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Head Of Learning Development Jobs in Madison, WI

Ambroseacademy

Full-Time Head of School

Madison, WI · On-site

$110 - $190/hr

... and classical learning * Deepen and strengthen the Academy's identity as the only accredited ... Our Head of School must embody the Catholic faith, not simply manage a Catholic institution. * A ...

ESP Engineered

Head of People & Culture

Oregon, WI · On-site

We work with some of the biggest brands in India across design, video, and content, powered by a ... Create learning and development initiatives aligned with team needs. HR Operations, Systems ...

Socket.dev

Head of Sales East Coast (Oregon)

Oregon, WI · On-site

About the Role Commure is looking for a Head of Enterprise Sales to own and scale our enterprise revenue motion -the person who closes the deals that define the company's trajectory and builds the ...

New

Socket.dev

Head of Sales East Coast

Oregon, WI · On-site

$180 - $300/hr

About the Role Commure is looking for a Head of Enterprise Sales to own and scale our enterprise revenue motion -the person who closes the deals that define the company's trajectory and builds the ...

Ascendium

Learning Experience Designer

Madison, WI · Hybrid

Minimum of 3-5 years of experience in learning experience design, instructional design, curriculum development, educational content development, educational research, or a related field. * Experience ...

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All JobsHead Of Learning Development JobsHead Of Learning Development Jobs in Madison, WI

Head Of Learning Development information

See Madison, WI salary details

$16K

$95.3K

$181.6K

How much do head of learning development jobs pay per year?

As of Aug 20, 2026, the average yearly pay for head of learning development in Madison, WI is $95,312.00, according to ZipRecruiter salary data. Most workers in this role earn between $59,713.00 and $126,708.00 per year, depending on experience, location, and employer.

What does a head of learning development do?

A Head of Learning Development is responsible for designing, implementing, and overseeing training and professional development programs within an organization. They assess employee learning needs, develop strategies to enhance skills, and ensure that training initiatives align with organizational goals. This role often involves managing a team, collaborating with other departments, and measuring the effectiveness of learning programs to drive continuous improvement.

What are the key skills and qualifications needed to thrive as a head of learning development?

To thrive as a Head of Learning Development, you need expertise in instructional design, adult learning principles, and strategic leadership, often supported by a degree in education, HR, or organizational development. Familiarity with learning management systems (LMS), digital content creation tools, and certifications like CPLP or ATD are highly valued. Exceptional communication, stakeholder management, and change leadership skills help drive learning initiatives effectively across the organization. These skills ensure the design and delivery of impactful learning programs that support talent development and organizational goals.

What are the main challenges faced by a head of learning development when implementing new training initiatives across an organization?

One of the primary challenges for a Head of Learning Development is ensuring organization-wide buy-in for new training programs. This often involves aligning training initiatives with business goals, addressing resistance to change among employees, and tailoring content to diverse learning needs. Additionally, managing resources effectively and demonstrating the ROI of learning initiatives to senior leadership are common hurdles. Successful Heads of Learning Development regularly collaborate with department heads and HR to ensure smooth rollout and ongoing improvement of development programs.

What is the difference between Head Of Learning Development vs Learning & Development Manager?

AspectHead Of Learning DevelopmentLearning & Development Manager
ResponsibilitiesOversees overall learning strategy, sets vision, manages teams, and aligns learning initiatives with organizational goals.Implements training programs, manages day-to-day learning activities, and supports learning projects within departments.
Required CredentialsTypically requires advanced degrees in education, HR, or related fields; certifications like CPLP or ATD are common.Often requires similar certifications and experience in training or HR, but may have less emphasis on strategic planning.
Work EnvironmentStrategic, leadership-focused, often in senior HR or Learning & Development departments.Operational, team-oriented, working closely with trainers, HR, and employees.

The Head Of Learning Development focuses on strategic leadership and long-term learning goals, while the Learning & Development Manager handles the implementation and management of training programs. Both roles require relevant certifications and experience, but differ mainly in scope and level of responsibility.

What are popular job titles related to Head Of Learning Development jobs in Madison, WI?

For Head Of Learning Development jobs in Madison, WI, the most frequently searched job titles are:

What job categories do people searching Head Of Learning Development jobs in Madison, WI look for?

The top searched job categories for Head Of Learning Development jobs in Madison, WI are:

What cities near Madison, WI are hiring for Head Of Learning Development jobs?

Cities near Madison, WI with the most Head Of Learning Development job openings:

Head Of Learning Development jobs near you
Infographic showing various Head Of Learning Development job openings in Madison, WI as of August 2026, with employment types broken down into 1% As Needed, 81% Full Time, 15% Part Time, and 3% Contract. Highlights an 92% Physical, 2% Hybrid, and 6% Remote job distribution, with an average salary of $95,312 per year, or $45.8 per hour.

Full-Time Head of School

Ambroseacademy

Madison, WI • On-site

$110 - $190/hr

Other

Posted 29 days ago

Job description

The next Head of School will serve as the primary guardian and champion of the Academy’s classical Catholic identity, while leading the institution into a promising new chapter at its beautiful Holy Name Heights campus.

  • Lead a dynamic, mission-driven school community in forming students in virtue, faith, and classical learning
  • Deepen and strengthen the Academy’s identity as the only accredited classical Catholic junior high and high school in the Diocese of Madison
  • Steward the Academy’s exciting new chapter at Holy Name Heights — a beautiful, purpose-built campus with expanded capacity for academic, spiritual, and extracurricular programs
  • Build on strong academic outcomes by continuing to attract, develop, and retain outstanding faculty
  • Grow enrollment and financial sustainability through mission-aligned strategic planning,including expanding the school’s reach to new families across the Madison region
  • Cultivate deep relationships with the Diocese of Madison, supporting parishes, benefactors, and partner schools to strengthen the Academy’s community and resource base
  • Champion the Academy’s commitment to accessible Catholic education by growing its tuition assistance program and mission-partner giving
  • Serve as the public face and storyteller of St. Ambrose Academy — inspiring families, alumni, and donors with the transformative power of a classical Catholic education
Requirements

The candidate must be a practicing Catholic, willing to make an Oath of Fidelity to the Magisterium, whose life of faith serves as an example to our students and families. Desired qualifications and attributes include:

  • A Person of Profound Faith: Our Head of School must embody the Catholic faith, not simply manage a Catholic institution.
  • A Leader of Genuine Virtue: A virtuous leader whose character is beyond question —someone whose integrity, humility, and moral seriousness sets the tone for every student, faculty, and staff member; in every conversation, and decision.
  • Clarity & Conviction: Clear and effective communication skills, sound judgment, and genuine ambition. A leader who makes decisions that people trust, even when those decisions are difficult.
  • Inspirational Presence: Energy, warmth, and a contagious sense of purpose that students and families feel from the first encounter.
  • The Heart of Servant Leader: The Head of School is not above it — they are woven into it. Our next leader will be present, accessible, and genuinely invested in the flourishing of every person in the building.
  • A Builder of Faculty Culture: Our teachers are deeply mission-aligned and talented. They are looking for a leader who invests in them — who coaches, challenges, and recognizes our mission advancement.
To Apply

Interested and qualified candidates are invited to contact the Search Committee at hossearch@ambroseacademy.org . The Search Committee is committed to a thorough, fair, and confidential search process. Candidates are asked to submit the following materials:

  • A cover letter expressing your interest in this particular position and your commitment to the classical Catholic mission of St. Ambrose Academy
  • A statement of leadership philosophy reflecting on your Catholic fidelity, virtuous leadership, and sound judgment (1–2 pages)
  • A list of 3-5 professional references — including name, relationship, phone, and email — noting that references will not be contacted without prior notification to the candidate

For more information, download the Head of School career opportunity document.

St. Ambrose Academy does not discriminate on the basis of race, color, national and ethnic origin in its hiring.

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