Oprah Winfrey – 43 Lbs – Weight Watchers

Oprah Winfrey has always been vocal about her struggles with her weight. She has also documented her journey on various occasions on her show. In losing and gaining back weight several times, she only found the most success with Weight Watchers. 

Oprah even became the brand’s spokesperson and bought a 10% stake in the company back in 2015. She lost 43 lbs, and her collaboration with the brand earned her an estimated $65 million. After yo-yo-ing with her weight loss over the years, Oprah explained that she is comfortable with her body at the moment.