Chicago Principals & Administrators Association

New Voluntary Supplemental Benefits

Guaranteed Acceptance - No Medical Questions, Exams or Blood Tests.*

Crisis Response

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Take a Vacation

Union Plus Vacations, as easy as 1-2-3

YOUR MOU Questions … Answered

As your CPAA union family, the most concrete way we show appreciation isn’t with balloons … it’s with protections, respect, and voice.

Feeding a Community: How Kevin Carifi Helps Keep MCPS Running

Kevin’s position in school food and nutrition services was serendipitous for someone who planned to spend many years in the corporate world.

Peace and Joy for the Holidays

During this special season, all of us at AFSA wish you and your families peace, joy, and continued success in 2026.

Long Term Care, Dental, Accidental Death and Dismemberment

AFSA Members are automatically eligible to participate in optional Long Term Care, Dental, Accidental Death and Dismemberment Insurance Benefits. 

Not Available in Puerto Rico or US Virgin Islands.

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Maximize Your AFSA Benefits for 2025

Your monthly investment in AFSA provides a number of benefits including a host of insurance policies. However, AFSA must have your most current information on file, or you will not qualify for these benefits or you may be denied coverage.

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Featured Benefits

Professional Development (Illinois Administrators' Academy)

Every school leader must complete an Illinois Administrators’ Academy course once a year to keep his or her license c

AFSA Professional Liability Insurance

AFSA provides protection for working members in good standing in case of an unfavorable judgment in a lawsuit naming members as parties or defendants.

AFSA Legal Action Trust

AFSA provides up to $25,000 of coverage for defense costs associated with denial of constitutional rights, “failure to educate” and criminal charges arising from school activities, when regular members in good standing are named as parties or defendants, provided that there is complete exoneration of the criminal charges.

Vacation on Land or by Sea

AFSA Travel, developed in partnership with Council of School Supervisors and Administrators (CSA), Local 1 is excited to resume offering travel programs around the world.
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Recent News

Portrait of a Graduate, Portrait of a Crisis: What Education Must Fix Before the Future Arrives

I am not anti-college. I am not anti-technology. I am not anti-innovation. I am pro-student. Period. I want them to be truly future ready.

Angelina Santana: Guided by Mentors, Driven by Purpose

Born in San Francisco, California, Angelina Santana recalls a much gentler time for immigrant families. Today, as assistant principal at Eastlake High School in Chula Vista, California, AFSA Local 150, Angie is devoted to helping her students find the opportunities and resources they need for success, regardless of their families’ status.

At a Time of Educator Shortages, Trump’s Ed Team Sends Wrong Message

For the federal government to claim that educators like school leaders are not professionals is both wrong and disrespectful.

Trump Administration Dismantling U.S. Department of Education

The Trump administration has begun following through on its campaign promise to dismantle the U.S. Department of Education.
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