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Senior Training & Change Management Specialist

Dynamic Planning and Response -
Honolulu, HI

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Job Details

Full-time
$115,000 - $145,000 a year

Qualifications

HR change management strategy
Program design
IT transformation
Team leadership
Enterprise software
Operations transformation
Software implementation
Enterprise solutions implementation
User training (technical support)
Bachelor's degree
Instructor-led training (training delivery method)
Change management support (employee development activity)
Project leadership
Adult learning
Adult education

Full Job Description

Position Summary

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.

Key Responsibilities:

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.

Required Qualifications:

Education

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

Training & Development

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.

Desired Candidate Profile

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.

Why DP&R?

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.

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