (e.g., Prometheus, OpenTelemetry). Owner mindset: Comfortable working in a fast-paced, ambiguous environment with limited structure and high ownership. Few more facts: We're backed by some of the best investors in the world, like Y Combinator, 8VC, Fin Capital, Tokyo Black (Looker founder fund), Guillermo Rauch (founder of Vercel) and many more. You will grow fast and work at scale - we collect and process 1 petabyte of data monthly. So you will be working with a large dataset to process and store. You like being rewarded directly for your high output Founder and CEO Laduram built the company before, took it to 200 people, and raised $57m in venture funding. If you are excited about the prospect of building an AI-based cutting-edge observability platform and working with a team of talented and passionate engineers, we encourage you to apply for this position. Please include your GitHub.

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Company facts compiled from public sources and last refreshed 9 September 2026. Details change; treat the company’s own site as the authority.

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