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Software Engineer

DIRECT SUPPLY

MILWAUKEE, WIJobSeen 5 days agoSeen in employer's feed 5 days ago

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At a glance

Compensation
No compensation found
Location
MILWAUKEE, WI
Work Authorization
Not specified

Olive lists jobs from US employers, including remote roles you can work from the United States.

Job overview

Direct Supply is seeking a Staff Software Engineer to shape AI-first engineering practices and technical direction across multiple teams. The role focuses on architecting and scaling AI-powered solutions, mentoring engineers, and advancing AI adoption in products and development workflows. The engineer will collaborate with leadership on strategy and roadmaps while connecting technical decisions to business context and customer needs.

Skills & qualifications

RequiredNice to have

Skills

AI IntegrationNatural Language ProcessingComputer VisionGenerative ModelsScalable AI ArchitectureAI-First DevelopmentMentoringInfluencing

Qualifications

8+ Years Software Experience

Full job description

JOB REQUIREMENTS: 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 Staff Software Engineer position, you'll play a critical role in shaping AI-first engineering practices, setting technical direction, and driving the adoption of cutting-edge AI capabilities across multiple teams. You will influence how software is built, ensuring that AI augmentation, agentic workflows, and autonomous systems are embedded into our engineering DNA. This role involves architecting and scaling AI-powered solutions, mentoring senior engineers, and collaborating with leadership to define and execute AI-driven strategies. Your leadership will extend beyond technical execution-helping teams develop a deep understanding of business context, financial implications, and the strategic impact of AI-driven 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 influence senior 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. Experience in architecting scalable AI-powered solutions that align with long-term business goals and customer needs. What You'll Do and Impact: Define and execute the AI engineering strategy, embedding AI-first principles across teams and projects. Architect and scale AI-enhanced systems, integrating LLMs, agentic workflows, and composable architectures. Mentor engineers, sharing expertise in AI-first methodologies and best practices. Lead cross-functional AI initiatives, incorporating NLP, computer vision, and generative AI into products. Implement AI-powered developer tools to streamline development and boost efficiency. Drive experimentation and bridge the gap between AI research and production-ready applications. Partner with leadership to develop AI adoption roadmaps aligned with business objectives. Ensure security, scalability, and AI observability throughout the software lifecycle. Make key decisions on technical trade-offs, architecture, and AI tooling. Experience: 8+ years of software... For full info follow application link. ***** APPLICATION INSTRUCTIONS: Apply Online: ipc.us/t/4082D3F997AF4474

How this job compares

Set against the 34,041 open Software Engineer jobs on Olive Jobs, counted October 27, 2026.

Pay
  • This postingNot listed
  • Wisconsin median$113–210K/yr219 salary ranges
  • US median$55–65/hr609 hourly ranges
Openings
Olive Jobs lists 332 open Software Engineer jobs in Wisconsin and 34,041 across the US. 7% of them nationwide are listed as remote or flexible.
Hiring the most in Wisconsin
Experience
Software Engineer postings that state a minimum ask for 5 years of experience at the median; the middle half ask for 3 to 7 years (27,547 postings).
Education
12,670 of the 34,041 open Software Engineer jobs (37%) ask for a bachelor's degree or higher.

Counted across the open, public US postings on Olive Jobs on October 27, 2026. Pay medians are the middle values of the low ends and of the high ends of postings that list both ends of a range in the same cadence (a yearly salary or an hourly rate); a range's midpoint is halfway between its ends. Pay and experience figures resting on fewer than 20 postings are left out.

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