Heather Y. Anichini
@MsAnichini
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Educator, mom, principal champion. Learning and leading with a focus on people and change. Tweets my own.
Chicago, IL
Joined October 2017
CPS schools face the most complex budget season since 2017. 60% of principals haven't dealt with flat or deficit budget scenarios. They need clarity on trade-offs, time to plan, and communication support. @TheFundChicago is providing tools to help them before the June 5 deadline.
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Today, CPS recognized continued growth and success in its nationally-recognized Advanced Placement (AP) program, highlighting rising enrollment, stronger outcomes for Black and Latinx students, and tens of millions of dollars in tuition savings for CPS families. @GWCPWarriors
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A huge round of applause to our Assistant Principals who completed the Crucial Conversations for Mastering Dialogue series! After four powerful half-day sessions, this cohort is now equipped with the skills to courageously engage in high-stakes dialogue and drive breakthrough
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A huge thank you to the @chicagobulls for their generosity and for helping us honor the principals who make a difference in our city’s schools every single day. #PrincipalPrideChi
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What a night! We had the opportunity to celebrate Chicago’s incredible principals at the Chicago Bulls game as part of Principal Appreciation Month. Our school leaders show up every day for their students and communities—leading with dedication, care, and vision.
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No one soars higher than our very own Principal Moy Davis. Join us in wishing her a Happy Principals Appreciation Month!✨✨#PrincipalPrideChi
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Grateful to celebrate with so many dedicated educators, colleagues, and partners—especially Jessica Biggs, Therese Boyle, Carlos Rivas, and Ellen Rosenfeld from the Chicago Board of Education. #GoldenAppleAwards #Leadership #ThankATeacher #PublicEducation #PrincipalPrideChi
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They both focused on keeping student outcomes at the center, maintaining high expectations, and using data to drive results. As we begin reviewing 2024–25 data, those reminders couldn’t be more timely.
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✨ What an inspiring evening celebrating 40 years of the Golden Apple Foundation’s impact! This year’s Impact Award honored Ambassador @RahmEmanuel, with powerful reflections from him and @janicejackson.
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Principal LaKenya Sharpe of The Collins Academy High School is transforming school culture and student engagement with her equity-driven leadership. When she arrived, attendance and motivation were low.
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Congratulations to Principal Brian Kelly of Dr. Martin Luther King Jr. College Prep, this year’s High School Growth Leader Award recipient!
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Congratulations to Principal Barton Dassinger of César E. Chávez Multicultural Academic Center, this year’s Elementary Growth Leader Award recipient!
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We celebrated all 8 Growth Leader Award finalists & honored 2 who exemplify vision & equity in action: 🏆 Barton Dassinger, Chavez Elementary 🏆 Brian Kelly, King College Prep Congratulations—and thank you for transforming lives across Chicago every day. 💜 #PrincipalPrideChi
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I’m deeply grateful to our incredible Fund team for creating such a meaningful evening, to our partners and funders for their unwavering support, and to our principals for courageously sharing stories of data, growth, resilience, and innovation. 🌟
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📸 The room was filled with so many partners, leaders, and friends—we couldn’t possibly tag you all! We’re sharing a few photos below 👇 If you were there, drop a note (and a photo or two!) in the comments. We’d love to see your perspective from this special night. 💜
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✨ What an evening! ✨ Last night, we gathered for The Fund’s 10th Annual Principal Storytelling event—during our 25th anniversary year! 🎉 This tradition is one of my favorites as it reminds us that great principals transform schools, and great schools transform lives. 💪 #P
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The results speak volumes: 🎓 Freshman Success soared 3.4% → 92.4% 📘 AP pass rate grew 46% → 55% 🌍 ESL-certified teachers expanded 9 → 24 in 2 years 👏 Principal Sutton proves what’s possible when equity drives every decision. Join us in celebrating her impact! 👏
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She also put relationships at the center of school culture: 🤝 Staff affinity groups to build trust & equity 📊 Student success plans + empathy interviews 🎓 Reimagined grade-level meetings to ensure belonging & support
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When data showed that historically marginalized students were underrepresented in advanced coursework, Principal Sutton built a plan. Today, Von Steuben celebrates record numbers of students earning Early College Credentials through Dual Credit & AP courses.
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💜 Thrilled to share our last Growth Leader Award Finalist: Principal Jennifer Sutton of Von Steuben High School! 💜 A proud CPS alum, she has spent nearly 8 years championing inclusive decision-making and breaking down barriers for staff, students, and families.
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When data showed that historically marginalized students were underrepresented in advanced coursework, Principal Sutton built a plan. Today, Von Steuben celebrates record numbers of students earning Early College Credentials through Dual Credit & AP courses.
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