A Look at Oprah’s Complicated, Inspiring Weight Loss Journey Over the Years

The media mogul has oft been the go-to girl for weight loss inspiration, tips, and tricks for years. So let’s take a look at how she got there.

Photo: Getty Images Tom Williams/CQ-Roll Call, Inc

Oprah Winfrey is used to being in headlines. But over the last year, her amazing weight loss transformation has been dominating news stories about her. It’s no secret that the media mogul has been on an uphill battle when it comes to getting her weight under control…nor is it abnormal for Queen O to be associated with stories about her weight.

Video will return here when scrolled back into view
Scary On-Air Incident During News Broadcast Finally Explained

Viewers of her popular eponymous daytime talk show, which ran from 1986 to 2011, will remember her chronicling the literal ups and downs of journey in real time season after season.

And while Winfrey now feels like she’s somewhat to blame for being one of the main perpetuators of “diet culture,” it’s a known fact that her journey — whether it was handled or shared properly or not — inspired a legion of women and men to finally take control of their health. Whether they used the good ol’ fashion diet and exercise or opted for a new school approach (looking at you Ozempic and Mounjaro), Oprah’s weight loss journey has been one for the books.

So let’s take a look back at how she got here in the first place.

Oprah on “AM Chicago”- 1984

In this 1984 Tribune file photo, Oprah Winfrey, then host of “AM Chicago,” poses for photograph on State Street. Photo: Getty Images Chicago Tribune/Tribune News Service

Though her exact weight is unknown, based off her weight loss she experienced a couple years later, one can surmise that Winfrey was at or around 200 pounds by the time she was hosting on “AM Chicago” in 1984.

Oprah with Joan Rivers-1985

During her appearance on “The Tonight Show” with guest host Joan Rivers, Winfrey was publicly scolded on national television when Rivers told her she needed to lose 15 pounds. Per the New York Post, the famous TV host weighed around 200 pounds at the time.

Oprah- 1987

Oprah Winfrey, left and Dolly Parton on ‘Dolly,’ in 1987. Photo: Getty Images Jerry Fitzgerald/Disney General Entertainment Content

Prior to her now infamous “wagon of fat” episode in 1988, in 1987, Winfrey appeared on “Dolly” where she weighed a little over 200 pounds. When she began her liquid diet Optifast the following summer, she weighed 212 pounds.

Oprah on the “Oprah Winfrey Show”-1988

In what became the highest-rated episode in the show’s history, Winfrey wheeled out a wagon full of 67 pounds of fat in 1988 to discuss her weight loss journey and what she did to drop that same amount personally. (If you don’t remember, it was an extreme liquid diet called Optifast.) She would start gaining it back the very next day.

Oprah- 1989

Talk show host Oprah Winfrey during an interview with host David Letterman on May 2, 1989. Photo: Getty Images Paul Natkin/NBCU Photo Bank/NBCUniversal

Just one year after that infamous episode, Winfrey admitted on her show that she gained 17 of those 67 pounds back, which served as the impetus for her yo-yo dieting and weight struggles.

Oprah-1991

In 1991, Winfrey told PEOPLE she’d “never diet again,” reiterating an assertion to made to her TV audience in November 1990, though she didn’t disclose how much she weighed at that time.

Oprah-1992

In 1992, Winfrey reached her “heaviest point,” weighing in at 237 pounds at 38 years old. That same year, she met personal trainer Bob Greene who would eventually sign on to help get the popular daytime talk show host’s weight under control.

Oprah-1995-1996

In 1995, Winfrey decided to just “be grateful to her body, whatever shape it was in” and began working out with Greene. That same year, she participated in the L.A. Walk Spring Training alongside Debbie Allen, Dawn Lewis and Florence Joyner.

The following year, she and Greene released a joint book, “Make the Connection: Ten Steps to a Better Body—and A Better Life.” During a press stop at “The Tonight Show with Jay Leno,” she was noticeably slimmer.

Oprah-2001-2002

Oprah Winfrey performs at V day, a gala benefit of Eve Ensler’s The Vagina Monologues, at Madison Square Garden, in New York City on February 10, 2001. Photo: Getty Images Scott Gries

In 2002, Winfrey revealed she’d been dealing with heart palpitations for six months and that the grand epiphany to finally do right by her heart and her health hit her in December the previous year.

“I sat up in bed one crisp, sunny morning and made a vow to love my heart,” she wrote in part. “To treat it with respect. To feed and nurture it. To work it out and then let it rest. Since December I’ve kept that vow, and my body has started to redefine itself,” later adding that she’d “finally made peace with my body.”

Oprah-2005

Screenshot: Oprah.com

The peace Winfrey gained a few years prior seemed to finally manifest itself into solid weight loss. Appearing on the January 2005 cover, “The Women of Brewster Place” actress revealed that she’d finally reached a “toned 160″ pounds. But things would soon change just a few years later.

Oprah-2007

Oprah Winfrey (C) celebrates with students of the first graduating class at her South African girls’ academy on January 13, 2012 in Henley on Klip. Winfrey founded the $40-million school for girls in 2007. Photo: Getty Images STEPHANE DE SAKUTIN/AFP

In 2007, Queen O was diagnosed with hyperthyroidism and then hypothyroidism — a disease caused by an underactive thyroid that manifested itself with heart palpitations, lethargy, and swelling joints. It also caused her to have a “sluggish metabolism,” fatigue and weight gain.

With that new knowledge in tow, Oprah kept putting on pounds and taking medicine but things didn’t readily improve.

Oprah-2009

Photo: Oprah.com

In the January 2009 issue of “O Magazine,” “The Color Purple” star admitted that she’d hit 200 pounds once again but that she’d begun slowly exercising and refocusing on getting a handle on her self-proclaimed food addiction by “eating less sugar and fewer refined carbs and more fresh, whole foods.”

She also came to the realization that she didn’t have a weight problem, she had a “self-care problem,” which manifested itself into her life being out of balance and, subsequently, her weight, too.

Oprah Joined Weight Watchers-2015

Oprah Winfrey speaks onstage at the 46th Annual NAACP Image Awards on February 6, 2015 in Pasadena, California. Photo: Getty Images Earl Gibson III/WireImage

In 2015, she finally joined Weight Watchers, of which she credited to giving her “the tools to begin to make the lasting shift that I and so many of us who are struggling with weight have longed for.” She also bought a 10 percent stake in the company and came on as a board member. At the time, she also shared that she’d gained 17 pounds due to an ankle injury.

Oprah-2017

Oprah Winfrey attends Oprah Winfrey’s Gospel Brunch celebrating her new book “Wisdom of Sundays” on October 15, 2017 in Montecito, California. Photo: Getty Images Alberto E. Rodriguez

In 2017, Winfrey appeared on the cover of “Weight Watchers Magazine” for the first time ever and shared that through the program, she’d lost 42 pounds.

“At this point I’m wise enough to know that there’s no such thing as failure. It’s all here to teach me. I don’t look at this as a diet; I see it as a plan for life,” she said.

Oprah-2023

Oprah Winfrey at the premiere of “The Color Purple” held at The Academy Museum on December 6, 2023 in Los Angeles, California. Photo: Getty Images Christopher Polk/Variety

In the years following her 42-pound weight loss in 2017, Winfrey had been consistently slimming down. But it wasn’t until her knee surgery in 2021 that she began being a bit more active by going on hikes for three to five miles during the week and 10 miles on weekends.

She was also still adhering to the guidelines on her Weight Watchers program but admitted to PEOPLE in December 2023 that she had begun taking weight loss medication since July of that same year after her “The State of Weight” panel discussion.

“The fact that there’s a medically approved prescription for managing weight and staying healthier, in my lifetime, feels like relief, like redemption, like a gift, and not something to hide behind and once again be ridiculed for. I’m absolutely done with the shaming from other people and particularly myself,” she said.

That shame seemed to no longer be present anywhere as O was undeniably snatched and cinched during the press run for the 2023 movie musical adaptation of, “The Color Purple,” of which she produced.

Oprah-2024

Oprah Winfrey is seen on September 17, 2024 in Los Angeles, California. Photo: Getty Images PG/Bauer-Griffin/GC Images

As previously reported by The Root, with the willful admission of her using a weight loss drug now taking centerstage, Winfrey stepped down from the Weight Watchers board after 10 years. In the time following, she aired her own special “Shame, Blame and the Weight Loss Revolution,” where she alongside a group of medical experts discussed the popular drugs such as Ozempic, Mounjaro and Wegovy and how to destigmatize the use of them.

Straight From The Root

Sign up for our free daily newsletter.

Latest from The Root

The Best and Worst Wax Figures of Black Celebrities

The Best and Worst Wax Figures of Black Celebrities

Rihanna has added another wax figure doppelganger to her collection of statues …
From Gambling Rumors to Grammy Awards: Bruno Mars' 10-Year Journey Toward His Highly-Anticipated New Album!

From Gambling Rumors to Grammy Awards: Bruno Mars’ 10-Year Journey Toward His Highly-Anticipated New Album!

After a nearly 10-year drought of solo music, Bruno Mars is dropping a new album! Here’s everything he’s been up to in the meantime …
From George Floyd to Renee Good: Minneapolis Faces New Trauma After ICE Agent Kills Mother on Video

From George Floyd to Renee Good: Minneapolis Faces New Trauma After ICE Agent Kills Mother on Video

Renee Nicole Good has been identified as the woman shot and killed by ICE agents in Minneapolis on Wednesday …
Why Cam Newton Is Getting <i>Dragged</i> for His Comments About the Bible and Weddings

Why Cam Newton Is Getting Dragged for His Comments About the Bible and Weddings

NFL star Cam Newton is giving his hot takes about love and marriage once again and unfortunately for him–folks online are vehemently disagreeing. Let’s get into it! …
DMX performs onstage during the Bad Boy Family Reunion Tour at The Forum on October 4, 2016 in Inglewood, California. Photo: Getty Images Kevin Winter for Live Nation

DMX Will Be Posthumously Ordained as a Minister in a Move That Proves His Divine Calling Was Always Real

The late-DMX will be posthumously ordained as a Christian minister at the Foster Memorial A.M.E. Zion Church, a historic Underground Railroad site …
How Detroit's First Female Mayor Made History—Again, With This Major Announcement Only 4 Days in Office

How Detroit’s First Female Mayor Made History—Again, With This Major Announcement Only 4 Days in Office

Mary Sheffield was sworn in as Detroit’s first woman mayor on January 1, and by January 5, she was already changing lives for the better! …
20 Years After 'The Secret,' How Black Folks Still Use Vision Boards to Create The Life They Want

20 Years After ‘The Secret,’ How Black Folks Still Use Vision Boards to Create The Life They Want

Black women everywhere are using vision boards as motivation to create the lives they want in 2026 …
'Scary Spice' Mel B.'s Eldest Daughter Looks Just Like Her -- and She's Following in Mom's Footsteps!

‘Scary Spice’ Mel B.’s Eldest Daughter Looks Just Like Her — and She’s Following in Mom’s Footsteps!

Mel B.’s eldest daughter Phoenix Brown is carving out a lane of her own but following similarly in her mother’s footsteps! Let’s take a look …
Alexis Ohanian’s Latest Clapback Proves Why Online Trolls Should Keep Serena Williams’ Name Out of Their Mouths

Alexis Ohanian’s Latest Clapback Proves Why Online Trolls Should Keep Serena Williams’ Name Out of Their Mouths

Alexis Ohanian wasn’t afraid to clap back at online trolls who has accused his wife, Serena Williams, of bleaching her skin …
How New Jersey Cops Accused of Racism Collected <i>Millions</i> in Pay for Years After Suspension...Until Now

How New Jersey Cops Accused of Racism Collected Millions in Pay for Years After Suspension…Until Now

After spewing racial slurs, these three New Jersey officers got entangled in a bribery and racism scheme that is finally coming to an end …
How This Georgia Lawmaker's Alleged Use of COVID-19 Funds Got Her Slapped With Federal Charges

How This Georgia Lawmaker’s Alleged Use of COVID-19 Funds Got Her Slapped With Federal Charges

Prosecutors charged former Georgia lawmaker Karen Bennett for allegedly receiving pandemic benefits she wasn’t qualified for…but she’s not alone …
'SNL' Chris Redd Finally Opens Up About Selling Drugs to Castmates and Dating This Star's Ex-Wife

‘SNL’ Chris Redd Finally Opens Up About Selling Drugs to Castmates and Dating This Star’s Ex-Wife

‘SNL’ star Chris Redd is sharing like never before and what he was to say will no doubt surprise you! …
The Sad But Hilarious Story of R&B Songstress Phyllis Hyman Coming For Deon Cole on Stage

The Sad But Hilarious Story of R&B Songstress Phyllis Hyman Coming For Deon Cole on Stage

Comedian Deon Cole shared an unbelievable story about a famous heckler who was not shy about letting him know that she was not amused …
A Look at How Shaquille O'Neal Became A Mogul

A Look at How Shaquille O’Neal Became A Mogul

From his high days as an NBA star to his many endorsement and brand partnership deals, let’s break down how Shaquille O’Neal makes his millions! …
Black Families Face Financial Crisis as Affordable Care Act Subsidies Expire

Black Families Face Financial Crisis as Affordable Care Act Subsidies Expire

Analysts say the expiration of Affordable Care Act (ACA) subsidies will hit Black households hard, causing an economic ripple effect …
Everything You Didn't Know About Stephanie Okechukwu, the First-Ever 7-Foot-1 Women's College Basketball Player 

Everything You Didn’t Know About Stephanie Okechukwu, the First-Ever 7-Foot-1 Women’s College Basketball Player 

Stephanie Okechukwu is poised to be one of the biggest stars in women’s college basketball …
Shannon Sharpe's Latest Viral Clip Has Folks Saying He Clearly Hasn't Learned His Lesson

Shannon Sharpe’s Latest Viral Clip Has Folks Saying He Clearly Hasn’t Learned His Lesson

Shannon Sharpe is back in the hot seat on social media thanks to a new clip and it’s not looking too good for him! Let’s break it down …
A Paralyzed Man Showed Us the Horrors of a Memphis Jail, And the City Responded With the Ultimate Petty Move

A Paralyzed Man Showed Us the Horrors of a Memphis Jail, And the City Responded With the Ultimate Petty Move

After a paralyzed Memphis man exposed what he called “deplorable” conditions at 201 Poplar, the sheriff office gave him an unfavorable response …
How Black Folks Are Likely to Suffer Over Trump's Latest Oil Grab

How Black Folks Are Likely to Suffer Over Trump’s Latest Oil Grab

Trump’s Venezuelan oil grab could potentially worsen pollution and health risks in our Black neighborhoods …
How Rap Producer Hit-Boy Gets the Last Laugh After His Home is Robbed

How Rap Producer Hit-Boy Gets the Last Laugh After His Home is Robbed

Hit-Boy marks the second rap producer to be robbed in 2026 so far… and he has a special message for the unknown assailants …