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Senior Observability Engineer Jobs in Wisconsin (NOW HIRING)

Senior Software Engineer

Milwaukee, WI · On-site

$120K - $158K/yr

In the Senior Software Engineer position, you'll lead the development of intelligent, adaptive, and ... Implement observability and monitoring systems to track AI application performance and ensure ...

Senior Robotics Software Engineer

Suamico, WI · On-site

$119K - $157K/yr

RC Mowers I Were Hiring Senior Robotics Software Engineer Full-Time | In-Person | Suamico, WI We ... That means treating robots more like servers telemetry, observability, OTA updates, fleet-wide ...

Senior Robotics Software Engineer

Suamico, WI · On-site

$119K - $157K/yr

RC Mowers I We're Hiring Senior Robotics Software Engineer Full-Time | In-Person | Suamico, WI We ... That means treating robots more like servers - telemetry, observability, OTA updates, fleet-wide ...

Senior Robotics Software Engineer Full-Time | In-Person | Suamico, WI We build full-size commercial ... That means treating robots more like servers through telemetry, observability, OTA updates, fleet ...

Senior Robotics Software Engineer

Suamico, WI · On-site

$119K - $157K/yr

RC Mowers I We're Hiring Senior Robotics Software Engineer Full-Time | In-Person | Suamico, WI We ... That means treating robots more like servers -- telemetry, observability, OTA updates, fleet-wide ...

Senior Robotics Software Engineer

Suamico, WI · On-site

$119K - $157K/yr

RC Mowers I We're Hiring Senior Robotics Software Engineer Full-Time | In-Person | Suamico, WI We ... That means treating robots more like servers - telemetry, observability, OTA updates, fleet-wide ...

WI · On-site

$140 - $190/hr

We are looking for a Senior ML Ops Engineer to be part of revolutionizing these industries. We are ... Develop monitoring, observability, and alerting capabilities for machine learning systems ...

New

WI · On-site

$120 - $180/hr

We are looking for a Senior ML Ops Engineer to be part of revolutionizing these industries. We are ... Develop monitoring, observability, and alerting capabilities for machine learning systems ...

New

Senior ML Ops Engineer

Middleton, WI · On-site

$123K - $170K/yr

We are looking for a Senior ML Ops Engineer to be part of revolutionizing these industries. We are ... Develop monitoring, observability, and alerting capabilities for machine learning systems ...

WI · On-site

$130 - $160/hr

Position Summary The Sr AI Engineer serves as a technical leader responsible for enterprise-scale ... Experience with MLOps, vector databases, orchestration frameworks, and AI observability platforms.

New

Senior Software Engineer - Data

Madison, WI · On-site

$123K - $162K/yr

Build strong observability into our systems, including daily monitoring, anomaly detection, and ... Technical Expert: You are a senior level engineer who enjoys being hands on while thinking ...

WI · On-site

$168 - $270.25/hr

We are looking for an outstanding Senior Platform Engineer to help build the platforms that power ... Improve reliability through observability, alerting, automation, anomaly detection, and practical ...

New

Showing results 21-40

Senior Observability Engineer information

What is a senior observability engineer?

A Senior Observability Engineer is a seasoned IT professional responsible for designing, implementing, and maintaining systems that monitor and provide insights into the performance, health, and reliability of software applications and infrastructure. They utilize tools for logging, monitoring, tracing, and alerting to ensure that systems are observable and any issues can be quickly detected and resolved. In addition to technical expertise, they often collaborate with development and operations teams to establish best practices, improve incident response, and optimize system performance. Their work is crucial for maintaining uptime, enhancing customer experiences, and supporting the scalability of technology platforms.

How does a senior observability engineer typically collaborate with development and operations teams?

A Senior Observability Engineer works closely with both development and operations teams to ensure robust monitoring, logging, and tracing solutions are in place across all applications and infrastructure. They often participate in architecture discussions to advise on best practices for instrumenting code and systems for observability. By analyzing metrics and alerting patterns, they help teams proactively resolve issues and optimize system performance. This role also involves mentoring engineers on observability tools and fostering a culture of transparency and accountability in incident response.

What is the difference between Senior Observability Engineer vs Site Reliability Engineer?

AspectSenior Observability EngineerSite Reliability Engineer
CredentialsExperience with monitoring tools, scripting, cloud platformsSame as Senior Observability Engineer, often with SRE certifications
Work EnvironmentFocus on monitoring, logging, and tracing systemsFocus on system reliability, automation, and incident response
Industry UsageUsed in tech companies emphasizing system observabilityCommon in large-scale tech and cloud services
Search/Comparison IntentOften compared for monitoring rolesCompared for reliability and system stability roles

While both roles require expertise in cloud platforms and scripting, the Senior Observability Engineer primarily focuses on designing and maintaining monitoring, logging, and tracing systems to ensure system visibility. In contrast, a Site Reliability Engineer emphasizes system reliability, automation, and incident management to maintain service uptime. Both roles are vital in tech environments but serve different core functions related to system health and stability.

What are the key skills and qualifications needed to thrive as a senior observability engineer, and why are they important?

To thrive as a Senior Observability Engineer, you need expertise in monitoring, logging, and tracing systems, with a solid background in computer science or a related field. Familiarity with tools like Prometheus, Grafana, ELK stack, and cloud platforms, as well as certifications such as AWS Certified DevOps Engineer, are typically required. Strong problem-solving, collaboration, and communication skills are critical for effectively diagnosing and resolving complex infrastructure issues. These skills ensure reliable system performance, rapid incident response, and continuous improvement of the technology environment.
What are the most commonly searched types of Observability Engineer jobs in Wisconsin? The most popular types of Observability Engineer jobs in Wisconsin are:
What are popular job titles related to Senior Observability Engineer jobs in Wisconsin? For Senior Observability Engineer jobs in Wisconsin, the most frequently searched job titles are:
What job categories do people searching Senior Observability Engineer jobs in Wisconsin look for? The top searched job categories for Senior Observability Engineer jobs in Wisconsin are:
What cities in Wisconsin are hiring for Senior Observability Engineer jobs? Cities in Wisconsin with the most Senior Observability Engineer job openings:
Infographic showing various Senior Observability Engineer job openings in Wisconsin as of July 2026, with employment types broken down into 92% Full Time, 5% Part Time, 1% Temporary, and 2% Contract. Highlights an 87% Physical, 4% Hybrid, and 9% Remote job distribution.

Senior Software Engineer

Direct Supply

Milwaukee, WI • On-site

$120K - $158K/yr

Full-time

Re-posted 6 days ago


Job description

Job 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 Senior Software Engineer position, you’ll lead the development of intelligent, adaptive, and scalable applications by leveraging AI-powered development tools and machine learning models. You will also mentor engineers, influence architectural decisions, and advocate for AI-driven development methodologies.
Responsibilities:
• Lead and mentor engineers in AI-first development methodologies and best practices.
• Architect and scale AI-enhanced systems, ensuring security, scalability, and high performance.
• Integrate AI-driven capabilities such as chatbot assistants, image-based diagnostics, and automated content creation into products.
• Drive adoption of AI-powered engineering tools (e.g., LLM-augmented IDEs, automation frameworks) to enhance development efficiency.
• Implement observability and monitoring systems to track AI application performance and ensure proactive issue resolution.
• Design and optimize AI-driven APIs and microservices for seamless interaction with models, applications, and databases.
• Stay engaged with AI and engineering communities, bringing cutting-edge practices and insights back to the team.
• Mentor engineers on technical execution, business impact, and AI-first strategic thinking.
• Balance execution speed with innovation, rapidly testing and iterating AI-driven features.
• Work in an agile environment, ensuring high-quality, scalable software solutions.
Qualifications:
Required:
• 5+ years of software development experience, including 2+ years working on AI-powered applications or AI-integrated solutions.
• Bachelor’s degree in Computer Science, Computer Engineering, or a related field.
• Hands-on experience developing and deploying AI-driven applications (provide examples using models like Hugging Face or APIs like OpenAI, Anthropic).
• Proficiency in Microsoft environments (Visual Studio, VS Code) and cloud services (AWS, Azure) for scalable AI applications.
• Strong understanding of AI model cost optimization, infrastructure scaling, and performance tuning.
• Experience integrating LLMs, agentic workflows, and autonomous AI systems into production environments.
• Proven ability to mentor engineers and lead AI-first engineering transformations.
• Ability to mentor and lead 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.
Preferred:
• Contributions to open-source AI projects or AI research.
• Experience with agentic AI frameworks (LangChain, AutoGPT).
• Thought leadership through conferences, research, or industry engagement in AI-first development.
• Expertise in AI-powered UI/UX development and human-computer interaction.
• Strong proficiency in containerization (Docker, Kubernetes) and cloud-native AI deployments.
• Diligence in unit testing, integration testing, and AI-driven problem-solving.
Company:
The Direct Supply family of companies cares for every critical area of Senior Living, providing everything from equipment and eCommerce to Founded in 1985, the company is headquartered in Milwaukee, USA, with a team of 1001-5000 employees. The company is currently Late Stage.