ParentSquare Founder and President Anupama Vaid Named a Winner of Chief’s The New Era of Leadership Awards

The New Era of Leadership Awards recognize and celebrate executive women shaping the future of business

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:

“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 rooted in the belief that when families are involved, students thrive. Our all-in-one family engagement platform for K-12 schools brings together communications, attendance, forms, payments, and websites to simplify how schools and families connect and take action. ParentSquare Intelligence, the AI and data layer built into ParentSquare, turns engagement and attendance data into insights that guide proactive outreach, so districts can offer families the right support at the right time. We help schools reach the parents and guardians of more than 22 million students in 190+ languages through the channels families prefer, including app, text, email, and phone. Over 42,000 schools in all 50 states use ParentSquare to build trust with families and save staff time, and it consistently ranks among the top five free apps in the U.S. 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.