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Executive Leadership Summit
Join a focused, small-group experience for leaders responsible for shaping policy, practice, and outcomes in community supervision.
EVENT OVERVIEW
August 14–15, 2026 | Chicago, Illinois
Held immediately prior to APPA’s 51st Annual Training Institute, the Executive Leadership Summit (Summit) creates space for alignment, strategy, and leadership-level dialogue before the broader event begins.
WHO SHOULD ATTEND
This Summit is designed for executive-level leaders. Eligible participants include:
- Directors and Chiefs of Probation, Parole, and Pretrial Agencies
- Department of Corrections Commissioners and Executive Directors
- Parole Board and Criminal Justice Board members
- Judges, legislators, county commissioners, and senior leaders from prosecutorial and defense agencies
- Nonprofit and federal leaders supporting community supervision and reentry efforts
WHAT TO EXPECT
A focused, executive-level environment
This is not a traditional training. the Summit is structured to support candid discussion, peer exchange, and problem-solving among leaders navigating workforce challenges, policy demands, and increasing expectations for outcomes.
Relevant, practice-driven content
Sessions are centered on the realities agencies are facing—implementation of evidence-based practices, staffing and retention pressures, evolving supervision models, and system coordination.
Meaningful connection
Participants will engage directly with peers from across jurisdictions, creating opportunities to share approaches, compare strategies, and learn what is working in practice.
Proposed Presentation Topics
Leadership & Workforce Development
- Developing, supporting, and retaining a high-performing workforce
- Strengthening executive leadership skills in complex environments
- Staff recruitment, retention, and wellness
Practice, Policy & Innovation
- Proven best practices and innovative approaches currently delivering results
- National Standards adoption strategies
- The evolving role of artificial intelligence in community corrections
Operations, Safety & Risk
- Public safety, crisis response, and risk management
- Effective collaboration and partnerships
Client Outcomes & Community Impact
- Reentry and desistance support – helping clients in the long term
- Building trust, transparency, and impactful community outreach
Programs & Emerging Initiatives
- An Overview of the Certified Community Supervision Professional (CCSP)
Registration
Participation in the Summit is intentionally limited to senior leaders across community supervision and the broader justice system to support a focused, high-level exchange of ideas.
Eligible participants include:
- Directors and Chiefs of Probation, Parole, and Pretrial Agencies
- Department of Corrections Commissioners and Executive Directors
- Parole Board and Criminal Justice Board members
- Judges, legislators, county commissioners, and senior leaders from prosecutorial and defense agencies
- Nonprofit and federal leaders supporting community supervision and reentry efforts
A limited number of registration options are available, including a combined Summit and Training Institute in-person registration, allowing participants to attend both events at a discounted price.
SPECIAL NOTE: Agency heads who cannot attend may assign a designee (assistant chief, assistant director, second in command, etc.) to attend.
Sponsorships
Get set for exciting marketing opportunities in Chicago, IL during APPA’s 2026 Executive Leadership Summit for Community Supervision Leaders!
APPA offers a premier Executive Leadership Summit (Summit) that precedes its 51st Annual Training Institute. The Summit is tailored for community supervision leaders and provides top-tier training, meaningful networking, and a forward-looking view of the field's future. The Summit is a formal event specifically designed for senior leaders of community supervision agencies. Therefore, participation is mainly limited to agency directors, chiefs, commissioners, and other senior executives involved in probation, parole, and pretrial services. Invitations to join the Summit are also extended to a select group of judges, policymakers, service providers, and APPA corporate members to encourage unique cross-sector dialogue and shared learning.
HOTEL
Hyatt Regency Chicago
151 East Wacker Drive, Chicago, IL 60601
Hyatt Regency Chicago the largest hotel in downtown Chicago, Illinois, on the river, with more than 2,000 guest rooms and suites and the largest selection of event space. The guest rooms offer stunning downtown, Chicago River and Lake Michigan views with all the comforts of a modern urban getaway. Located at the center of the city’s top attractions, Hyatt Regency Chicago offers it hotel guests a walkable location and easy access to Navy Pier, Millennium Park, Chicago Riverwalk, the Magnificent Mile and Lake Michigan. Please contact the hotel directly for more information on discounted daily parking.
