Senior Software Engineer

Direct Supply; Milwaukee (WI); On-site; USD 130,000 - 180,000; Full time

Benefits offered by this job

Generous benefits

Job summary

Direct Supply in Milwaukee seeks a Senior Software Engineer to lead AI-powered, scalable software initiatives. You will architect AI-enhanced systems, mentor engineers, and set technical direction across web, mobile, and server-based platforms.

You will work on innovative AI features, integrate models via APIs, and drive observability, security, and performance. This role requires 5+ years of software development with AI experience and a Bachelor’s in CS or related field.

Qualifications

• 5+ years of software development, including 2+ years in AI-powered apps or AI-integrated solutions.
• Hands-on experience developing AI-driven applications with models/APIs (e.g., Hugging Face, OpenAI, Anthropic).
• Proficiency with Microsoft environments (VS, VS Code) and cloud services (AWS, Azure) for scalable AI apps.
• Strong understanding of AI model cost optimization, scaling, and performance tuning.
• Experience integrating LLMs, agentic workflows, and autonomous AI systems into production.
• Proven ability to mentor engineers and lead AI-first engineering transformations.

Responsibilities

• Lead and mentor engineers in AI-first development practices.
• Architect and scale AI-enhanced systems for security, scalability, and high performance.
• Integrate AI capabilities like chatbots, image diagnostics, and content automation into products.
• Drive adoption of AI-powered tooling to improve developer efficiency.
• Implement observability and monitoring for AI applications and proactive issue resolution.
• Design AI-driven APIs and microservices for reliable model interactions.

Skills

AI integration

Innovation leadership

Change management

Mentoring engineers

NLP/CV/GenAI

Education

Bachelor’s degree in CS or related

Tools

Docker

Kubernetes

Visual Studio/VS Code

AWS

Azure

Job description

Position Summary

Direct Supply is building the future of healthcare technology with industry-leading products, solutions and platforms to help improve the lives of millions of seniors and those who care for them.

In the Senior Software Engineer position, you'll lead the development of intelligent, adaptive, and scalable applications by leveraging AI-powered development tools, machine learning models, and automation frameworks. Beyond writing code, you will play a key role in setting technical direction, mentoring engineers, and driving AI-first software strategies. You'll work on a cross-functional team dedicated to creating high-quality, scalable web-based products, mobile applications, or server-based systems. As a senior engineer, you will take ownership of complex AI-enhanced solutions, influence architectural decisions, and advocate for AI-driven development methodologies. Your leadership will help the team develop a deep understanding of business context, financial trade-offs, and the strategic impact of AI-powered solutions.

Skills Needed

• Applies AI and Technology - Identifies opportunities to boost efficiency and add value using AI and tech. Embraces and applies digital innovations and tech solutions to build business. Eagerly learns and integrates new technologies where they matter most.
• Champions Innovation - Propels teams to unlock value with cutting‑edge, tech‑enabled innovations. Stays ahead of the tech curve, ready to embrace the next big thing. Leads with an entrepreneurial mindset and takes calculated risks.
• Leads Through Change & Ambiguity - Navigates the unknown with confidence, steering through change and uncertainty with a clear vision and unwavering determination.
• Ability to mentor and lead engineers in AI‑first development methodologies, fostering a culture of innovation and technical excellence.
• Technical expertise in AI integration across natural language processing, computer vision, and generative models.

What You’ll Do and Impact

• Lead and mentor engineers in AI‑first development methodologies and best practices.
• Architect and scale AI‑enhanced systems, ensuring security, scalability, and high performance.
• Integrate AI‑driven capabilities such as chatbot assistants, image‑based diagnostics, and automated content creation into products.
• Drive adoption of AI‑powered engineering tools (e.g., LLM‑augmented IDEs, automation frameworks) to enhance development efficiency.
• Implement observability and monitoring systems to track AI application performance and ensure proactive issue resolution.
• Design and optimize AI‑driven APIs and microservices for seamless interaction with models, applications, and databases.
• Stay engaged with AI and engineering communities, bringing cutting‑edge practices and insights back to the team.
• Mentor engineers on technical execution, business impact, and AI‑first strategic thinking.
• Balance execution speed with innovation, rapidly testing and iterating AI‑driven features.
• Work in an agile environment, ensuring high‑quality, scalable software solutions.

Experience

• 5+ years of software development experience, including 2+ years working on AI‑powered applications or AI‑integrated solutions.
• Bachelor’s degree in Computer Science, Computer Engineering, or a related field.
• Hands‑on experience developing and deploying AI‑driven applications (provide examples using models like Hugging Face or APIs like OpenAI, Anthropic).
• Proficiency in Microsoft environments (Visual Studio, VS Code) and cloud services (AWS, Azure) for scalable AI applications.
• Strong understanding of AI model cost optimization, infrastructure scaling, and performance tuning.
• Experience integrating LLMs, agentic workflows, and autonomous AI systems into production environments.
• Proven ability to mentor engineers and lead AI‑first engineering transformations.

Additional Items of Interest

• Contributions to open‑source AI projects or AI research.
• Experience with agentic AI frameworks (LangChain, AutoGPT).
• Thought leadership through conferences, research, or industry engagement in AI‑first development.
• Expertise in AI‑powered UI/UX development and human‑computer interaction.
• Strong proficiency in containerization (Docker, Kubernetes) and cloud‑native AI deployments.
• Diligence in unit testing, integration testing, and AI‑driven problem‑solving.

Benefits

Generous benefit package available.

Job to be performed in the location listed.