Courageous Leadership Alliance, Inc Workforce Development Facilitator Remote · Contractor

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At Courageous Leadership Alliance, we empower organizations to achieve mission excellence through innovative training solutions, strategic organizational design, and data-driven performance improvement. With deep expertise in federal, Department of Defense, and Air Force operational environments, we specialize in transforming real-world requirements into effective learning systems that enhance readiness, decision-making, and team performance. Our approach blends mission focus, instructional rigor, and enterprise insight. We work collaboratively with government partners and subject matter experts to design scenario-based training, performance measurement frameworks, and scalable solutions that reflect how teams operate in complex, high-stakes environments. What sets us apart is our dedication to: 1. Operational realism: Our solutions mirror actual workplace challenges and decision points, preparing learners for performance under pressure. 2. Integrated systems thinking: We treat training as an enterprise information system—structured, measurable, and sustainable. 3. Continuous improvement: Through analytics, evaluation, and iterative design, we ensure solutions evolve with mission needs. 4. Federal and DoD expertise: With years of experience supporting readiness evaluations and organizational transformation, we deliver training that matters. At Courageous Leadership Alliance, we don’t just build training—we build capability. Our work ensures people aren’t just trained, but ready.

About Courageous Leadership Alliance

Courageous Leadership Alliance, Inc. (CLA) is a Service-Disabled Veteran-Owned Small Business (SDVOSB) headquartered in Rockville, Maryland. CLA delivers leadership development, professional military education, coaching, strategic planning, staffing solutions, facilitation, and workforce training to federal, military, and commercial clients. We hold a GSA Multiple Award Schedule contract.

Position Summary

The Workforce Development Facilitator designs, customizes, and delivers engaging leadership and professional development programs for CLA's federal, military, and commercial clients. You will facilitate in-person and virtual workshops, cohort programs, and retreats for participants from frontline employees to senior executives. You will also administer and debrief assessments, coach participants, and measure program impact. This role is ideal for an experienced facilitator who can read the room, adapt in the moment, and connect learning to real mission outcomes.

What You'll Do

•     Facilitate interactive in-person and virtual (Microsoft Teams, Zoom, Webex) sessions on leadership, supervisory skills, communication, team building, conflict management, emotional intelligence, change management, and professional skills

•     Partner with client stakeholders to assess needs and tailor curriculum, case studies, and exercises to the organization's mission and culture

•     Develop and update facilitator guides, participant materials, job aids, and handouts using adult learning principles and the ADDIE model

•     Administer and debrief assessments such as DiSC, MBTI, EQ-i 2.0, CliftonStrengths, and 360-degree feedback

•     Provide individual and small-group coaching to reinforce learning and support action planning

•     Evaluate program effectiveness using the Kirkpatrick model (Levels 1–3) and prepare after-action reports and recommendations for clients

•     Support proposal and capture efforts by contributing facilitator qualifications, sample materials, and program designs

•     Maintain professional standards, track attendance and deliverables, and represent CLA with professionalism at client sites

Required Qualifications

•     Bachelor's degree in organizational development, human resources, education, psychology, leadership, public administration, or a related field; equivalent military training and experience may be considered

•     At least five (5) years of experience facilitating leadership or workforce development programs for adult learners

•     Demonstrated skill delivering both in-person and virtual instructor-led training

•     Working knowledge of adult learning theory and instructional design (ADDIE)

•     Excellent presentation, listening, and written communication skills, with the ability to engage audiences from entry level to senior executives

•     Proficiency in Microsoft Office (PowerPoint, Word, Excel, Outlook) and virtual collaboration tools

•     Ability to travel to client sites as required

Preferred Qualifications

•     Master's degree in organizational development, industrial-organizational psychology, adult education, leadership, or public administration

•     Talent development credentials such as ATD's CPTD or APTD, or ATD's Training and Facilitation Certificate

•     Certification in one or more assessments: DiSC, MBTI, EQ-i 2.0/EQ 360, TKI, or CliftonStrengths

•     Coaching credential from the International Coaching Federation (ACC, PCC, or MCC)

•     Change management certification (e.g., Prosci)

•     Familiarity with OPM leadership competencies and Executive Core Qualifications (ECQs)

•     Experience facilitating for senior leaders and executives

Additional Details

Work environment: REMOTE with facilitation delivered at client sites and virtually. The role routinely uses standard office equipment such as computers, phones, and presentation technology.

Engagement: Facilitators are contracted per engagement as client needs arise. Assignments vary in length and frequency, and there is no guaranteed number of hours.

Compensation: Competitive rate paid per engagement, commensurate with experience. As independent contractors, facilitators are not eligible for employee benefits.

Posting: This is a continuous opening. Qualified candidates will be added to CLA's facilitator bench and contacted as matching assignments become available.

Why Join CLA?

This is your chance to put your facilitation expertise to work developing leaders who serve our nation and communities. As a member of CLA's facilitator bench, you'll join a veteran-led network that values service, integrity, and courageous leadership, with flexible assignments that fit your schedule.

Ready to help leaders grow? Apply today.

Courageous Leadership Alliance, Inc. is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, or protected veteran status.