Former Basketball Player Kenny Smith’s Current Relationship Status Is Unclear After His Divorces From His Ex-Wives, Though He Has Reportedly Been In Multiple Relationships!

Kenny Smith is also known as "The Jet."

May 29, 2026

This article was last updated by Manoj Gadtaula on May 29, 2026

Kenny Smith’s ex-wives, Dawn Reavis and Gwendolyn Osborne, are active in their professions, with Reavis working in film and real estate, while Osborne continues acting and nonprofit work.

Kenny Smith is a former professional basketball player and a well-known sports analyst, particularly for his role on Inside the NBA.

He played in the NBA from 1987 to 1997 and won two championships with the Houston Rockets.

Since retiring, he’s become a charismatic and insightful commentator on TNT’s basketball coverage.

Recently, he made headlines for his sharp-witted joke about New York Knicks coach Tom Thibodeau during the Eastern Conference Finals.

Smith humorously criticized , saying:

Thibodeau wouldn’t play nine guys in a baseball game.

Additionally, Smith has been involved in discussions about contract negotiations for Inside the NBA, as the show transitions to ESPN. This has stirred some debate in the sports world.

Kenny Smith Has Been Married Twice, But Both Marriages Ultimately Ended In Divorce!

Kenny Smith has been married twice. His first wife was , an actress, director, and writer known for her roles in Run Hide Fight and Waist Deep.

They had two children together, Kayla Brianna and Kenneth Jr. However, the couple divorced in 1999, and Reavis later remarried to Reginald Paul Martin.

Afterward, Smith married Gwendolyn Osborne, a model and actress best known for her 12-year stint on The Price Is Right.

They met at a charity event in 2004 and got married in September 2006 in a private ceremony attended by NBA stars like Charles Barkley and Reggie Miller.

Together, they have two children, Malloy Adrian and London Olivia. Moreover, Smith has also become a stepfather to Osborne’s daughter from a previous relationship.

However, their marriage ended in 2018 when Osborne filed for divorce.

Kenny Smith was spotted with Brazilian model Aline Bernardes on June 29, 2026. (Source: )

In 2026, , a Brazilian model. They were spotted together in Miami on multiple occasions in 2026.

They were first seen on May 4, 2026, during the F1 Miami Grand Prix, and later again on June 29, 2026, enjoying time at the beach.

While their interactions sparked dating rumors, neither has publicly confirmed their relationship status.

Kenny Smith has been reportedly linked to Tia Jurčić. (Source:)

Similarly, in 2026, Kenny Smith has been romantically linked to, a Croatian entrepreneur and former model.

The two were spotted together at the Super Bowl in 2026, where Jurčić shared a photo of them embracing, fueling speculation about their relationship.

By 2026, they were seen publicly holding hands at the NBA All-Star Weekend in San Francisco, seemingly confirming their romance.

Jurčić, who was previously married to sports manager Mario Mamić, has reportedly been enjoying her time in the U.S. following her divorce.

While neither Smith nor Jurčić has officially commented on their relationship, their public appearances suggest they are together.

However, Kenny has not officially confirmed his relationship status as of 2026 after his divorce.

Kenny Smith And Gwendolyn Osborne’s Divorce Started Amicably But Later Made Headlines Over Disputes!

Kenny Smith and Gwendolyn Osborne’s divorce in 2018 was initially described as amicable, but later developments made headlines.

Osborne filed for divorce due to irreconcilable differences, leading to a dispute over spousal and child support payments.

She requested $16,562 per month for child support and $28,898 per month for spousal support.

As a result, the court ordered Turner Sports, Smith’s employer, to withhold his wages to ensure payments were made.

Smith was ordered to pay over $1 million in their divorce settlement. His Encino home in California served as collateral in the event that he failed to meet his financial obligations.

Kenny Smith and his second wife, Gwendolyn Osborne, were married for 12 years before their divorce in 2018.(Source: )

Despite the financial disputes, Osborne publicly stated that they were committed to co-parenting their children with love.

Since the divorce, Smith has remained active as a sports analyst, continuing his work in broadcasting.

Meanwhile, Osborne has dedicated her time to growing her skincare brand, Lomolique, and pursuing opportunities in the entertainment industry.

In Case You Didn’t Know

• Smith attended Archbishop Molloy High School in Queens, New York, where he played under legendary coach Jack Curran.
• He played college basketball at the University of North Carolina at Chapel Hill under the esteemed coach Dean Smith.
• He earned consensus first-team All-American honors in 1987.

• Check other Articles on

Sangita is a passionate blogger with a keen eye for covering recent and trending news, particularly in the world of sports. Her love for travel and nature fuels her writing, adding a vibrant and refreshing perspective to her work. When she's not chasing the latest headlines, Sangita can be found exploring new destinations, capturing the beauty of nature, and sharing her adventures with her audience. Her unique blend of interests and expertise makes her blog a go-to source for both news enthusiasts and fellow travelers.

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