Ten years into her stay in London brought her a daughter, Hannah Lynch, now a struggling model, along with a painful divorce. She yearned to return to the US and restart her life in New York as a single mum.
In 2005, Medley married again. This time to well-known financier Dr. Richard Medley, a partner and hedge fund advisor to George Soros as well as chief economist for the US House Banking Committee and speechwriter to the vice-presidential candidate Geraldine Ferraro. Medley and her husband were also involved in fund-raising activities with the likes of President Bill and Secretary Hillary Clinton, Secretary Madeline Albright, Bishop Desmond Tutu, Brad Pitt and Angelina Jolie.
Following the tragic loss of her second spouse in 2011, Dorinda and Hannah became closer with each other. Through hard work and friends’ support, Dorinda clawed her way back to the top of New York society. She also started having an affair with John Mahdessian, her current boyfriend, and the owner of Madame Paulette, New York's legendary couture restoration house.
Starting from April 2015, she became involved with Real Housewives of New York, which features on Bravo Network, and has Pam Healey, Lisa Shannon and Megan Estrada as its executive producers.
She had a public feud with her reality series co-star Sonja Morgan in August and September 2016 regarding Medley’s denial of drug abuse. Morgan went public during the controversy and told Medley during Real Housewives of New York’s reunion, “Everybody knows you do drugs! Everybody knows!” Sonja even called Medley a liar over her denial of claims regarding her cocaine use.
Dorinda takes great pleasure in spending a weekend or holiday with her friends and family enjoying home-cooked delights. She also enjoys the theater, beach, mountains and great parties. Her career path has paid her well financially. Although her salary hasn’t been disclosed, her net worth is estimated to be $20 million. She has been involved with different philanthropic organizations, including BeautyforFreedom.org, which is also one of her favorites.