AI Engineer

Direct Supply•Milwaukee, WI

1d•Onsite

About The Position

Direct Supply is building AI systems that change how care is delivered to millions of seniors and support the people who care for them. We're hiring engineers to design, ship, and operate those systems in production. This role spans the full product lifecycle: discovery, experimentation, application delivery, and deployment. You'll work directly with customers and product teams, own technical calls, and see your product used at scale. We expect technical rigor, architecture discipline, strong product judgment, and a track record of shipping. In return, you get autonomy and real customer impact.

Requirements

Strong applied AI and software engineering fundamentals
Builders who can span tech, product, and design thinking with high autonomy
Bias for shipping, iterating, and following customer feedback over polish
High ownership & agency — measured by outcomes, not deliverables
Curiosity to improve systems, products, and your own craft
2+ years in software engineering or applied AI
Experience working with AI development tools in full-stack applications
Experience designing AI-based solutions to real workflows
Working knowledge of cloud and frontier AI platforms

Nice To Haves

Degree in Computer Science, Engineering, Data Science, or a related field
Experience operating AI systems in production, with attention to evaluation, cost, and performance tradeoffs
Background in high-ambiguity environments with proximity to customers (e.g., early-stage startups, forward-deployed engineering, internal product teams)
Experience in large-scale Python, C#, and TypeScript codebases
Experience integrating AI solutions into existing, established products
Experience working with healthcare, regulated, or sensitive data

Responsibilities

Design, build, and operate systems in customer-facing production environments
Translate ambiguous business and customer problems into prototypes & technical specs
Track AI capabilities and apply them where they create clear leverage
Own the full application lifecycle: product discovery, experimentation, evaluation, deployment, and monitoring
Own system design, tradeoffs, and long-term scaling and maintainability
Build code bases that are legible to agents and other developers; drive the organization forward on tooling
Partner with product managers to enhance their product vision, including with AI-native solutions