Ever watched Shark Tank and wondered how a man who ruthlessly dissects business valuations for breakfast handles his own front door? Robert Herjavec might be the “nice” shark, but his personal life has been anything but a calm swim in the tank. It’s been a wild ride of a twenty-five-year marriage that crumbled into the abyss, followed by a literal Hollywood ending that feels like a script someone would pitch for a seed round.
As of early February 2026, the tech mogul isn’t just getting by—he looks genuinely settled and is doing well, both personally and professionally. By his own account, this marriage turned into a real turning point in his life, not just a happy headline. Anyone who’s kept an eye on his recent TV spots or tracked his property moves can see there’s more here than a simple showbiz love story. It runs deeper than that
The Current Chapter: Kym Johnson Herjavec
Let’s clear up the main point first. As of 2026, Robert Herjavec’s wife is Kym Johnson Herjavec, the Australian ballroom champ that he partnered with—and later fell in love with—in 2015. Their narrative did not fade when the cameras turned off.
They first crossed paths during Season 20 of Dancing with the Stars. On paper, it sounded like a familiar setup: a wealthy investor who isn’t exactly a natural dancer paired with a seasoned pro. But what showed up on screen didn’t feel staged. The chemistry between them was clear week after week. They didn’t win the mirrorball trophy, but this partnership obviously did not end when the season wrapped.
They married on 31 July 2016 in Los Angeles, and the relationship continues to appear warm and stable several years later. During their Valentine’s appearance on Live With Kelly and Mark on 13 February 2026, the easy chemistry was still there. Kym shared that Robert hasn’t dropped his romantic habits — things like making heart-shaped pancakes and sending flowers, even to her mother. Small gestures, but the kind that tend to keep a marriage running smoothly.
The Diamond Bracelet That Started It All
One of the most charming bits of their lore came out during that recent interview. On their very first date, Robert handed Kym a real diamond tennis bracelet. Why? Because she’d joked earlier that all her “bling” on the show was just costume jewellery. His note simply read: “There’s nothing fake about you.” Smooth. Very smooth.
The $25 Million Ghost: Diane Plese
You can’t talk about Robert Herjavec’s wife without mentioning the woman who was there for the “rags” part of his “rags-to-riches” story. For twenty-five years, Robert was married to Dr Diane Plese, an optometrist.
They married in 1990, back when Robert was just a hungry immigrant kid trying to make his mark. She was the bedrock during the founding of BRAK Systems. But as the fortune grew, the couple drifted. They separated in 2014, and the legal fallout was legendary.
The Heavy Cost of Moving On
The divorce wasn’t just emotionally draining; it was a financial marathon. By the time a judge finished the final ruling in 2019, Robert was ordered to pay Diane additional sums that brought her total payout to roughly $25 million. This included equalisation payments and shares in their various holiday properties.
When you look at Diane Plese’s net worth, it’s largely tied to this massive settlement and her own successful career. She’s stayed remarkably quiet since the split, choosing a life of “quiet dignity” in Toronto while Robert lives his life in the glare of the fl
A Tale of Two Families: The Herjavec Kids
Robert is living two chapters of fatherhood at the same time right now, and they look nothing alike. On one side, there’s the grown-up, independent phase. On the other hand, the early years chaos and energy. It’s a bit like managing two very different companies under one roof.
- The First Generation: From his earlier marriage to Diane, he has three adult children — Caprice, Skye, and Brendan. Years ago, he stepped back from work for about three years to stay home and raise them, which isn’t something many high-profile executives choose to do. Brendan has gone on to start a story of his own, tying the knot with partner Jessica at the beginning of 2024.
- The New Guard: He has twin children, Hudson and Haven (born in April 2018), with Kym. Anyone following Kym’s social media posts can see that their entire life revolves around the kids now. They’re front and centre in Robert’s world right now, and it shows by how he talks about them and shows up around them.
| Child | Mother | Status in 2026 |
| Brendan | Diane Plese | Marketing pro; host of Building Blocks podcast. |
| Skye | Diane Plese | Former investment analyst; lives privately. |
| Caprice | Diane Plese | Consultant; former “Mayor for a Day” in Toronto. |
| Hudson | Kym Johnson | Primary school student; frequent “mini-Robert” on Instagram. |
| Haven | Kym Johnson | Growing up fast; often seen in matching outfits with Kym. |
The Dark Side of the “Shark” Persona
One part of the story that often gets glossed over is how close things came to going very differently for Robert after his split from Diane. That stretch wasn’t just difficult — it was deeply personal and painful. He has publicly discussed the “dark period” in which his mental state plunged into a perilous cavern, including thoughts of killing himself.
At one point, when he was alone on a hotel balcony in Toronto, he said he felt “empty” and “cut off”, particularly because communication with his kids had broken down then.
What helped pull him back wasn’t a new deal or a big career move. It was service work. Under the guidance of his pastor, he began volunteering at the Union Gospel Mission in Seattle.
To be standing before people living on the edge, desperate for necessities — food, clothing and shelter — changed his thinking. He’s told stories of buying large quantities of boxes of socks from Walmart and delivering them to people on the streets. It’s not the high-gloss investor image people see on television, but it’s part of his real timeline.
Living Large in 2026: The Property Shuffle
If you want to know how the Herjavecs are doing, just look at their real estate portfolio. They’re currently making moves that would make any property mogul weep.
In mid-February 2026, news broke that the couple is selling their luxury waterfront apartment in Rose Bay, Sydney. They’ve put a guide price of about $19 million (roughly £10 million for the Brits reading) on the place. It’s a stunning three-bedroom pad with Venetian plaster walls and its own lift.
But don’t worry, they aren’t homeless. They recently picked up a Federation-style mansion in Centennial Park for about $23 million. They seem to be splitting their time between the sun in Sydney, the glitz of LA, and a new $20 million condo on “Billionaires’ Row” in New York. Not a bad way to live, eh?
The Bottom Line
Robert Herjavec’s story with his marriages shows something people often forget about wealth and success. A large net worth doesn’t cancel heartbreak or hard seasons. He moved from a long, steady 25-year marriage into a very low personal period and then, over time, built a second chapter that looks far brighter and more settled.
Today, his life seems to run on two tracks at once — business on one side, family on the other. One day, he’s negotiating deals on camera; another morning he’s in the kitchen making pancakes for the twins in Sydney. From the outside, it’s fair to say the most important turnaround wasn’t financial. It was personal — the ability to rebuild after things came apart.
So, do you think second marriages sometimes work better because of hard-earned perspective, or is this simply a case where timing and the right match lined up? Would love to hear your thoughts.
Frequently Asked Questions
Is Robert Herjavec still married to Kym Johnson?
Yes, they are married and joyful as of February 2026, having just spent Valentine’s Day together on TV screens across the country.
How many wives has Robert Herjavec had?
He has been married twice. First, it was Diane Plese (1990-2016), and now he is married to Kym Johnson (2016-Present).
Why did Robert Herjavec and his first wife divorce?
They claimed to have “drifted apart” after 24 years, and the split was messy and resulted in a large legal settlement. Robert has mentioned the effect on his mental health from stress due to separation.
Where do Robert and Kym live now?
They are global citizens who have homes in Los Angeles (Hidden Hills), New York and Sydney. They are selling their Rose Bay apartment in Australia now, but keeping a larger mansion in Centennial Park.
Sources and References
- Robert Herjavec Biography & Personal History – Wikipedia
- Kym Johnson talks DWTS return and Valentine’s Day with Robert – TV Insider
- Robert Herjavec and Kym Johnson list $19m Sydney harbourfront pad – Domain
- Legal Analysis: High Asset Divorce and Spousal Support in Herjavec v. Plese – Ontario Divorce Lawyers
- Shark Tank billionaire buys Centennial Park mansion for $23m – Realestate.com.au
