Gary Kinghas always been a controversial figure onBelow Deck Sailing Yacht, but here are six concrete times he showed his true colors. His bad behavior has been evident since season 1. Ahead ofBelow Deck Sailing Yachtseason 6, it seemed Captain Glenn Shephard was taking Gary under his wing, training him to become a Captain. However, Gary’s personal life stains his professional potential.
Below Deck Sailing Yachtseason 5 was an interesting charter season for the troubled First Mate. Chief Stew Daisy Kelliher called out Gary for ignoring her after her tumultuous breakup with former Chief Engineer Colin Macrae. Meanwhile,Gary tried to get soberin a last-ditch attempt to woo Daisy, but he couldn’t adhere to the two-drink rule Captain Glenn made with the charter guest outing. Here’s how Gary has shown his true colors over the years.

6Gary Ignored Sydney After Their One-Time Hook-Up
He Didn’t Handle The Situation Well
Gary’s brief romance with Sydney Zaruba quickly turned into one of the season’s most awkward situations and showed his true colors. During the crew’s first night off,Gary, who had already been flirting with Stew Alli Dore, hooked up with Sydney instead. However, after the alcohol wore off the following day, it became clear that Gary had no interest in Sydney. Rather than addressing the situation head-on, he just ignored Sydney.
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Sydney, feeling brushed aside, struggled with Gary’s cold behavior, while Alli, unaware of the full extent of what had happened, kept flirting with the First Mate. Gary, meanwhile, attempted to downplay the situation, later admitting the hookup was a mistake and had no intention of leading Sydney on. Sydney got understandably frustrated over being treated as an afterthought. Gary has never handled his romantic entanglements well, and this was a prime example.

5Gary Immediately Tried Hooking Up With Alli In Front Of Sydney
He Didn’t Communicate His Feelings At All
Gary’s behavior didn’t get better after his hookup with Sydney. What started as an innocent flirtation quickly spiraled into a messy love triangle that could’ve been avoided if he just owned up to his actions. WhileGary regretted his decision to sleep with Sydney, the damage had already been done. Sydney developed feelings for him, while Alli hesitated to pursue anything with him because it was all confusing. But Gary, never one to shy away from stirring the pot (or resist his romantic urges), doubled down on his affections for Alli, which he did right in front of Sydney.
Gary has proven time and time again that he’s unable to face the consequences of his decision-making under the influence.
During a crew night out, Gary hit on Alli right in front of Sydney, setting the stage for drama. Sydney struggled to keep it together while Alli found herself in an awkward position. Despite his insistence that he wasn’t leading Sydney on, Gary’s actions told a different story. Alli eventually confronted Gary about his reckless behavior, and Sydney got jealous. He put both women in an unfair position.
He Inserted Himself Into Their Relationship
Gary fumbled the ball with Daisy amid the tumultuous love triangle inBelow Deck Sailing Yachtseason 4. For years, Daisy and Gary danced around their flirtatious connection, leaving fans everyone wondering if they’d ever take things further. They slept together off-camera between seasons 3 and 4, but then,Daisy and Colin developed a boatmance. From the moment their relationship became public, Gary struggled to hide his jealousy.
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Gary revealed to the crew that he had previously hooked up with Daisy, a bombshell neither Daisy nor Colin saw coming. He shared the news to make Colin confused and jealous, which worked. While Gary tried to frame it as an innocent disclosure, Daisy saw it for what it was: an attempt to stir up drama and cast doubt on her loyalty. Colin felt betrayed by both of them, and Gary’s meddling ultimately ruined their relationship.
3Gary Called Out Mads For Not Telling Him She Was On Her Period
His Behavior With Women Has Always Been Questionable
The drama between Gary and Mads Herrera began when Deckhand Alex Propson mentioned to Gary that he had walked in on him and Mads. Alex casually added that Mads had joked about being on her period, which immediately set off alarm bells for Gary. He confronted Mads in front of Stew Lucy Edmunds, calling her out for not telling him, essentially publicly humiliating her. Lucy and Mads were both visibly uncomfortable.
Gary needs to learn that making comments about women’s bodies can be hurtful and inappropriate.
Daisy was horrified, later admitting Gary’s remarks made her sick to her stomach. Mads, though taken aback, kept her composure, and Lucy stepped in to support her. His commentary was considered vile and profoundly anti-feminist.Gary attempted to make amends, admitting that his comment was inappropriate. While he publicly apologized to Mads, it was all part of a pattern of behavior in which Gary’s true colors became more apparent.
2Gary Wanted To Hook Up With Scarlett Despite Being With Ashley
He Treats Women As Expendable
Early inBelow Deck Sailing Yachtseason 3,Third Stew Ashley Martiset her sights on Gary, relentlessly pursuing him. Though Gary appeared to enjoy the attention, their relationship took a problematic turn when the two eventually hooked up, an encounter that happened while Gary was way too intoxicated to consent. Ashley seemed convinced their fling meant something, but Gary never fully committed, true to form.
Things got even messier when Scarlett Bentley arrived as the new Stew, stepping in after Gabriela Barragan left. Almost immediately,Gary turned his attention to Scarlett, flirting and even sharing a few kisses. While Ashley insisted she had moved on, her behavior told a different story. She grew jealous of Scarlett, making passive-aggressive comments and acting territorial around Gary. Ashley finally confronted Gary, but he kept pursuing Scarlett.
1Gary Would Always Undermine Chase
He Seemed Threatened By Him
Gary’s treatment ofAmerican Deckhand Chase Lemacksalso showed his true colors, proving his bad behavior isn’t limited to his interactions with women. He made it clear he didn’t respect Chase, often belittling him and calling his work ethic into question. Unfortunately for Gary,Chase wasn’t afraid to speak up. Rather than mentoring Chase or offering constructive criticism, Gary took a more passive-aggressive approach, frequently undermining him. He even turned Colin against him.
For whatever reason, Gary couldn’t stand Chase, and he let their relationship become unprofessional despite leading the deck crew.
One time, Chase pointed out that Alex had left part of the deck messy after his shift. Instead of handling it professionally, Gary twisted the situation, making it seem like Chase was complaining to Captain Glenn. Rather than holding Alex accountable, Gary used the moment to paint Chase as a troublemaker. While Gary was better when Chase returned inBelow Deck Sailing Yachtseason 5,he made it clear he didn’t like him.
Below Deck Down Underairs Mondays at 9 p.m. EDT on Bravo and streams the next day on Peacock.