Environmentalists charged that Courtney Ross was polluting the debate by paying to protest proposed expansion of the Long Island Central Pine Barrens protections into East Hampton.

In response to a surge in applications during the summer of 2020 and spacing mandates related to COVID-19, Ross School reopened its Bridgehampton, NY campus.

[19][20] [21] The Ross School hosts an annual fundraising event in June which has featured Aretha Franklin, the Jonas Brothers, Martha Stewart, Cyndi Lauper and Seth Meyers.

[22] The largest event to date was held in 2007: a series of five musical concerts entitled "Social @ Ross" with Prince; Dave Matthews and Tim Reynolds; Billy Joel; James Taylor and Tom Petty and the Heartbreakers.

Campers choose a topic to focus on each week from five options (Artistry, Performance, Naturalist Explorers, Filmmaking/Stop-Motion Animation, or Inventors Workshop).

A workbook designed to help parents navigate the college application process, written by Andi O’Hearn, Ross School’s Head of Advancement and Operations, is also available for free download.

[26] In 2019 Ross School debuted a public lecture series aimed at bringing current thought leaders and experts in a variety of topics and backgrounds to the local community in order to facilitate an exchange of ideas and a sharing of insights.

Speakers included Bob Roth, CEO of the David Lynch Foundation; Dr. Johannes Wagemann, a psychologist, anthropologist, and philosopher who is a professor of consciousness studies at Alanus University in Germany; Dr. Shefali Tsabary, a clinical psychologist who brings Eastern mindfulness into her practice;[27] and iconic musician, composer, and performance artist Laurie Anderson.