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Aspiring Superintendents Academy

TASA’s redesigned Aspiring Superintendents Academy was offered for the first time during the 2020 TASA Midwinter Conference. This annual academy, traditionally offered during the four consecutive days of the conference, is designed for those who aspire to become superintendents, with focuses on both how to get the job and how to be successful in the job. The next academy will be offered in conjunction with the 2021 Midwinter Conference. Details to come later this year.

For the first time in summer 2020, TASA offered the Aspiring Superintendents Summer Series, offered virtually.

About the Academy


During the Aspiring Superintendents Academy sessions held each day of the Midwinter Conference (Sunday through Wednesday), you will cover:

  • the calling of this work
  • the path to the superintendency
  • development of a resume and entry plan
  • interview preparation
  • navigating search firms
  • navigating superintendent contracts
  • governance and board relations
  • thriving in the first year

Breakout Sessions

As the academy is held in conjunction with the TASA Midwinter Conference, you have the opportunity to customize your own learning by attending conference breakout sessions of particular interest to aspiring superintendents, such as those on:

  • finance
  • bonds and capital projects
  • leading through crisis
  • curriculum
  • future-ready leadership
  • community-based accountability
  • strategic planning
  • professional ethics


With presentations, discussions, and Q&A sessions with both new and seasoned superintendents, a panel discussion and small group Q&A with multiple search firms (TASB ESS, Thompson & Horton, Waterford, George McShan Consulting, and Arrow Educational Services), along with hands-on activities around the content necessary for you to get and succeed in the job, an online repository of sample resumes, entry plans and resume questions, the academy is poised to provide aspiring superintendents with a one-of-a-kind experience that includes 10 hours of professional learning in preparation for the superintendency.

Networking Opportunities

The kickoff session of the academy includes attendance of the TASA Midwinter Conference Welcome Reception on Sunday evening of the conference and at the TASA Future-Ready Leadership Luncheon on Tuesday of the conference. At both events, you will have the opportunity to network with members of TASA’s Future-Ready Superintendents Leadership Network, School Transformation Network, and First-Time Superintendents Academy participants, among others.

Sample Aspiring Superintendents Academy Schedule

Day 1 - Sunday

2-7 p.m., includes attending the TASA Midwinter Conference Welcoming Reception, 6-7 p.m.

Day 2 - Monday

8 – 11:45 a.m.

Day 3 - Tuesday

11:30 a.m. – 1 p.m., includes the TASA Future-Ready Leadership Luncheon plus a brief session debrief

Day 4 - Wednesday

7:30 a.m. – 9:30 a.m., includes breakfast beginning at 7 a.m.

Academy Leader

Jill Siler

Jill Siler

Jill Siler has been serving as the superintendent of Gunter ISD since 2012. She chairs TASA’s Future-Ready Superintendent Leadership Network (FRSLN) Design Team, which brings together innovative leaders from across the state to learn, share, and grow together. She was also a member of the TASA 2025 Task Force, which helped launch the redesign of this academy.

Jill has a passion for helping others reach their goals and has been a frequent speaker at TASA’s Aspiring Superintendent Academy and First-Time Superintendents Academy, as well as the Texas Council of Women School Executives (TCWSE) Annual Conference and other leadership conferences.

She will publish her first book in 2020, focused on thriving through the most difficult moments of leadership. Her writing and other resources helpful to aspiring leaders can be found at

What They’re Saying About the Aspiring Superintendents Academy

The repository is full of many useful resources. I was able to use the repository as I prepared for my superintendent interview and creation of my 90-day entry plan.

Wendi Russell

Superintendent, Navarro ISD

What a gift to have these experts who will be brutally honest in order to help leaders get better! Thankful these leaders are taking the time to invest in others!

Lisa Lovato

Personalized Learning & Innovation Specialist, Mesquite ISD

The Aspiring Superintendents Academy was better than I could have hoped for. Thank you for providing us with a rich, impactful, and incredibly helpful academy!

Janine Fields

Executive Innovation Officer, Garland ISD

The Aspiring Superintendents Academy was a timely, relevant, and information-packed experience. Hearing from current superintendents and experts in the search firm field has helped to better prepare me to take the next step in my career.

Trent Hamilton

Principal, Trenton ISD

Attending the Aspiring Superintendents Academy allowed me to see and be around a life I *might* have one day. A chance to hear current and future superintendents reflect, bestow trade knowledge, and inspire hope for a better educational system.

Amy Sharp

Educational Partner for Humanities, Eanes ISD

CPE Hours

The Aspiring Superintendents Academy offers 10 hours of Continuing Professional Education credit.


Maria Cruz

Learning & Events


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