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Senior Software Engineer
Job in
Milwaukee, Milwaukee County, Wisconsin, 53244, USA
Listed on 2026-02-23
Listing for:
Direct Supply, Inc.
Full Time
position Listed on 2026-02-23
Job specializations:
-
IT/Tech
AI Engineer, Systems Engineer
Job Description & How to Apply Below
*
* 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.
* ** Thinks Strategically**
* ** Applies AI & 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.
* ** Delivers Results** - Seizes new opportunities and tackles challenges head-on with urgency. Takes initiative and consistently hits goals. Zeroes in on key priorities for results. Drives progress through uncertainty and moves others to action.
* ** Demonstrates Influence & Organizational Savvy** - Wields influence with a masterful understanding of organizational dynamics, effortlessly navigating the complexities to shape outcomes and drive strategic alliances.
* ** 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.
* Deep
** technical expertise in AI system architecture**, including LLM integration and scalable cloud-native design.
** What You’ll Do and Impact:*
* * Lead the architecture and development of scalable, AI-powered systems that span multiple platforms and product lines
* Partner with engineering and product leaders to set and drive the strategic technical direction
* Guide engineering best practices across domains, ensuring consistency in design, security, performance, and reliability Identify and evaluate emerging technologies for potential integration, including LLMs, autonomous systems, and next-gen dev tools
* Act as a technical mentor, shaping the growth of senior and staff engineers through coaching and architectural leadership
* Drive cross-functional initiatives that deliver measurable improvements to engineering velocity and business outcomes
* While not a day-to-day coder, able to deep-dive into architecture, codebases, and design reviews when needed to resolve ambiguity or unblock teams.
* Ensure architectural decisions and platform strategies enable successful delivery of business-critical initiatives with measurable outcomes.
* Bachelor’s degree in Computer Science, Engineering, or related field;
Master’s preferred
* Demonstrated success building AI-enhanced, cloud-native systems
* Strong understanding of distributed systems, performance optimization, and system reliability
* Proven track record mentoring engineers and driving architectural direction across teams
** Additional Items of Interest:
*** Certifications in AWS, GCP, or related architecture/AI tools are a plus
* Job to be performed in the location listed. Generous benefit package available. Click
* * to learn more.
** Direct Supply, Inc. and its U.S. subsidiaries are equal opportunity and affirmative action employers committed to diverse work forces.
** 2013 to 2026 Direct Supply, Inc. All rights reserved.
* In the Senior Staff Software Engineer position, you’ll lead the development of complex, AI-enabled software systems across multiple platforms. You will set architectural standards, shape AI-first engineering strategies, and influence cross-functional alignment. This role blends technical depth with strategic leadership to deliver scalable, business-critical platforms with measurable results.
** Skills Needed:** - Anticipates future trends and aligns actions with long-term objectives. Draws on broad knowledge to craft future-focused plans that effectively translate strategy into action.
Excellent
** ability to lead complex initiatives
** across domains, uniting architecture, development, and strategy.
*
* Experience:
** 10+ years of software engineering experience, including 3+ years in cross-platform architecture leadership
Experience with large-scale systems using LLMs, generative AI, or ML pipelines Direct Supply delivers solution-driven platforms, products and services to helpsolve the toughest challenges facing
Senior Living and Healthcare. For morethan 35 years, we’ve grown consistently while expanding our offering of innovative solutions for virtually every critical area of senior health across the continuum of care.
If you asked our 1,200+ Partners what separates Direct Supply from other applied technology companies, it’s thatwe are 100% employee owned anddriven to work with a purpose. Every day,we strive to honor our mission of enhancing the lives of millions ofseniors and healthcare professionals ina results-oriented agile environment thatgives our Partners the necessary toolsand flexibility to truly bring what’s nextto Healthcare.
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Position Requirements
10+ Years
work experience
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