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Head Learning Development Jobs in Chicago, IL (NOW HIRING)

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Early Head Start /PI Lead Teacher

Waukegan, IL · On-site

$14.25 - $19/hr

The Early Head Start/PI Lead Teacher works closely with the Education Coordinator to create ... Learning: Use child assessments, screening results and observation data to design developmentally ...

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Head Learning Development information

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

A Head of Learning and Development often faces challenges such as securing leadership buy-in, aligning training programs with business objectives, and ensuring consistent participation across departments. Additionally, they must adapt content to diverse learning styles and manage limited budgets or resources. Successful implementation also requires measuring the impact of initiatives and continuously refining strategies based on feedback and organizational needs.

What does a head of learning and development do?

A Head of Learning and Development is responsible for designing, implementing, and overseeing training and professional development programs within an organization. They assess the training needs of employees, develop learning strategies, and ensure that staff have the necessary skills to meet business goals. This role often involves managing a team, collaborating with other departments, and measuring the effectiveness of learning initiatives. The Head of Learning and Development plays a crucial part in fostering a culture of continuous learning and growth.

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

To thrive as a Head of Learning and Development, you need expertise in instructional design, talent development, and organizational learning, typically supported by a relevant degree and substantial experience in L&D or HR leadership. Familiarity with Learning Management Systems (LMS), e-learning platforms, and certifications like CPLP or SHRM-CP is often required. Outstanding leadership, strategic thinking, and strong communication skills set exceptional candidates apart. These competencies are vital for driving effective learning initiatives that align with organizational goals and foster workforce growth.
What are the most commonly searched types of Learning Development jobs in Chicago, IL? The most popular types of Learning Development jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Head Learning Development jobs? Cities near Chicago, IL with the most Head Learning Development job openings:
Head Learning Development jobs near you
Infographic showing various Head Learning Development job openings in Chicago, IL 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.

Teacher Assistant Head Start 3-5

Mary Crane Center

Chicago, IL • On-site

$42K - $52K/yr

Full-time

Medical, Dental, Vision, PTO

Re-posted 12 days ago

Job description

Description

Make a difference in a child's future, every single day. Are you passionate about helping young children grow, learn, and thrive? Do you believe in the power of play, learning through experience, and strong family partnerships? If so, we'd love to welcome you to our team as a Teacher Assistant in our Early Childhood and Head Start programs. New hires are eligible for a $1,000 sign-on bonus (terms apply).


You'll work side-by-side with a Lead Teacher to create joyful, developmentally rich classrooms where children feel safe, seen, and supported. This is more than a job, it's a chance to shape lives, spark learning, and support families in your community.


What You'll Do

Support Learning & Play

  • Help implement engaging, age-appropriate activities using Creative Curriculum and Head Start standards
  • Supervise and interact with children during classroom time, meals, and play
  • Model respectful, positive behavior and guide children with gentle, consistent discipline
  • Promote family-style dining and healthy habits


Observe & Celebrate Growth

  • Assist with regular developmental assessments using tools like Creative Curriculum Checklists and Ages & Stages Questionnaires
  • Capture learning moments through observation notes, photos, and child portfolios


Collaborate with Families

  • Help coordinate and attend parent-teacher conferences and home visits
  • Communicate daily with parents about classroom routines, activities, and their child's progress
  • Support families in engaging with the program and advocating for their child


Keep Our Classrooms Thriving

  • Assist with planning and preparing lesson materials
  • Help maintain a clean, safe, and organized learning space
  • Sanitize toys, surfaces, and equipment daily


Be a Team Player

  • Work closely with the Lead Teacher, Site Director, and other staff members
  • Mentor volunteers, teacher aides, and foster grandparents
  • Attend trainings, team meetings, and agency events as required


Requirements

Education & Experience:

  • Associate's Degree in Early Childhood Education or Child Development, OR 60 credit hours of which 15 hours are in early childhood
  • Gateways ECE Credential Level 4


Skills & Qualifications:

  • Strong communication skills (written and verbal); bilingual in Spanish preferred
  • Passion for early childhood development and family engagement
  • Collaborative, flexible, and open to feedback
  • Organized, detail-oriented, and committed to high-quality work
  • Ability to lift up to 30 lbs and work on the floor with children
  • Willingness to travel locally for home visits and meetings as needed


Why Join Us

  • Mission-driven work with real impact on children and families
  • Professional growth opportunities including CDA support, in-services, and workshops
  • Collaborative culture where your voice matters
  • Supportive leadership and experienced mentors


Compensation & Benefits
Mary Crane Center offers a comprehensive benefits package that includes access to medical, dental, and vision insurance (HMO, PPO, and DPPO options available), paid time off, and other employee wellness programs. Eligibility varies by position and hours worked. Additional benefit details will be provided during the hiring process.


Ready to inspire, nurture, and grow with us? Apply today and become part of a team that believes every child deserves a strong start.

We are an Equal Opportunity Employer and do not discriminate based on race, religion, color, sex, sexual orientation, gender identity, age, national origin, veteran status, or disability.


Reasonable accommodations will be provided as required by law. To request accommodations, please contact 773-242-2881 x2866.

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