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Director Observability Jobs in Wisconsin (NOW HIRING)

The Director, Data Engineering - Architect is responsible for defining and governing the enterprise ... Observability and monitoring Drive adoption of best practices across engineering teams. Scalability ...

The Director, Data Engineering - Architect is responsible for defining and governing the enterprise ... Observability and monitoring Drive adoption of best practices across engineering teams. Scalability ...

Senior Director - Client Data Solutions

Wauwatosa, WI · Remote

$103K - $139K/yr

Establish best practices for data engineering, including testing, deployment, observability, and ... The Senior Director - Client Data Solutions will assist with daily activities, provide guidance ...

Senior Director - Client Data Solutions

Wauwatosa, WI · On-site +1

$103K - $139K/yr

Establish best practices for data engineering, including testing, deployment, observability, and ... The Senior Director - Client Data Solutions will assist with daily activities, provide guidance ...

Principal AI Engineer

Milwaukee, WI · On-site

$197K - $208K/yr

Establish robust MLOps foundations, including model versioning, drift detection, observability, and ... direct technical feedback. Preferred Attributes • Experience operationalizing AI in highly ...

Senior AI Engineer

Milwaukee, WI · On-site

$120K - $159K/yr

Direct Supply is building the future of healthcare technology with industry-leading products ... Implement observability and monitoring systems to track AI application performance and ensure ...

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Director Observability information

What does a director of observability do?

A Director of Observability leads the strategy and implementation of monitoring, logging, and tracing systems to ensure the health and performance of technical infrastructure. They work with engineering and operations teams to develop best practices, select appropriate tools, and set standards for observability across the organization. Their goal is to provide visibility into system behavior, quickly identify and resolve incidents, and support continuous improvement in system reliability and performance.

How does a director of observability typically collaborate with engineering and operations teams to drive organizational goals?

A Director of Observability works closely with engineering and operations teams to ensure that systems are monitored effectively and issues are identified and resolved quickly. This collaboration often involves developing unified monitoring strategies, aligning observability tools and processes, and facilitating incident response post-mortems. The Director also leads cross-functional meetings to establish best practices, set key performance indicators (KPIs), and ensure observability is integrated into the software development lifecycle. By acting as a bridge between technical teams, they help foster a culture of transparency, reliability, and continuous improvement.

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

To thrive as a Director of Observability, you need deep expertise in monitoring, logging, and distributed systems, typically backed by a degree in computer science or a related field and extensive experience in IT or DevOps leadership roles. Proficiency with observability tools such as Prometheus, Grafana, Datadog, Splunk, and APM solutions, along with knowledge of cloud platforms and relevant certifications, is essential. Strong leadership, strategic thinking, and communication skills help drive cross-functional initiatives and foster a culture of reliability. These skills and qualities are crucial for ensuring system health, rapid incident response, and alignment between technical teams and organizational objectives.

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

AspectDirector ObservabilitySite Reliability Engineer
Primary FocusOversees observability strategies, tools, and teams to ensure system visibility and performanceBuilds and maintains reliable systems, automates deployment, and manages incident response
CredentialsTypically requires advanced knowledge of monitoring, cloud platforms, and leadership experienceOften has software engineering background, with skills in scripting, automation, and systems engineering
Work EnvironmentLeads teams in tech companies, focusing on monitoring and analytics toolsWorks closely with development and operations teams to ensure system reliability

While both roles focus on system performance and reliability, the Director Observability primarily manages observability strategies and teams, whereas the Site Reliability Engineer is hands-on, building and maintaining reliable systems. The roles complement each other in ensuring optimal system performance and uptime.

What are the most commonly searched types of Observability jobs in Wisconsin?

The most popular types of Observability jobs in Wisconsin are:

What are popular job titles related to Director Observability jobs in Wisconsin?

For Director Observability jobs in Wisconsin, the most frequently searched job titles are:

What cities in Wisconsin are hiring for Director Observability jobs?

Cities in Wisconsin with the most Director Observability job openings:

Infographic showing various Director Observability job openings in Wisconsin as of August 2026, with employment types broken down into 96% Full Time, and 4% Contract. Highlights an 82% In-person, and 18% Remote job distribution.

Senior Director - Client Data Solutions

Cielo

Wauwatosa, WI • Remote

Full-time

Re-posted 13 days ago


Job description

Company Description

Are you ready to accelerate your career? Join Cielo as a Senior Director - Client Data Solutions!  A career at Cielo will give you the opportunity to work with the industry's smartest people and to take ownership of your success!  

Cielo is a brand that reflects our big idea - that talent is rising - and with it our opportunity to rise above. We create careers for ambitious people by moving beyond traditional assumptions of what it means to work in talent acquisition.
Cielo is the world's leading Talent Acquisition Partner. We deliver a better talent experience for everyone through Talent Acquisition, Search, Consulting, and Digital Accelerators. With our fresh approach - we design and build comprehensive, proven solutions inspired by technology to find and keep the unique talent that elevates our clients above the competition.

Cielo is an equal opportunity employer and will not discriminate against any applicant for employment because of race, color, religion, sex, national origin, disability, age, genetic information, or any other status protected by state or local law for an individual who falls within the jurisdiction of such law. Applicants who require an accommodation throughout the application and interview process should request this in advance by contacting Cielo Talent Acquisition at [email protected]

Job Description

The Senior Director - Client Data Solutions is a strategic leadership role responsible for defining and delivering the organization's end-to-end client data ecosystem, including client integrations (ATS and external systems), data engineering, and client-facing reporting solutions.

This role ensures seamless, scalable data flow from client environments into internal systems and productized data solutions, owning the design, delivery, and reliability of integrations that enable consistent, high-quality dashboards and reporting experiences. The Senior Director - Client Data Solutions is accountable for templated, analytics-ready data products that power client reporting, while partnering with Business Intelligence and analytics teams who drive insight generation and ad hoc analysis.

As a senior member of the Client Technology leadership team, this role works closely with Product Management, AI Engineering, and Client Services to align integration and data capabilities with product strategy, AI initiatives, and long-term platform evolution.

Role: Remote - United States 

Work set up: Monday to Friday - FTE 

Skills: Are you Strong experience in Data engineering / Data platforms & integrations? Do you have the ability to Identify most efficient and stable ways to extract client data, Ensure correct integration into internal systems then translate into accurate reporting and dashboards? 

Duties and Responsibilities:

  • Lead, mentor, and scale Data Engineering, Integration Engineering, and Client Reporting teams, providing technical guidance, career development, and performance management.
  • Define and execute the organization's data integration and client data strategies, spanning integrations, data platform, and reporting enablement.
  • Establish KPIs to measure data platform performance, reporting adoption, data quality, and business impact.
  • Partner with executive stakeholders across Product, AI Engineering, and Client Services to align data capabilities with business priorities.
  • Contribute to Engineering Leadership governance, including technical standards, architecture, and long-term strategy.
  • Drive technical direction for data architecture, integration patterns, and platform scalability.
  • Oversee the design and delivery of scalable, reliable data integration pipelines and integration workflows across client systems and internal platforms.
  • Establish best practices for data engineering, including testing, deployment, observability, and documentation.
  • Guide implementation of data quality, monitoring, and reliability frameworks.
  • Ensure compliance with data governance, security, and regulatory requirements.
  • Continuously evaluate and evolve the data technology stack to support growth and innovation.
  • Own the strategy and delivery of client-facing data products, including dashboards, reporting layers, and embedded data experiences.
  • Deliver scalable, templated reporting solutions that reduce reliance on custom, one-off reporting.
  • Partner with Client Services and Operations to translate business needs into reusable, analytics-ready data models.
  • Establish and maintain semantic layers, standardized metrics, and governed data definitions.
  • Ensure performance, usability, and consistency of data powering all client reporting experiences.
  • Collaborate with Product Management to embed reporting capabilities into core platform offerings.
  • Partner with Product Management to align data capabilities with product roadmaps and client value propositions.
  • Collaborate with AI Engineering to ensure enterprise data supports AI/ML model development, deployment, and consumption.
  • Work closely with client-facing teams to understand customer needs and deliver scalable, repeatable data solutions.
  • Act as a bridge between technical and business stakeholders to drive alignment and clarity on data initiatives.
  • Champion a data-driven culture across the organization.
  • Oversee planning, prioritization, and execution of data integration and platform initiatives.
  • Manage budgets, vendor relationships, and data-related technology investments.
  • Establish processes for monitoring, troubleshooting, and maintaining production data systems.
  • Drive continuous improvement in scalability, reliability, and efficiency of data operations.
  • Enable faster delivery of reporting capabilities through standardization and reusable data assets.

Supervisory Responsibilities:

The Senior Director - Client Data Solutions will assist with daily activities, provide guidance, conduct performance reviews, and support the professional growth of the Data Engineering, Integration Engineering, and Client Reporting leaders.

Qualifications

Position Requirements

Education:

  • Bachelor's degree in Computer Science, Information Systems, Data Science, or a related field strongly preferred

Experience:

  • 8+ years of experience in data engineering, data platforms, or integration roles
  • 5+ years of experience leading technical teams, including managing managers
  • Deep experience with modern data architecture, ETL/ELT, and integration frameworks
  • Proven track record of delivering client-facing data solutions or data products at scale
  • Demonstrated ability to align technical solutions with business outcomes
  • Strong understanding of our core tech stack: AWS, Microsoft Azure, Apache Airflow, Docker, Python (Pandas), RDBMS (Snowflake, PostgreSQL), and NoSQL (Redis, DynamoDB)
  • Extensive experience with data modeling, ETL/ELT processes, and database technologies (Snowflake, PostgreSQL, NoSQL)
  • Experience with API design, development, and integration patterns
  • Experience working with AI/ML teams to support data requirements for model development and deployment
  • Track record of successfully delivering complex data integration projects that meet business requirements
  • Experience in talent acquisition technology, HR systems, or related industries preferred

Exposure:

  • Knowledge of data governance, security, and compliance requirements
  • Proficiency in data quality management and monitoring tools
  • Understanding of the full life cycle of project/program execution following established project management methodology
  • Demonstrate expert knowledge of talent acquisition platforms, tools, products, and other complimentary technologies to support these platforms
  • Deep subject matter expertise in a variety of workstreams (change management, risk assessment, compliance, sponsorship modelling, user acceptance testing, end-to-end testing, end user training, communications, resistance management, launch planning, and configuration)
  • Commercially astute
  • Proficient in Word, Excel, PowerPoint, Outlook, Smartsheet, Lucidchart, and other related productivity software