5 best Jack moments on Supernatural Season 14

Supernatural -- "Absence" -- Image Number: SN1418a_0281b.jpg -- Pictured: Alexander Calvert as Jack -- Photo: Katie Yu/The CW -- © 2019 The CW Network, LLC. All Rights Reserved.
Supernatural -- "Absence" -- Image Number: SN1418a_0281b.jpg -- Pictured: Alexander Calvert as Jack -- Photo: Katie Yu/The CW -- © 2019 The CW Network, LLC. All Rights Reserved. /
Supernatural — “Don’t Go in the Woods” — Photo: Dean Buscher/The CW — Acquired via CW TV PR /

Poor Jack. He certainly had a journey throughout Supernatural Season 14. Here are my five favorite moments for the character.

Jack was only introduced to the SPN Family at the very end of Supernatural Season 12. We didn’t know if he would be good or evil throughout Season 13, but he very quickly became a fan-favorite. It’s not surprising that many followed his journey throughout Supernatural Season 14 with broken hearts.

Only born at the end of the 12th season, Jack has not had an easy life. We left him at the end of Season 13 powerless, and there were many questions about what that would mean for our nougat-loving Nephilim. There are many questions about what he would do in the next season.

If we thought Jack was going to have a good season, we were wrong. Powerless and lost, Jack started off the season unsure of what to do. He felt weak and useless, which had the potential of some dangerous decisions.

However, there was a bigger issue at hand. The series went on to kill Jack and then bring him back with magic that brought an even larger issue: a Nephilim without a soul. This journey led to some excellent moments for the character. Here are the five best Jack moments in Supernatural Season 14.

Supernatural Season 14, Episode 16 live stream
Supernatural — “Don’t Go in the Woods” — Photo: Dean Buscher/The CW — Acquired via CW TV PR /

5. Trying to make friends

When it happened: When the Winchesters headed out on a case of their own, Jack was left to man the bunker. Dean feared the worst about bringing Jack along. With a list of errands, Jack headed out, giving him a chance to meet a group of kids that look like are his own age.

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We got an episode of seeing Jack attempt to bond with others. There were some funny moments, but there was also a sadness to it. And I’m not just talking about when he accidentally speared a girl with his angel blade.

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Why it’s the best: There has always been an innocence to Jack. His development has been on point with his age. He’s just two years old at this point in the series, but he looks like he should be older.

Jack hasn’t had the chance to connect with people who look like his own age. He’s not had the chance to just be a boy in the big wide world. As he tried to make friends, we got to see just how much he needed to have friends outside of Team Free Will.

More than that, we got to see how much he was willing to do to impress. When he found a way to connect with one of the group, he did everything he could to show off his knowledge of monsters and creatures. And then he couldn’t help but show off his powers.

It was hard not to feel sorry for him when he just wanted to be liked. We’ve all been there at some point in our lives.

Supernatural Season 14
Supernatural — “Moriah” — Image Number: SN1420b_0111r.jpg — Pictured: Alexander Calvert as Jack — Photo: Diyah Pera/The CW — © 2019 The CW Network, LLC. All Rights Reserved. /

4. Accepting his fate

When it happened: This was at the end of the Supernatural Season 14 finale, and I know it’s not going to be a moment that everyone agrees with. Dean was on a mission to kill Jack. After a talk with Castiel in the graveyard, Jack faced the man who was going to kill him.

Jack could have killed Dean with just a click of his fingers. Instead, he knelt on the ground and faced Dean.

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Why it’s the best: This moment gave us so much growth in Jack. For the whole season, he just wanted to be good and to help people. However, with his powers, he’d become dangerous. He had killed people without meaning to.

Jack could have just killed Dean. It would have been easy. Yet, Jack didn’t listen to the voice that probably told him to do that. Instead, he accepted that what he’d been doing recently was wrong. He accepted that he had become the monster.

This character development was on point. It was something we’d seen years ago but not really had the chance to develop in the recent seasons. Because of that, I respected this moment for Jack all the more.

Supernatural Season 14, EPisode 8 live stream
Supernatural — “Byzantium” — Photo: Diyah Pera/The CW — Acquired via CW TV PR /

3. Seeing Kelly in Heaven

When it happened: After Jack’s death, he went to Heaven. While the death was heartbreaking, we finally had the chance to see Jack and his mother meet. It was something that many fans had wanted since we got to know Jack. Seeing it was bittersweet, but it was also important.

The moment didn’t last too long. There was a lot of focus on the Winchesters and Castiel dealing with Jack’s loss, finding a way to save him, and the Cosmic Entity showing up. However, we got something.

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Why it’s the best: This was a moment Jack desperately needed. He never got to know his mom, but he did get to hear about her. In Supernatural Season 13, he asked a shapeshifter to transform into his mom to give him a sense of closure, but we all knew the real deal was necessary.

Season 14 delivered on that moment. We had a chance to see so many emotions at once from Jack. There was this chance to see him just be a son. Nothing else was needed in this moment, as the two could bond in a way that had never happened before. Giving Jack a chance to feel this, he knew that he also had a family in Castiel and the Winchesters.

Supernatural — “Unhuman Nature” — Photo: Cate Cameron/The CW — Acquired via CW TV PR
Supernatural — “Unhuman Nature” — Photo: Cate Cameron/The CW — Acquired via CW TV PR /

2. The road trip

When it happened: When he knew that he was dying, Jack decided to take a trip to see the world. He wanted to experience as much as possible. Dean wasn’t going to let him go alone.

Throughout “Unhuman Nature,” the two went on their road trip. It was only a short one, as it was cut short with Jack’s real wish to experience. He wanted to go fishing with Dean.

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Why it’s the best: I don’t think I have to share too much about why this moment is such a great one for Jack. It’s a moment that says so much about who he is and who he looks up to.

Despite Dean being the one who wanted to kill Jack in the beginning, the two gained a bond that nobody likely expected. Dean was the one that Jack looked up to. The fishing trip was an essential experience and it all came from one conversation Jack and Dean had in the past.

Jack listened to Dean. At no point did Dean tell Jack how the fishing trip with John made him felt, but Jack understood. He showed the empathy that he had, despite everyone believing that he could be dangerous.

Supernatural Season 14
Supernatural — “Ouroboros” — Photo: Shane Harvey/The CW — Acquired via CW TV PR /

1. Sacrificing his soul

When it happened: In Supernatural Season 14, Episode 14, we got what started off as a monster of the week episode. However, it quickly turned into something bigger. With the monster dealt with quickly, it was clear that it was just a plot to lead to the main story: Michael.

Michael had escaped from Dean’s mind. That led to Rowena being possessed as a way to protect others. However, there was no stopping Michael. Despite knowing it would destroy the rest of his soul, Jack used his powers to completely destroy Michael.

Why it’s the best: This is one of my favorite Alexander Calvert moments, but it’s also my favorite Jack moment of Supernatural Season 14. This moment delivered Jack’s sacrifice. We’d seen Sam, Dean, and Cass sacrifice parts of themselves or their lives for each other and for Jack. This was Jack’s chance to step up.

He knew that he’d likely burn off his whole soul. Yet, in this moment, with his proud “I’m a Winchester” moment, he made it clear that it didn’t matter. Protecting his family and protecting the world was all that mattered.

Next. 5 best Castiel moments in Supernatural Season 14. dark

What was your favorite Jack moment in Supernatural Season 14? Share in the comments below.

Supernatural Season 15 premieres on Oct. 10 at 8/7c on The CW.