Jenny Green
Montgomery
Summary
Strategic, mission-driven leader with 27 years of military and federal experience guiding large-scale organizational change, workforce transformation, and performance-management initiatives. Proven record of leading cross-functional teams through complex change while aligning people, process, and technology solutions to mission objectives. Adept at designing and executing change strategies, mentoring future leaders, and building high-trust cultures that sustain performance in dynamic, regulated environments.
Overview
7
7
years of professional experience
1
1
Certification
Work History
Chief Leadership Instructor (GS-1750-12)
Barnes Center for Enlisted Education
09.2024 - Current
- Leads a cross-functional team executing enterprise-wide change-management and readiness programs to strengthen organizational performance.
- Develops and integrates change strategies and reporting for multiple initiatives, ensuring consistent governance and quality across all efforts.
- Drives continuous improvement, refining tools and processes to enhance user experience, minimize risk, and strengthen adoption of new systems.
- Builds and sustains key stakeholder relationships, fostering a strong brand for the change-management function across the organization.
- Coaches and mentors leaders in managing change within a highly matrixed structure, building organizational change capability.
- Oversees performance-management systems, appraisals, and feedback alignment to institutional goals.
- Ensures compliance with Business Management System (BMS), Environmental Management System (EMS), and Safety Management System (SMS).
Paralegal Project Manager (GS-0950-12)
U.S. Air Force
07.2022 - 09.2024
- Served as subject-matter expert and business analyst for modernization of enterprise legal Case Management Systems.
- Developed and executed change-management and training strategies supporting system implementation across the Air Force Judge Advocate General’s Corps.
- Monitored compliance, managed risk, and drove adoption metrics to ensure program success.
- Partnered with senior leadership to integrate data insights into workforce-readiness and process-improvement efforts.
Instructional Systems Specialist Superintendent (GS-1750-12)
U.S. Air Force
06.2019 - 03.2022
- Supervised a team of 20 instructional designers supporting 4,000 legal professionals.
- Directed curriculum development using ADDIE methodology; led over 200 course-development rewrites to align with updated mission requirements.
- Analyzed performance data and learner feedback to refine course delivery and digital platforms.
- Recognized for designing CCAF-accredited programs that doubled academic credit and accelerated certification timelines.
MAJCOM Paralegal Manager (CMSgt)
U.S. Air Force
06.2018 - 05.2019
- Led enterprise-level change and talent-management initiatives improving legal operations across multiple commands.
- Directed strategic workforce planning and implemented professional-development programs supporting long-term succession objectives.
- Awarded the Meritorious Service Medal for exceptional leadership and program impact.
Education
M.S. - Management
American Military University
Charles Town, WVB.S. - Human Resource Management
American Military University
Charles Town, WVA.A.S. - Paralegal Studies, Occupational Instructor, Logistics Management
Community College of the Air Force
Skills
- Organizational Change & Transformation Leadership
- Change Management Strategy Governance Risk Oversight
- Performance-Management Systems & Process Improvement
- Talent Development Succession Planning Leadership Coaching
- Organizational Development & Readiness Programs
- Policy Design Employee Engagement Stakeholder Collaboration
- Data-Driven Decision-Making Program Evaluation Metrics
- Executive Communication Cross-Functional Team Leadership
Accomplishments
- Supervised team of 15 staff members.
Certification
- Professional Manager Certification – USAF
- Instructor Supervisor & Basic Instructor Courses
- Advanced Leadership and Coaching Workshops
- Proficient in Workday, SuccessFactors, ADP, and Learning Management Systems
ACHIEVEMENTS & RECOGNITION
4× Meritorious Service Medal | Army Commendation Medal | Multiple AF Leadership Awards, Selected Mentor, E8/E9 Leadership Summit – Barnes Center for Enlisted Education, Led American Bar Association Program Renewal praised as “one never seen before – excellent.”
MILITARY CAREER
- United States Air Force – Worldwide Assignments (1994-09 – 2022)
- Progressive leadership career spanning 27 years, culminating in the rank of Chief Master Sergeant (E-9)—the Air Force’s highest enlisted grade.
- Directed and mentored thousands of Airmen through complex organizational transitions, readiness operations, and large-scale modernization initiatives.
- Led cross-functional teams of paralegals, legal officers, instructors, and administrators in global environments with diverse cultural and mission requirements.
- Designed and executed change management programs that improved training delivery, compliance processes, and personnel development systems.
- Oversaw curriculum modernization and distance-learning expansion efforts that enhanced readiness and academic accreditation for thousands of personnel.
- Served as principal advisor to senior commanders on workforce alignment, resource planning, and risk management.
- Recognized with multiple Meritorious Service Medals and Commendation Medals for exceptional leadership, innovation, and mission impact.
Languages
English
Timeline
Chief Leadership Instructor (GS-1750-12)
Barnes Center for Enlisted Education
09.2024 - Current
Paralegal Project Manager (GS-0950-12)
U.S. Air Force
07.2022 - 09.2024
Instructional Systems Specialist Superintendent (GS-1750-12)
U.S. Air Force
06.2019 - 03.2022
MAJCOM Paralegal Manager (CMSgt)
U.S. Air Force
06.2018 - 05.2019
B.S. - Human Resource Management
American Military University
A.A.S. - Paralegal Studies, Occupational Instructor, Logistics Management
Community College of the Air Force
M.S. - Management
American Military University