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Contract Leadership Development Facilitator Jobs

CJR

Part-Time Boys Development Facilitator

Winchester, CT · On-site

$19 - $20/hr

As a Boys Development Facilitator, you'll be a positive role model, leading engaging activities, supporting emotional growth, and helping youth develop life skills like cooking, time management, and ...

CJR

Part-Time Boys Development Facilitator

Winsted, CT · On-site

$19 - $20/hr

As a Boys Development Facilitator, you'll be a positive role model, leading engaging activities, supporting emotional growth, and helping youth develop life skills like cooking, time management, and ...

Walmart

Fleet Development Facilitator

Laurens, SC · On-site

Provides feedback to participants in the Driver Trainee program, Fleet Development leadership, and ... Conducts facilitation audits on all Fleet Development roles. Conducts One Best Way consistency ...

Harbor

Learning and Development Facilitator

$50K/yr

Harbor is seeking a Learning and Development Facilitator to join our growing team. This position is ... leaders, support staff and lawyers, and Harbor program leadership. This is a remote position that ...

Harbor

Learning and Development Facilitator

$50K/yr

Harbor is seeking a Learning and Development Facilitator to join our growing team. This position is ... leaders, support staff and lawyers, and Harbor program leadership. This is a remote position that ...

S&C

Leadership Development Lead

Chicago, IL · On-site

$116K - $154K/yr

Leadership Program Facilitation: Enable the successful delivery of leadership development programs by establishing facilitation standards, preparing facilitators, and ensuring consistent participant ...

Palmetto Goodwill

Leadership Development Coach

SC · On-site

The coach works through retail, contracts, mission services, and administrative functions to ... Independently facilitate leadership training sessions across various platforms, including in-person ...

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Contract Leadership Development Facilitator information

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$29K

$65.2K

$155.5K

How much do contract leadership development facilitator jobs pay per year?

As of Aug 23, 2026, the average yearly pay for contract leadership development facilitator in the United States is $65,187.00, according to ZipRecruiter salary data. Most workers in this role earn between $43,000.00 and $73,500.00 per year, depending on experience, location, and employer.

What is a contract leadership development facilitator?

Contract Leadership Development Facilitators are professionals who work on a freelance or contractual basis to design and deliver training programs focused on developing leadership skills within organizations. They typically lead workshops, seminars, and coaching sessions aimed at improving leadership capabilities among employees, managers, or executives. Unlike full-time staff, they are hired for specific projects or timeframes and may work with multiple organizations. Their expertise is valuable for companies looking to foster effective leadership without the long-term commitment of a permanent hire.

What are some common challenges faced by contract leadership development facilitators in adapting to different organizational cultures?

Contract leadership development facilitators often work with a variety of organizations, each with its own unique culture and leadership expectations. One common challenge is quickly understanding and aligning with the organization's values, language, and preferred facilitation styles to ensure training is relevant and engaging. Facilitators must also be flexible in adjusting program content and delivery methods to suit participants' backgrounds and learning needs. Building trust and credibility with new groups in a limited timeframe requires strong interpersonal skills and adaptability.

What are the key skills and qualifications needed to thrive as a contract leadership development facilitator, and why are they important?

To thrive as a Contract Leadership Development Facilitator, you need a solid background in leadership theory, adult learning principles, and facilitation techniques, often supported by a bachelor’s or master’s degree in education, organizational development, or a related field. Familiarity with virtual training platforms, learning management systems (LMS), and certifications such as CPLP or coaching credentials are highly valuable. Outstanding communication, adaptability, and interpersonal skills set top facilitators apart, enabling them to engage diverse audiences and manage group dynamics. These skills and qualifications are crucial to delivering impactful learning experiences that drive leadership growth and organizational effectiveness.

What is the difference between Contract Leadership Development Facilitator vs Contract Training Specialist?

AspectContract Leadership Development FacilitatorContract Training Specialist
CredentialsTypically requires leadership, facilitation, and training certificationsOften requires training, instructional design, and subject matter expertise certifications
Work EnvironmentFacilitates leadership programs in corporate or organizational settingsDesigns and delivers training sessions across various industries
Employer & Industry UsageUsed by organizations focusing on leadership growth and developmentEmployed by companies or agencies providing specialized training services

The Contract Leadership Development Facilitator primarily focuses on guiding leadership programs and developing leaders within organizations, while the Contract Training Specialist concentrates on designing and delivering training content across different topics. Both roles require facilitation and training skills but differ in focus and industry application.

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Contract Leadership Development Facilitator jobs near you
Infographic showing various Contract Leadership Development Facilitator job openings in the United States as of August 2026, with employment types broken down into 25% Full Time, and 75% Part Time. Highlights an 100% In-person job distribution, with an average salary of $65,187 per year, or $31.3 per hour.

Part-Time Boys Development Facilitator

CJR

Winchester, CT • On-site

$19 - $20/hr

Part-time

Retirement, PTO

Posted 5 days ago

Job description

Boys Development Facilitator - Job# 301, 574
Winchester/ Winsted, CT 06098
Part-time - $19.50 per hour
20 hours per week
About This Job:
As a Boys Development Facilitator, you'll be a positive role model, leading engaging activities, supporting emotional growth, and helping youth develop life skills like cooking, time management, and teamwork. You'll supervise and care for up to four teens in a warm, trauma-informed environment, ensuring their safety and well-being while having fun with outings like hiking, go-karts, and movies. With a relaxed staff-to-youth ratio, you'll build respectful relationships, foster independence, and empower teens to thrive.
  • Engage youth in recreational and prosocial activities such as fishing, hiking, YMCA visits, go-karts, movies, laser tag, basketball, and more.
  • Assist with preparing youth for school, morning routines, meals, evening routines, and maintaining a clean, organized home environment.
  • Provide care for up to four youth, many referred by DCF, within a low staff-to-youth ratio (1:2 up to 1:4) in a trauma-informed, therapeutic group home environment.
  • Provide transportation for youth and families, including to school, jobs, activities, and appointments using a company provided vehicle.
  • Ensure the physical safety of youth, conduct routine headcounts and bed checks, and provide crisis intervention as needed.
  • Maintain professional boundaries and develop respectful, supportive relationships with youth.
  • Plan, lead, and facilitate organized daily activities and therapeutic groups, including Restorative Justice Practices and DBT-Lite.
  • Interpret program goals and treatment plans to youth and their families.
  • Monitor and support youth with physical or emotional needs to ensure safety.
  • Reinforce and role-model individualized youth needs and treatment plans.
  • Foster independence, resilience, empathy, and teamwork among youth.
  • Support youth in developing life skills such as time management, food preparation, personal accountability, and good study habits; mentor them in these areas.
  • Participate in ongoing training, team meetings, and supervision.
  • Provide support, guidance, and a home-like setting to promote youth development and make a positive impact in their lives.
  • Complete all required documentation and reports accurately and promptly.

Qualifications:
  • Minimum of 6 months of experience working with court-involved, at-risk, or similar youth populations - Required
    • If this experience is not clearly listed on your resume, the hiring team may not be able to consider your application.
  • Valid driver's license to utilize a company-provided vehicle during work hours - Required
  • High school diploma or equivalent - Required
  • Associate's degree or 60 college credits - Preferred
  • Excellent interpersonal skills

Shift and Rate of Pay:
Part-Time - $19.50 per hour
Option 1 (Job #301):
  • Thursday 4:00pm-9:00pm
  • Friday 4:00pm-9:00pm
  • Sunday 11:00am-9:00pm
Option 2 (Job #574):
  • Friday 11:00am-9:00pm
  • Saturday 11:00am-9:00pm

Benefits:
At CJR, we pride ourselves on creating a compassionate, culturally responsive work environment and offering a comprehensive benefits package that encourages and supports a healthy work/life balance. Joining our team, full-time employees will enjoy the following benefits:
  • Generous Paid Vacation Package (unused time eligible for carry over)
  • Generous Paid Sick Time (unused time eligible for carry over)
  • Paid Holiday Time (separate from vacation time)
  • Floating Holidays (separate from paid vacation time and paid holiday time)
  • Annual monetary incentives
  • Tuition Assistance
  • 401(k) Retirement Savings Plan with Company Match
  • Career Growth Opportunities
  • Company Celebrations & Employee Recognition Program
  • Employee discounts (cell phone, computer)
  • Employee Assistance Program (EAP)
  • Qualified Public Service Loan Forgiveness (PSLF) Employer Federal Student Aid
  • 10%-20% tuition discount at many local educational institutions, including those listed by the CT Nonprofit Alliance

About CJR:
A career at CJR is focused on working to ensure that every young person has an opportunity to thrive! CJR reaches across the state of Connecticut to deliver a broad continuum of care through our residential, education, wellness, and community-based programs. At CJR, you will experience a fulfilling career with an employer that encourages advancement, respects diversity, and rewards excellence!
CJR is an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, gender, sexual identity, national origin, protected veteran status, or any other classification protected by federal, state, or local law. We welcome everyone to apply, especially those individuals who are underrepresented in the industry. We embrace the competitive advantage of diversity.

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