'Whos the Boss?': What Happened to the Stars of the Iconic Series through the Years

Publish date: 2024-05-14

Danny Pintauro Then and Now | Source: Facebook.com/djptenterprises | Getty Images

Take a trip down memory lane to the iconic TV show "Who's the Boss?" and what happened to the stars after the show ended. While they were once at the top of their game, some of them experienced unexpected turns in their lives.

Ever wondered what happened to your favorite stars from "Who's the Boss?" From battles with addiction to heart-wrenching divorces, the evolution of these stars' lives will leave you surprised and intrigued.

While we laughed and cried with their characters on screen, these A-listers behind the beloved series battled personal struggles and overcame hurdles during and after the show. Let's find out more about it.

Tony Danza as Tony Micelli

A portrait of Tony Danza for the first season of “Who’s the Boss” in 1984 | Tony Danza at James Earl Jones Theater on December 08, 2022, in New York City | Source: Getty Images

Tony Danza charmed audiences as Tony Micelli, the lovable housekeeper who captured the hearts of fans in "Who's the Boss?" But outside of his iconic role, Tony experienced both triumphs and setbacks in his personal life.

The former boxer has been married twice, first in 1970 and later in 1986. His second marriage gave him the gift of children. The proud father prioritized his family, and many fans believed he had a perfect life.

Although his marriage to his second wife, Tracey Robinson, lasted 24 years, they filed for divorce in 2011, shocking people who believed they were still together.

Despite his struggles, Danza has always placed a high value on his children's education. He's been vocal about his dedication to providing them with the best opportunities. His son Marc Anthony's education, was essential to him. He also expressed the same commitment to his daughter, Katherine.

Danza's devotion to his family has been a constant throughout his career and personal life, and it's clear that they remain a central focus for him, even after the end of his marriage.

Judith Light as Angela Bower

Judith Light during an episode of “Who’s the Boss" in 1987 | Judith Light at a "Poker Face" event at Hollywood Legion Theater on January 17, 2023 | Source: Getty Images

Judith Light is well-loved thanks to her role as Angela Bower on "Who's the Boss?" Her portrayal of the successful ad executive and single mother was praised for breaking stereotypes and promoting women empowerment.

Light's personal life is just as impressive as her acting career. She has been married to Robert Desiderio since 1989, and they have an unconventional relationship.

Light resides in New York, while her husband lives in California. Although they have no children, they share a strong bond and understanding of each other.

Judith Light and Robert Desiderio at Regal LA Live on September 13, 2019 in Los Angeles, California | Source: Getty Images

Aside from her acting career, Light is also an active advocate for the LGBTQ+ community and people living with HIV and AIDS. She has been recognized for her humanitarian efforts and received the Isabelle Stevenson Award at the 2019 Tony Awards for her philanthropic work.

At 74, the star's light still shines, and she continues to take on new projects. Her dedication to acting and social causes is a testament to her unwavering passion and commitment to making a difference in the world.

Alyssa Milano as Samantha Micelli

Alyssa Milano during a "Who's the Boss" episode in 1984 | A selfie of Alyssa Milano taken in 2022 | Source: Getty Images | Instagram.com/milano_alyssa

Alyssa Milano is known for her role as Samantha Micelli on "Who's the Boss?" The show was one of Milano's earliest acting gigs, and her performance as the wise-cracking teenage daughter of Danza's character was well-received by audiences.

After the show ended, Milano worked on her career before starting a family of her own. Now, she is a doting mom to Elizabella Dylan Bugliari and Milo Thomas Bugliari and shares her beautiful kids with her husband, David Bugliari.

Milano became a prominent activist and advocate over the years. In the 80s, she appeared on "Donahue" with Ryan White, a young boy with HIV. Milano famously kissed him on the show to prove that HIV could not be spread through casual contact.

More recently, the 50-year-old actress has used her platform to raise awareness about poverty and poor infrastructure in neglected countries through her blog. She is also known for her commitment to natural beauty, refusing to use filters or touch-ups on her photos, and embracing her age with pride.

Danny Pintauro as Jonathan Bower

Photo of Danny Pintauro taken for “Who’s the Boss” in 1987 | A photo of Danny Pintauro posted online in 2022 | Source: Getty Images | Facebook.com/Danny Pintauro

Danny Pintauro, who played the role of Jonathan Bower on "Who's the Boss?," experienced personal struggles after his acting career ended. He opened up about his HIV-positive diagnosis in 2015, revealing he had been living with the disease for 12 years.

Pintauro also struggled with addiction and faced professional rejection after coming out as gay in the late '90s. However, he has since turned his life around and is now married to his longtime partner, Wil Tabares.

The actor also dreamt of opening a bed and breakfast while working as a restaurant manager, and he made it a reality.

Pinatauro recently returned to acting with a role in Lifetime's "A Country Christmas Harmony," marking his first significant acting job in three decades.

In an interview, he opened up about the trauma he experienced after "Who's the Boss?," his financial struggles, and his social difficulties in school. However, he remains optimistic about his future and is proud to work on his goals while living a healthy and happy life with his husband.

Katherine Helmond as Mona Robinson

Photo of Katherine Helmond taken for “Who’s the Boss" in 1987 | Actress Katherine Helmond arriving at an event on June 13, 2012 in Anaheim, California | Source: Getty Images

Katherine Helmond's portrayal of Mona Robinson was a fan favorite on "Who's the Boss?" and she earned two Emmy nominations for it. Despite her success, she remained humble and enjoyed a successful career in Hollywood.

The star was married twice, and did not have children. Later in life, she turned to Buddhism and split her time between her homes in Los Angeles, New York, and London. She was also known for her philanthropic work, supporting various charities.

Katherine Helmond with her husband David Christian in The Bat Cave on Broadway in New York City on April 24, 2002 | Source: Getty Images

Sadly, Katherine passed away in 2019 at the age of 89 from complications with Alzheimer's. Her husband of 57 years, David Christian, spoke of his love for her and how much he cherished their time together. He expressed:

"She was the love of my life … I've been with Katherine since I was 19 years old. The night she died, I saw that the moon was exactly half-full, just as I am now … half of what I've been my entire adult life."

Revisiting the classic sitcom "Who's the Boss?" not only brings back fond memories of a bygone era of television but also sheds light on the real-life struggles of its stars after the show's conclusion. Despite the challenges, the show's enduring legacy and its stars' resilience continue to inspire and captivate audiences even today.

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