SANTA BARBARA, CA—June 12, 2025— Today, Chief, the most powerful network of senior executive women, revealed the winners of its second-annual The New Era of Leadership Awards, recognizing Anupama Vaid, Founder and President of ParentSquare, as one of 100 exceptional executive women who are redefining what it means to lead.
“I’m deeply honored to be recognized by Chief alongside so many remarkable women who are paving the way toward a more inclusive, equitable future,” said Vaid. “At ParentSquare, our mission is rooted in purpose—ensuring every family is meaningfully connected to their child’s school. I believe in leading with empathy, listening to those we serve, and innovating with heart.”
Vaid was selected by an esteemed panel of judges, including executives from Morgan Stanley, Squarespace, The Walt Disney Company, National Geographic, Axios, Tripadvisor, Etsy, and more. The judges evaluated each nomination based on the following qualities:
● Innovation: Demonstrating disruptive thinking to drive impact
● Empathy: Approaching leadership with a focus on inclusion
● Creativity: Reimagining traditional practices with original solutions
● Purpose: Influencing their industries, teams, or communities positively
● Resilience: Navigating adversity or uncertainty successfully
“The New Era of Leadership honors the trailblazing women who are redefining what it means to lead—driving transformation, breaking barriers, and shaping the future of business,” said Alison Moore, CEO of Chief. “We are thrilled to recognize another 100 exceptional executives and 25 standout honorees in the second year of these awards—a reflection of the powerful impact women are making across industries every day.”
Today, ParentSquare serves more than 20 million students across all 50 states, offering a comprehensive suite of communication tools built for K-12. The platform enables districts to streamline mass notifications, facilitate two-way classroom communication, manage accessible school websites, and automatically translate messages into more than 190 languages. Recent innovations include Virtual Phone, which allows staff to make and automatically log calls to families directly from the platform while keeping personal numbers private, and ParentSquare Pay, a school payments solution that helps districts go cashless.
Under Vaid’s leadership, ParentSquare has accelerated its growth and impact across the country—helping districts ensure equitable access, foster deeper family engagement, and strengthen school-home partnerships.
To read more about the significant accomplishments that contributed to Anupama Vaid’s recognition, visit https://thenewera.chief.com.
About ParentSquare
ParentSquare is the trusted leader in school-home engagement, helping K-12 districts nationwide reach every family with an award-winning, all-in-one communication platform. Reaching over 20 million students across the country, ParentSquare replaces one-size-fits-all legacy systems with personalized messaging, websites, forms, payments, and more—built together in one easy-to-use platform. With powerful features for achieving 100% contactability, two-way translation into 190+ languages, and purpose-built AI enhancements, ParentSquare empowers districts to invite every family to be involved in their student’s education, no matter their home language or the device they use.
Recognized for growth and innovation by Inc. 5000, GSV 150, and more, ParentSquare was
founded in 2011 in Santa Barbara, California. Learn more at parentsquare.com.
About Chief
Chief is the most powerful network of senior executive women. Our members represent senior leaders from more than 10,000 organizations across every sector. In our vibrant community, they find the connection, insights, and support they need to maximize their impact. Learn more at chief.com.
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