Senior Software Engineer

Direct Supply · Milwaukee

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.

The Senior Software Engineer plays a key role in designing and delivering intelligent, scalable software solutions that enhance Direct Supply’s products and customer experiences. This role combines advanced software engineering practices, AI technologies, and automation to develop high-quality applications and systems that improve efficiency, support business growth, and deliver meaningful customer value.

As a senior technical contributor, you will influence architectural decisions, mentor engineers, and advance AI-enabled development practices. Your expertise will help balance innovation, performance, scalability, and cost to deliver reliable technology solutions that support long-term business success.

What You’ll Do and Impact:

Lead the design and development of scalable, AI-enhanced software solutions that improve product capabilities, performance, and customer experiences.

Architect secure, high-performing applications and services that support evolving business needs and long-term scalability.

Integrate AI capabilities, including large language models, conversational assistants, image-based diagnostics, and automated content generation, to enhance product functionality.

Advance the use of AI-powered development tools and automation frameworks to improve engineering productivity, code quality, and delivery efficiency.

Design and optimize APIs, microservices, and integrations that enable reliable communication between AI models, applications, and data systems.

Implement monitoring and observability practices that improve application reliability, identify performance issues, and support proactive resolution.

Evaluate AI model performance, infrastructure requirements, and operating costs to recommend solutions that balance technical effectiveness with financial impact.

Mentor engineers in software development practices, AI integration, technical problem-solving, and the business impact of engineering decisions.

Collaborate with cross-functional teams to translate business and customer needs into practical technical solutions that deliver measurable value.

Apply agile development, testing, and rapid experimentation practices to accelerate delivery while maintaining software quality and reliability.

Explore emerging AI technologies and engineering approaches to identify opportunities for innovation, continuous improvement, and scalable product development.

What You’ll Bring:

Bachelor’s degree in Computer Science, Computer Engineering, or a related field.

3+ years of software development experience, including at least 2 years developing AI-powered applications or AI-integrated solutions.

Hands-on experience developing and deploying AI-enabled applications using machine learning models, large language models, or AI platforms such as Hugging Face, OpenAI, or Anthropic.

Experience integrating large language models, agentic workflows, and autonomous AI capabilities into production software environments.

Proficiency with Microsoft development tools, including Visual Studio or VS Code, and cloud platforms such as AWS or Azure.

Strong understanding of software architecture, APIs, microservices, AI model performance, infrastructure scaling, and cost optimization.

Ability to analyze complex technical problems, evaluate system dependencies and trade-offs, and develop scalable solutions that support business and customer needs.

Demonstrated ability to mentor engineers, communicate technical concepts, adapt to emerging technologies, and influence engineering practices across a development team.

Contributions to open-source AI projects or AI research preferred.

Experience with agentic AI frameworks such as LangChain or AutoGPT preferred.

Participation in AI engineering communities through conferences, research, or industry engagement preferred.

Experience with AI-powered user interface development, user experience design, or human-computer interaction preferred.

Experience with containerization technologies such as Docker or Kubernetes and cloud-native AI deployments preferred.

Experience applying unit testing, integration testing, and AI-driven problem-solving practices to improve software quality preferred.

Job to be performed in the location listed. Generous benefit package available.

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