Ashby Gentry Breaks Down Alex’s Heartbreak, New Romantic Complications and Search for Purpose in ‘My Life With the Walter Boys’ Season 3

Season three of My Life With the Walter Boys finally gives Alex Walter something he has desperately needed since the series began: a chance to move forward.

After two seasons caught in an emotionally complicated relationship with Jackie, Alex enters the latest chapter facing the consequences of the confession that ended season two. At the same time, he finds himself drawn toward an unexpected person, questions whether rodeo truly belongs in his future and begins searching for an identity that is no longer defined by Jackie or his brother Cole.

For Ashby Gentry, who plays Alex, that evolution feels less like a dramatic reinvention and more like a young man trying to rebuild after a series of losses.

“I always knew how it was going to end,” Gentry said of the original love triangle.

Alex Finally Accepts the Truth About Jackie and Cole

Season three begins immediately after two major events: George suffers a stroke and Alex overhears Jackie confessing that she loves Cole.

Jackie and Alex had reunited during season two, making the confession particularly painful for him. But instead of repeating the colder response viewers previously saw from Alex, the new season allows him to process the situation differently.

Gentry believes Alex is initially too hurt to know exactly what he needs. George’s medical crisis inadvertently gives him some distance from Jackie and Cole, allowing him time to absorb what happened rather than immediately trying to make sense of it.

Eventually, Alex chooses to show Jackie some understanding.

Gentry explained that Alex now recognizes the depth of the grief Jackie has carried since losing her parents and sister. That does not erase the hurt she caused, but it helps him understand that grief can lead people to behave in ways that are difficult to explain.

That shift also changes the nature of their relationship.

For Alex, Gentry believes the romantic part of his love for Jackie effectively ends. He still cares about her, but that affection begins to resemble the bond between family members rather than former romantic partners.

His relationship with Cole also starts moving beyond the rivalry that defined so much of the earlier story. Their shared feelings for Jackie remain part of their history, but Alex increasingly understands that moving forward means refusing to carry the resentment forever.

Gentry Says the Original Love Triangle Had a Clear Destination

After two seasons of uncertainty over whether Jackie would ultimately choose Alex or Cole, Gentry was not surprised by where the story landed.

To him, Jackie’s feelings had always been fundamentally different for the two brothers.

“I never viewed this as a serious love triangle,” he said. “To me, the story is very clear that she is in love with Cole, but has love for Alex.”

Gentry believes Alex may have been the more logical choice for Jackie, but emotions do not necessarily follow logic. From his perspective, the direction of the story had been visible from the beginning.

That made leaving the triangle behind something of a relief. Rather than continuing to present Jackie’s decision as an evenly balanced choice, season three allows Alex to begin developing independently of it.

But escaping one romantic triangle may have placed him directly inside another.

Kylie Suddenly Changes Everything

Kylie has been close to Alex from the beginning, even when he failed to recognize that her feelings might extend beyond friendship.

By season three, however, Kylie is dating Dylan — and Alex finally begins to understand that his own feelings for his best friend may not be purely platonic.

Their kiss becomes the moment when those emotions can no longer remain unspoken.

Gentry recalled discussing the scene during filming, particularly the seemingly minor question of whether Alex should deliberately step toward Kylie before kissing her. To the actor, that physical movement would have indicated a conscious decision, while remaining close enough for the kiss to happen in the moment left more ambiguity.

Either way, Gentry believes the encounter finally makes Alex recognize something that may have existed subconsciously for some time.

It also makes the situation considerably messier because Dylan is still there.

Why Gentry Has a Problem With the New Triangle

Gentry admitted that he finds it difficult to completely support Alex pursuing Kylie while she remains in a relationship.

Part of the problem is Dylan himself.

“You guys made him too good, Dylan. You made him too good of a guy,” Gentry recalled telling the writers.

He even joked that he finds himself rooting for Dylan when, given Alex’s position in the story, he probably should not be.

Gentry also believes Kylie bears some responsibility for the complicated situation. If she already knew she loved Alex, he questions whether beginning a relationship with Dylan was the right decision.

Rather than choosing a side, he described the entire situation as a mess created by young people still learning how to understand their emotions.

With college approaching, all three will eventually have an opportunity to leave their current environment and begin again.

Rodeo Gives Alex Confidence — But at a Cost

Romance is only one part of Alex’s season-three struggle.

He also throws himself into saddle bronc rodeo riding, an area where he finally discovers genuine ability and a new source of confidence. But becoming part of that world proves more difficult than simply being talented.

Alex struggles with pressure and conflict among the other riders while trying to decide whether their lifestyle represents the future he actually wants.

For Gentry, rodeo matters because Alex desperately wants to feel successful at something after enduring so much disappointment elsewhere in his life.

He has passion and talent, and the sport helps strengthen his confidence. Eventually, however, he begins questioning what remaining in that environment might cost him.

That realization leads Alex to step away.

Gentry sees the decision as another painful loss because Alex knows what he does not want before he has discovered what he does want.

“I feel bad for him, truthfully,” the actor said, noting how difficult repeated defeat and loss can be for someone so young.

Could Alex’s Future Be With Horses Instead?

Walking away from competitive rodeo does not necessarily mean leaving horses behind.

Alex’s parents recognize his unusual ability with the animals and describe him as something of a “horse whisperer,” potentially pointing toward another direction for his future.

Gentry is enthusiastic about that possibility.

He particularly enjoyed the quieter scenes showing Alex connecting with horses, describing the relationship between someone who has been emotionally hurt and an animal as especially meaningful.

The irony is that Gentry himself had little experience with horses before joining the series.

Through the show, however, he has developed a relationship with Copper, the horse that plays Murphy. Gentry said Copper has remembered him across multiple seasons, although the horse’s mood can vary from day to day.

That growing comfort does not mean Gentry is allowed to perform every rodeo sequence himself.

During season three, one bareback sequence produced a frightening moment when Gentry was strapped onto a horse that became agitated and bolted through the gate. The horse began to buck before pickup riders moved in and Gentry managed to get himself off.

Only afterward did the danger fully register.

“When I got off the horse, the crew was dead silent,” he recalled. “Everybody was panicking.”

Gentry said he tends to remain focused during such moments, with the physical reaction arriving afterward when he realizes how badly things could have gone.

What Season 4 Could Mean for Alex

My Life With the Walter Boys has already been renewed for a fourth season, but Gentry does not expect Alex to suddenly have everything figured out.

Instead, he describes his character as still “picking up the pieces.”

The heartbreak involving Jackie, his unresolved feelings for Kylie and uncertainty surrounding his future have left Alex in the middle of a much larger emotional transition.

Gentry hopes the next chapter gives him some form of resolution rather than allowing his story to become defined entirely by disappointment.

“I don’t really want this to be a story of pure loss,” he said.

What interests him more is seeing Alex struggle toward something meaningful — whether that ultimately involves love, horses, a new career direction or simply discovering who he wants to become.

For a character who spent much of the series competing for someone else’s heart, season three begins shifting the central question. Alex is no longer simply trying to win Jackie back. He is trying to work out what his own life should look like without her.

My Life With the Walter Boys is available to stream on Netflix.