1

Director Of Software Engineering Jobs in Brookfield, WI

Direct Supply is building the future of healthcare technology with industry-leading products ... Define and execute the AI engineering strategy, embedding AI-first principles across teams and ...

Senior Staff Software Engineer

Milwaukee, WI · On-site

$120.70K - $159.10K/yr

Direct Supply is building the future of senior living technology, helping connect the spectrum of ... Guide engineering best practices across domains, ensuring consistency in design, security ...

The individual will assist in various engineering duties, including but not limited to: the research and investigation of software solutions, software design, software development and debugging ...

Senior Staff Software Engineer

Milwaukee, WI · On-site

$120.70K - $159.10K/yr

Direct Supply is building the future of healthcare technology with industry-leading products ... You will set architectural standards, shape AI-first engineering strategies, and influence cross ...

Senior Software Engineer

Milwaukee, WI · On-site

$120.70K - $159.10K/yr

Senior Software Engineer 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 ...

Direct and mentor the facilities team, including facilities engineers, technicians, and external ... Proficiency with AutoCAD, electrical modeling software, and Microsoft Office Suite is preferred.

Direct Supply is building the future of healthcare technology with industry-leading products ... Drive adoption of AI-powered engineering tools (e.g., LLM-augmented IDEs, automation frameworks) to ...

Senior Software Engineer - Imaging (C++)

Waukesha, WI · On-site

$122.60K - $161.70K/yr

Bachelor's degree in Electrical Engineering, Computer Engineering, Computer Science, or a related discipline. * 4+ years of professional experience in Software Engineering. * Strong knowledge of ...

New

next page

Showing results 1-20

Director Of Software Engineering information

See Brookfield, WI salary details

$131.6K

$240.5K

How much do director of software engineering jobs pay per year?

As of May 28, 2026, the average yearly pay for director of software engineering in Brookfield, WI is $230,912.00, according to ZipRecruiter salary data. Most workers in this role earn between $239,500.00 and $239,500.00 per year, depending on experience, location, and employer.

What Does a Director of Software Engineering Do?

As a director of software engineering, your responsibilities are to oversee the daily operations of the software engineering department and the long-term application of strategic planning for the department. You are ultimately responsible for creating policies and objectives for the department in collaboration with other director-level positions in the company. You are also heavily involved in the department’s finances and project management, and you often oversee multiple projects. At larger companies, you may have fewer technical duties, but for small and mid-sized companies, you may code or provide technical and managerial expertise on specific projects.

What are the key skills and qualifications needed to thrive as a Director of Software Engineering, and why are they important?

To thrive as a Director of Software Engineering, you need deep technical expertise in software development, proven leadership experience, and a relevant degree such as in computer science or engineering. Familiarity with agile methodologies, cloud platforms, project management tools (like Jira), and experience with architectural frameworks are typically required. Outstanding communication, strategic thinking, and the ability to mentor and motivate teams are vital soft skills in this role. These skills ensure effective project delivery, foster innovation, and build high-performing teams aligned with organizational goals.

What are some common challenges faced by a Director of Software Engineering when managing cross-functional teams?

A Director of Software Engineering often manages teams composed of engineers, product managers, and designers, which can present challenges in aligning priorities and communication styles. Balancing the technical needs of the engineering team with broader business objectives requires clear communication and strong leadership. Additionally, adapting to rapidly changing technology while ensuring consistent delivery and maintaining team morale is a key challenge. Proactive stakeholder management and fostering a culture of collaboration are essential for success in this role.

What engineering jobs pay $500,000?

Senior engineering roles such as Director of Software Engineering, Principal Engineer, or VP of Engineering can reach or exceed $500,000 in total compensation, especially in high-cost living areas or large tech companies. These positions often require extensive experience, leadership skills, and expertise in areas like cloud computing, software architecture, or technical management.

What is the difference between Director Of Software Engineering vs Software Development Manager?

AspectDirector Of Software EngineeringSoftware Development Manager
ResponsibilitiesOversees multiple teams, sets strategic goals, manages budgets, and aligns software projects with business objectives.Manages day-to-day software development teams, ensures project delivery, and coordinates technical tasks.
Required CredentialsBachelor's or Master’s in Computer Science or related field, extensive experience in software development, leadership skills.Bachelor's in Computer Science or related field, strong technical background, experience managing development teams.
Work EnvironmentStrategic, cross-team collaboration, executive communication, often in larger organizations.Technical focus, project management, direct team oversight, often in mid-sized companies.

The main difference is that the Director Of Software Engineering focuses on strategic leadership and organizational oversight, while the Software Development Manager handles daily team management and project execution. Both roles require technical expertise and leadership skills, but the director role involves broader business alignment and higher-level decision-making.

What job categories do people searching Director Of Software Engineering jobs in Brookfield, WI look for? The top searched job categories for Director Of Software Engineering jobs in Brookfield, WI are:
What cities near Brookfield, WI are hiring for Director Of Software Engineering jobs? Cities near Brookfield, WI with the most Director Of Software Engineering job openings:
Infographic showing various Director Of Software Engineering job openings in Brookfield, WI as of May 2026, with employment types broken down into 77% Full Time, 22% Part Time, and 1% Temporary. Highlights an 98% Physical, and 2% Remote job distribution, with an average salary of $230,912 per year, or $111 per hour.

Staff Software Engineer

Directsupply

Milwaukee, WI • On-site

Full-time

Posted 23 days ago


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 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 engineering experience, including 3+ years leading AI-powered application development.

  • Bachelor's degree in Computer Science, Computer Engineering, or related field.

  • Proven experience developing, deploying, and scaling AI-powered applications (provide examples of integrations using open models or APIs).

  • Expertise in designing AI-first architectures, including microservices, event-driven systems, and real-time AI workflows.

  • Hands-on experience with LLMs, agentic AI models, and autonomous AI-driven workflows.

  • Strong skills in AI model deployment, cost optimization, and fine-tuning.

  • Deep understanding of security, compliance, and ethical considerations in AI development.

Additional Items of Interest:

  • Experience leading AI-first engineering transformations across teams.

  • Contributions to open-source AI projects or AI thought leadership.

  • Experience with agentic AI frameworks, composable AI solutions, and MLOps best practices.

  • Industry engagement through conferences, research initiatives, or AI-first development communities.

  • Cloud-native AI deployment experience (Docker, Kubernetes, cloud platforms).

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

Direct Supply, Inc. and its U.S. subsidiaries are equal opportunity and affirmative action employers committed to diverse workforces.

2013 to 2026 Direct Supply, Inc. All rights reserved.