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2026 Leadership Development Series

Organization-wide learning for leaders across roles and levels

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Leadership in complex care settings is demanding. The pace rarely allows time to pause or reset. This series offers a steady rhythm of monthly, organization‑wide learning without adding operational burden. It supports your leadership team to stay grounded under pressure and build trust in their day‑to‑day work.


Each session is facilitated by James Freeman (MA, Organizational Leadership) and draws on more than 30 years of experience in leadership and supporting teams in complex care settings.

What Your Team Will Experience Each Month

Leaders step into a steady, supportive space to pause, reflect, and learn together. Each session offers practical approaches for navigating the real pressures of leadership in complex care settings — without adding to anyone’s workload.


  • Live virtual sessions designed for leaders in complex care settings
  • Interactive learning grounded in relational, healing‑centered practice
  • Approaches leaders can bring into their everyday interactions
  • Space to reset, reflect, and reconnect with purpose
  • Learning alongside peer agencies across roles and levels

Program Format

Monthly live virtual sessions  

Wednesdays, 10:00–11:00 AM Pacific


Leaders from across your organization join a shared cohort of peer agencies for focused, interactive learning. Sessions are designed to strengthen leadership stability, reinforce shared expectations, and support consistent supervisory practice across teams.


Your organizational enrollment includes:


  • Up to 30 participants for the full year
  • Access to all live sessions and recordings
  • Consistent, organization‑wide development across roles and levels

Pricing

 $2,400 per organization


Early Enrollment Savings

  • Before December 1: $2,200
  • Before November 1: $2,000


Enrollment remains open year‑round as space allows.

Organizational Impact

Training Grounds’ annual Leadership Development Series supports retention and leadership capacity by providing consistent, organization‑wide development. Leaders strengthen supervisory stability, reduce reactive patterns, and build shared expectations across teams. 

Questions or ready to enroll?

Frequently Asked Questions

Who should attend and will it be relevant?

Supervisors, managers, directors, and emerging leaders. Include leaders across levels to strengthen retention, reduce reactive supervision, and build consistent leadership practice. Sessions blend teaching, reflection, and practical application for leaders closest to the daily work.

How much time will this require?

One hour per month for the live session. Recordings are available for catch‑up.

Who facilitates the series?

Each session is facilitated by James Freeman (MA, Organizational Leadership) and draws on more than 30 years of experience in community‑based leadership and trauma‑informed practice. 

How does the multi‑agency cohort work?

Organizations participate alongside peer agencies in a shared cohort to strengthen learning and reduce isolation.

Can we join mid‑year?

Yes. Enroll anytime (space permitting). Recordings of prior sessions are provided. Annual rate applies. Enrolled organizations get priority registration and early‑bird pricing next year.

Is pricing prorated or monthly?

No. Enrollment is annual. Pricing is not prorated or billed monthly.

Can we use recordings for onboarding?

Yes. Recordings are available to participating organizations during the enrollment year and are commonly used for onboarding and reinforcement.

How quickly will we see impact?

Organizations typically notice earlier shifts in shared language and steadier supervisory responses. Impact grows as practices are applied consistently.

Questions or ready to enroll?

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