Senior Training & Change Management Specialist

Dynamic Planning & Response (DP&R) is seeking a highly experienced Senior Training & Change Management Specialist to support the implementation of a statewide Offender Management System (OMS) modernization effort under the SYSCON contract with the Hawaii Department of Corrections and Rehabilitation (DCR).

This position serves as the lead advisor for organizational change management, stakeholder engagement, communications, training development, and user adoption activities associated with replacing legacy offender management processes and systems. The successful candidate will work directly with correctional leadership, institutional staff, probation personnel, administrative offices, and technical teams to ensure successful transition to the new system.

This is a hands-on leadership position requiring extensive onsite interaction with government personnel throughout implementation, testing, training, deployment, and post-go-live support., Change Management Leadership

• Develop and execute a comprehensive Organizational Change Management (OCM) strategy supporting statewide OMS implementation.
• Conduct stakeholder analyses and identify organizational impacts across correctional facilities and administrative offices.
• Develop change readiness assessments and adoption metrics.
• Identify resistance points and develop mitigation strategies.
• Support executive leadership engagement and sponsorship activities.
• Facilitate workshops, focus groups, and change impact sessions.

Training Program Development

• Lead development of enterprise-wide training programs supporting OMS deployment.
• Conduct training needs assessments for diverse user groups.
• Develop role-based curricula for:
• Correctional officers
• Case managers
• Probation and parole personnel
• Medical personnel
• Facility administrators
• System administrators
• Executive leadership
• Develop instructor-led and computer-based training materials.
• Create:
• User guides
• Job aids
• Quick reference cards
• Standard operating procedures
• Training videos
• Knowledge base articles

Communications and Stakeholder Engagement

• Develop strategic communications plans.
• Draft executive briefings, newsletters, implementation updates, and user communications.
• Coordinate stakeholder outreach activities.
• Support leadership messaging and adoption campaigns.
• Conduct town halls and informational sessions.

Training Delivery

• Deliver classroom and virtual training sessions.
• Train government trainers and super-users.
• Support user acceptance testing and operational readiness activities.
• Conduct post-deployment refresher training.

Performance Monitoring

• Measure user adoption and training effectiveness.
• Develop and maintain dashboards and metrics.
• Analyze training outcomes and recommend improvements.
• Support continuous process improvement initiatives., * Instructional systems design
• ADDIE methodology
• Adult learning theory
• LMS administration
• Curriculum development
• Training evaluation methodologies

Communications

• Executive briefing preparation
• Strategic communications planning
• Presentation development
• Technical writing
• Facilitation and public speaking

Technical Competencies

• Microsoft Office Suite
• Microsoft Teams
• SharePoint
• Learning Management Systems
• Survey and analytics tools
• Collaboration platforms

Physical & Work Environment Requirements

• Full-time onsite support.
• Frequent travel between correctional facilities and government offices throughout Oahu and neighboring islands as required.
• Ability to conduct classroom instruction for extended periods.
• Ability to support occasional evening or weekend training events during deployment activities.

Do you have experience in User training (technical support)?, Do you have a Bachelor’s degree?, Bachelor’s degree from an accredited institution in one of the following fields:

• Organizational Development
• Business Administration
• Public Administration
• Human Resources
• Communications
• Education
• Information Systems
• Psychology
• Organizational Leadership
• Related field

Experience

Minimum 10 years of professional experience in training, organizational development, change management, business transformation, or enterprise system implementation.

Minimum 5 years leading large-scale organizational change initiatives involving technology modernization efforts.

Experience supporting implementation of at least one enterprise-level information system such as:

• Case Management Systems
• Criminal Justice Systems
• ERP Systems
• Human Capital Systems
• Healthcare Systems
• Public Safety Systems
• Government Information Systems

Demonstrated Experience

Candidates must demonstrate experience in:

• Developing enterprise training programs
• Organizational Change Management methodologies
• Adult learning principles
• Stakeholder engagement
• Executive communications
• Facilitation and workshop leadership
• Business process transformation
• Training material development
• User adoption and readiness assessments

Preferred Qualifications:

One or more of the following preferred:

Certifications

• Prosci Change Management Certification
• Certified Change Management Professional (CCMP)
• Project Management Professional (PMP)
• Certified Professional in Training Management (CPTM)
• ATD Training Certificate Programs
• Lean Six Sigma Green Belt or higher

Relevant Experience

• Criminal justice systems
• Corrections operations
• Public safety agencies
• State government modernization programs
• Hawaii state government experience
• JIRA
• Confluence
• Offender Management System implementations
• Data migration and system deployment projects

Knowledge, Skills & Abilities

Organizational Change Management

• Change readiness assessments
• Change impact analyses
• Adoption planning
• Resistance management
• Benefits realization, DP&R seeks a professional who can successfully bridge the gap between technology and people. The ideal candidate combines executive-level communication skills with practical training expertise and understands that successful system implementation depends on user adoption, organizational readiness, and sustained behavioral change.

Candidates should be comfortable interacting with senior government leaders, correctional staff, technical teams, and end users while maintaining a collaborative, mission-focused approach that supports the modernization of Hawaii’s correctional operations.

4.54.5 out of 5 stars Honolulu, HI 96813 $115,000 - $145,000 a year - Full-time

At DP&R, we help government organizations successfully navigate complex transformation efforts through strategic planning, organizational change management, training, and mission-focused execution. Our team consists of experienced military leaders, public-sector professionals, and subject matter experts dedicated to delivering measurable outcomes for our clients and the communities they serve.