Senior Software (AI) Engineer

Why join Cuesta's Custom Apps and AI Agents team?

Cuesta is standing up a new team that builds custom data apps and AI agents for mid-market companies. You will be one of its founding engineers. That means real ownership: you will help choose the tools we build with, define how an AI-native team should work, and see your software running in a client's business within weeks. Every custom app and agent you build changes what happens in the real world for the mid-market businesses we serve.

What you'll do

• Sit with clients and your Cuesta team to explore how the business runs and scope the right solution, then design and build software that changes how the work gets done.
• Own solutions end to end: discovery, system design, code, deployment, and iteration in production.
• Demo a working solution in under a week, and ship to production in weeks.
• Build custom AI agents and LLM features with Cuesta's solution architects and data engineers, connecting to client data, tools, and workflows.
• Engineer with Claude Code or whatever comes next, and write the playbook for how our team uses them.
• Deploy and run apps on AWS, Azure, Vercel, and similar platforms, using Docker, Kubernetes and infrastructure as code where they fit, with production-grade reliability and security.
• Turn what we learn on each engagement into reusable components that make the next build faster.
• Shape our stack, our process, and our hiring as the team grows.

What you'll bring

You are a builder who wants to own the whole problem, not a ticket. You move fast, you are energized by new tools, and you can explain a technical tradeoff to a client executive in plain language. You are excited about how AI is changing software engineering, and you want to be at an organization that is embracing that change.

Minimum qualifications:

• 6+ years building and shipping production software.
• Daily, hands-on use of AI coding tools such as Claude Code.
• Strong modern web development fundamentals, and excitement to work in some of these technologies: Python, Node.js, TypeScript, React, Postgres, Docker, LangChain, and LangSmith.
• Experience deploying and operating production apps on AWS, Azure, GCP, Vercel, or similar, and familiarity with Docker, Kubernetes and infrastructure as code (Terraform, Pulumi, or similar).
• Comfort exploring and scoping ambiguous problems with clients and teammates, and turning them into working systems.

How you'll grow

• Within 1 month: Get to know our clients, partners, and toolchain, and ship your first change to a demo or live client solution.
• Within 3 months: Work with an existing client team to implement a client solution, lead the build of a client demo end to end, and propose the team's standard stack and AI-native workflow.
• Within 6 months: Deliver a production app or agent for a client, and publish reusable components the team builds on.
• Within 12 months: Act as a technical lead across engagements, help hire and train new engineers, and own a core part of how Cuesta builds.
• Benefits: What you’ll gain:

At Cuesta, we value entrepreneurship, humility, diversity, learning, speed, and balance. We provide our team members with:

• Constant opportunities for exposure & learning
• Flexible working location and enabling personal-life harmony with work
• Agency and influence in the company’s total strategy and direction
• Collaboration with a high-performing team
• Competitive base salary (outlined in this listing) and target bonus of 15-25%
• 401k, healthcare benefits, paid time-off, and more!