Senior Manager, Engineering - Software & Data Platforms

Direct Supply; Milwaukee (WI); On-site; USD 140,000 - 190,000; Full time

Job summary

Direct Supply is seeking a Senior Manager of Engineering in Milwaukee to lead multiple teams delivering reliable, customer-focused software and platforms. You will guide AI adoption, strengthen engineering practices, and coach technical leaders to build high-performing teams.

As part of the Platform Architecture & Engineering organization, you will align priorities with customer needs, balance investment and capacity, and drive measurable business outcomes across teams.

Qualifications

• Bachelor's degree or equivalent practical experience.
• Significant experience designing, delivering, and operating complex software products or platforms.
• Experience leading multiple engineering teams or a broad product/portfolio area.
• Experience coaching engineering managers or technical leaders.
• Ability to shape roadmaps and tradeoffs with senior partners.

Responsibilities

• Shape engineering priorities and roadmaps with senior product and business partners.
• Lead multiple engineering teams through design, delivery, and operation of customer-facing software.
• Identify and evaluate AI, ML, and automation opportunities across products and workflows.
• Develop engineering managers and teams through coaching and talent development.
• Improve SDLC, CI/CD, and cloud operations to boost quality and reliability.

Skills

Team leadership

Coaching

Cloud platforms

CI/CD

Automated testing

Reliability

AI/ML opportunities

Distributed systems

Database design

Education

Bachelor's degree in CS/Software/Engineering or related field

Tools

Docker

Kubernetes

Job description

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 Manager, Engineering position will lead multiple engineering teams or a broader product portfolio that delivers reliable, customer-focused products and platforms while improving how we build and operate software. You'll guide the responsible adoption of AI where it creates measurable value, strengthen engineering practices, and develop high-performing teams through coaching, accountability, and continuous learning.Working closely with senior product and business partners, you'll align engineering priorities with customer needs, balance investment and capacity, and drive measurable business outco As Senior Manager, Engineering, you'll lead multiple engineering teams or a broader product portfolio that delivers reliable, customer-focused products and platforms while improving how we build and operate software. You'll guide the responsible adoption of AI where it creates measurable value, strengthen engineering practices, and develop high-performing teams through coaching, accountability, and continuous learning. Working closely with senior product and business partners, you'll align engineering priorities with customer needs, balance investment and capacity, and drive measurable business outcomes across teams.As a member of the Platform Architecture & Engineering organization, your primary customers are our software developers who are building solutions for our external customers. You will identify gaps in our SDLC, developer tools, data platforms, & cloud deployments. Then, develop and execute strategies to fill those gaps, ensure we consistently follow guidance across the larger technology organization, and drive overall improvements in the Developer Experience. We are merging several product lines to be interoperable with each other, leveraging AI dev tools to modernize our legacy technology, and aggressively building agentic solutions for our customers. es across teamsWhat You’ll Do and Impact:Shape engineering priorities and roadmaps with senior product and business partners, balancing customer needs, investment, capacity, and dependencies to deliver measurable business outcomes.Use customer research, product data, feedback, and operational measures to guide decisions, improve product performance, and strengthen customer experiences.Lead multiple engineering teams through the design, delivery, and operation of customer-facing software, ensuring accountability for architecture, quality, security, reliability, and ongoing improvement.Identify and evaluate AI, machine learning, and automation opportunities across products and engineering workflows. Define success measures, assess business value and risks, and scale effective solutions with appropriate privacy, security, quality, and human oversight.Develop engineering managers, technical leaders, and teams through coaching, hiring, talent development, clear expectations, and an inclusive culture of accountability and continuous learning.Establish consistent engineering practices across architecture, software maintainability, security, reliability, and technical health to improve quality and long-term scalability.Improve software delivery and operational efficiency through CI/CD, automated testing, cloud operations, and technical-debt management.Lead the adoption of new tools, practices, and ways of working across teams, aligning stakeholders, communicating the rationale for change, and building capabilities that sustain improvements.Collaborate across engineering, product, security, and business teams to resolve dependencies, align priorities, and deliver shared outcomes.Communicate engineering progress, risks, decisions, and tradeoffs to senior leaders and stakeholders to support informed decisions and organizational alignment.What You'll Bring:Bachelor's degree in computer science, software engineering, computer engineering, or a related field, or equivalent practical experience.Significant experience designing, delivering, and operating complex software products or platforms, including technical direction and production accountability.Demonstrated experience leading multiple engineering teams or a broad product or platform area, with accountability for outcomes across teams.Experience coaching engineering managers or technical leaders, developing talent, and building organizational capability beyond an individual team.Ability to shape roadmaps and make informed tradeoffs across priorities, capacity, investment, and dependencies with senior product and business partners.Experience evaluating AI, machine learning, or automation opportunities and guiding solutions from testing into sustained use, with attention to measurable value, quality, security, privacy, and operational needs.Strong working knowledge of cloud platforms, CI/CD, automated testing, infrastructure as code, reliability, and technical-debt management.Experience guiding engineering teams across relevant application and distributed-system technologies, such as .NET, web, or mobile platforms.Experience leading teams working on multi-tiered distributed platforms and relational database design preferred.Familiarity with enterprise security best practices, compliance standards, and risk mitigation preferred.Proven ability to drive innovation through hackathons, proof-of-concept initiatives, and rapid prototyping preferred.Experience with modern cloud platforms (AWS, Azure, or GCP), AI-driven automation, and containerization technologies (Docker, Kubernetes) preferred.Job to be performed in the location listed. Generous benefit package available. 2013 to 2026 Direct Supply, Inc. All rights reserved.