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Chief Learning Officer Jobs in Madison, WI (NOW HIRING)

Wisconsin

Dean of the School of Nursing

Madison, WI

Serves as the SoN's Chief Academic Officer, responsible for maintaining academic integrity and ... learning environments * Deep understanding of the evolving challenges facing nursing education ...

Embarc Advisors

Content Marketing Specialist

Oregon, WI · On-site

$65 - $100/hr

... learning environment in a human-centered environment. Our firm delivers best-in-class advice across M&A, capital raising, outsourced corporate development, and strategic CFO services, supporting ...

YWCA

Human Resources Director

Madison, WI · On-site

$100K/yr

... Learning and Movement Building. We are collectively creating the kind of world we want to live in. The HR Director role partners closely with the CEO, HR Committee, and Directors Team to integrate ...

YWCA of Madison

Human Resources Director

Madison, WI · On-site

$100K/yr

... Learning and Movement Building. We are collectively creating the kind of world we want to live in. The HR Director role partners closely with the CEO, HR Committee, and Directors Team to integrate ...

New

YWCA of Madison

Human Resources Director

Madison, WI · On-site

$75K - $100K/yr

... Learning and Movement Building. We are collectively creating the kind of world we want to live in. The HR Director role partners closely with the CEO, HR Committee, and Directors Team to integrate ...

Jackson Hewitt COO

Entry Level Tax Preparer

Monona, WI · On-site

Plus, start earning extra income and learning a recession-proof life skill now. PTIN Certification: Yes Thank you for your interest in Jackson Hewitt Inc., Jackson Hewitt Technology Services, LLC ...

Jackson Hewitt COO

Experienced Tax Preparer

Monona, WI · On-site

Plus, start earning extra income and learning a recession-proof life skill now. PTIN Certification: Yes Thank you for your interest in Jackson Hewitt Inc., Jackson Hewitt Technology Services, LLC ...

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Chief Learning Officer information

See Madison, WI salary details

$97.8K

$127.2K

$157.7K

How much do chief learning officer jobs pay per year?

As of Sep 6, 2026, the average yearly pay for chief learning officer in Madison, WI is $127,175.00, according to ZipRecruiter salary data. Most workers in this role earn between $104,800.00 and $156,700.00 per year, depending on experience, location, and employer.

What is a chief learning officer?

A Chief Learning Officer (CLO) is an executive responsible for overseeing an organization’s learning and development strategy. The CLO ensures that employees have access to training and educational opportunities that align with the company’s goals and objectives. This role involves managing corporate universities, e-learning programs, leadership development, and talent management initiatives. CLOs also measure the impact of learning programs on business performance and help foster a culture of continuous learning throughout the organization.

What is a chief learning officer?

A Chief Learning Officer, or CLO, is responsible for guiding and directing corporate learning goals and developing directions and policies related to those goals. It is a leadership position, and you work closely with a Chief Technology Officer and Chief Information Officer. As a CLO, you develop training mandates, create a clear path of leadership succession, and integrate new learning development officers into the corporate hierarchy. You also oversee the development and adaptation of new technology across the corporation. A CLO’s other responsibilities include communicating with investors to educate them on the importance of corporate strategies, such as return on investment policies and other policies related to training and aligning employees with company guidelines for efficiency and productivity.

What are the key challenges a chief learning officer faces when aligning learning strategies with organizational goals?

One of the main challenges for a Chief Learning Officer (CLO) is ensuring that learning and development initiatives directly support the company's strategic objectives. This requires close collaboration with executive leadership and department heads to understand evolving business needs. CLOs must also balance the customization of training for diverse teams while managing budgets and demonstrating the return on investment. Additionally, keeping pace with technological advancements and integrating new learning platforms can present ongoing hurdles.

What are the key skills and qualifications needed to thrive as a chief learning officer, and why are they important?

To thrive as a Chief Learning Officer, you need expertise in organizational learning, talent development, and change management, typically supported by an advanced degree in education, HR, or business. Familiarity with learning management systems (LMS), e-learning platforms, and data analytics tools is critical for designing and measuring effective learning strategies. Strong leadership, strategic vision, and excellent communication skills help foster a culture of continuous learning and drive alignment across the organization. These competencies are vital for ensuring workforce development aligns with business goals and supports long-term organizational growth.

What is the difference between Chief Learning Officer vs Learning and Development Director?

AspectChief Learning OfficerLearning and Development Director
CredentialsTypically requires advanced degrees in education, HR, or business; certifications like CPLP or SHRM-SCPSimilar credentials, often with HR or training certifications
Work EnvironmentExecutive-level, strategic role involved in organizational learning initiativesOperational role focused on implementing training programs within departments
Employer & IndustryLarge corporations, educational institutions, or government agenciesCorporations, nonprofits, and educational organizations
Search & Comparison IntentHigh-level strategic learning leadershipTraining program management and development

The Chief Learning Officer oversees the organization's overall learning strategy, focusing on aligning learning initiatives with business goals. In contrast, the Learning and Development Director manages day-to-day training programs and staff. While both roles require similar credentials and work in related environments, the CLO has a broader, strategic focus, whereas the Director concentrates on operational execution.

More about Chief Learning Officer jobs

What are popular job titles related to Chief Learning Officer jobs in Madison, WI?

For Chief Learning Officer jobs in Madison, WI, the most frequently searched job titles are:

What job categories do people searching Chief Learning Officer jobs in Madison, WI look for?

The top searched job categories for Chief Learning Officer jobs in Madison, WI are:

Chief Learning Officer jobs near you
Infographic showing various Chief Learning Officer job openings in Madison, WI as of August 2026, with employment types broken down into 78% Full Time, and 22% Part Time. Highlights an 100% In-person job distribution, with an average salary of $127,175 per year, or $61.1 per hour.

Transportation and Scholar Support Coordinator

One City Schools, Inc.

Monona, WI • On-site

$55K - $70K/yr

Full-time

Posted 4 days ago

Job description

POSITION DESCRIPTION

Transportation and Scholar Support Coordinator

ORGANIZATION

Organization: One City Schools, Inc.

Location: Pleasant T. Rowland Leadership Campus, Madison, Wisconsin

Scope: Primary focus on daily transportation for scholars experiencing homelessness, including before- and after-school program transportation; secondary, scheduled support as an Instructional Float trained in UFLI phonics instruction

Reports to: Chief Academic Officer

Key Collaborators: CAO, Director of Special Education, Chief Operating Officer; campus leadership and classroom teachers

Classification: District staff | Non-instructional/instructional support | Non-Exempt | Full-time, 30 hours/week, school-year calendar

ORGANIZATIONAL CONTEXT

One City Schools is a K-8 charter school network in Madison, Wisconsin, dedicated to breaking cycles of achievement and opportunity gaps affecting children of color and under-resourced children. The organization operates three schools and serves as a model for 21st century equity-focused education reform. One City Schools leverages evidence-based educational frameworks including EL Education, CASEL-aligned social-emotional learning, TLAC strategies, and Habits of Character (Compassion, Risk, Integrity, Self-Respect, Persistence) to prepare all children from birth through higher education to tackle today's challenges, solve tomorrow's greatest problems, and lead successful, happy, and enriching lives as adults.

POSITION SUMMARY

The Transportation and Scholar Support Coordinator ensures that scholars experiencing homelessness have safe, reliable, and timely transportation to and from school every day, and that they have the same access as their peers to before-school programming, after-school programming, athletics, and clubs. For many scholars and families, this role is a critical, trusted point of contact and a determining factor in whether a scholar can attend school and participate fully in the life of the school community.

Transportation for scholars experiencing homelessness is this role's primary and ongoing responsibility. Instructional float support,  provided by a staff member trained to deliver structured literacy tutoring support using the UFLI curriculum, is a valued secondary duty, carried out in the scheduled hours between transportation runs, so that no scholar experiencing homelessness misses a transportation option and classroom coverage needs are also met.

CORE RESPONSIBILITIES

Transportation (Primary Responsibility)

  • Transport students experiencing homelessness to school in time for a 7:50 AM arrival, and from school at the 3:30 PM dismissal.
  • Provide transportation for students experiencing homelessness who participate in the school's before-school program (7:00–7:50 AM) and after-school program (3:30–5:30 PM), both offered at no cost to families; adjust the daily schedule as needed to accommodate students using these windows.
  • Ensure students experiencing homelessness are offered the same opportunities to participate in after-school athletics and clubs as their peers, including transportation support so that participation is not limited by lack of transit.
  • Develop strong, trusting relationships with all students being transported.
  • Report any safety concerns regarding students to the Director of Special Education or Interim CPO.
  • Report any safety concerns regarding the vans or other vehicles to the COO.
 

Instructional Float & School Support (Secondary Responsibility, Scheduled Block)

  • Complete required training in the University of Florida Literacy Institute (UFLI) phonics program and apply it consistently in small-group and one-on-one instruction.
  • Provide classroom coverage during scheduled meetings, emergency absences, or brief teacher breaks to ensure instructional continuity.
  • Push into classrooms to deliver small-group phonics/literacy instruction, one-on-one student assistance, or character development support as directed by school leadership.
  • Assist with supervision during arrival, dismissal, lunch, and recess to maintain a safe and orderly environment.

Vehicle & Route Management

  • Conduct pre- and post-trip vehicle safety checks and report maintenance needs promptly.
  • Maintain accurate, up-to-date pick-up and drop-off route information for all students transported.
  • Maintain confidentiality of student and family information in accordance with school policy.

ADDITIONAL DUTIES

  • Perform other duties as assigned.

KEY COMPETENCIES AND QUALIFICATIONS

Required Qualifications

  • Bachelor's degree required; coursework or degree in Education, Social Work, Psychology, or a related field preferred.
  • Minimum of two years of experience working with children or youth in educational, social service, or community-based settings.
  • Valid driver's license with a clean driving record; ability to be approved to operate a district vehicle or van.
  • Demonstrated understanding of restorative practices, classroom management, and de-escalation strategies.
  • Ability to maintain confidentiality and professionalism in a role with regular access to sensitive family information.
  • Ability to pivot quickly and reliably between transportation, instructional, relational, and supervisory responsibilities across a variable daily schedule.
  • Willingness to complete UFLI phonics training as a condition of the role.

Preferred Qualifications

  • Classroom teaching, substitute teaching, or instructional support experience, particularly in early literacy or phonics.
  • Experience facilitating restorative conversations or behavior support interventions.
  • Familiarity with culturally responsive and trauma-informed practices.
  • Prior experience supporting students experiencing homelessness or other high-mobility populations.

Essential Competencies

  • Reliability & Punctuality: Ability to consistently meet fixed pick-up and drop-off times, since a delay directly affects a scholar's ability to arrive at school on time.
  • Relational Trust & Family Communication: Ability to build warm, trusting relationships with scholars and families who may be navigating housing instability.
  • Confidentiality & Professionalism: Ability to handle sensitive family and student information in accordance with school policy and McKinney-Vento requirements.
  • Instructional Flexibility: Ability to shift between transportation duties and small-group literacy instruction using UFLI phonics strategies.
  • Safety & Compliance: Ability to operate a vehicle safely and report safety concerns regarding students or vehicles promptly.
  • Time Management & Prioritization: Ability to protect transportation coverage as the primary responsibility while completing Float duties within scheduled blocks.

WORKING CONDITIONS

  • Full-time, non-exempt role, 30 hours/week on a school-year calendar.
  • Daily hours will vary depending on which students are using before-school (starting as early as 7:00 AM) and/or after-school (running as late as 5:30 PM) programming, rather than following a fixed 7:30 AM–4:30 PM schedule.<