O’Grady was born and raised in Duxbury, Massachusetts. After graduating from high school, she was accepted to Harvard College, the undergraduate liberal arts college of Harvard University. She pursued a Bachelor of Arts in Social Studies and East Asian Studies. She was Co-President and the Career Development Chair of Harvard Women in Business and President and Vice President of Finance for Harvard Undergraduate Television. In addition, she was also a member of The Leadership Institute and the Harvard Ballroom Dance Team.
After graduating cum laude in 2013, O’Grady took her passion for the media and entertainment industry and rose through the ranks at The Walt Disney Company. As a senior analyst, she oversaw several large acquisition deals and strategic company initiatives before deciding to pursue graduate school.
O’Grady enrolled in Harvard Business School in 2016. In May of 2018, she graduated with her Masters of Business Administration. Afterwards, she began working as a management consultant in the Boston area, where she advises CEOs and top industry managers across a wide range of business challenges and strategic initiatives.
While still pursuing her masters, O’Grady took her first steps towards the Miss USA stage. She entered her first pageant, the 2018 Miss Massachusetts USA and Teen USA pageant. On her first try at the title, O’Grady cracked the Top 5 and was named third runner-up to Miss Massachusetts USA 2018, Allissa Latham.
With graduation under her belt, O’Grady decided to pursue the Miss Massachusetts USA crown for a second time. She entered the 2019 Miss Massachusetts USA and Teen USA pageant. This time, the crown was hers. O’Grady was crowned Miss Massachusetts USA 2019 on November 18, 2018 at the Lowell Memorial Auditorium located in Lowell, Massachusetts.
O’Grady will go on to compete for the title of Miss USA 2019.
She was a competitive figure skater for 15 years. She guest starred as a figure skater at the Rockefeller Christmas Tree Lighting in New York City, New York. In her free time, she enjoys volunteering and watching any Boston sports game.