History Creator / JacksonLennon

* NobleMaleRoguishMale: When paired with Jordan. Jackson is the well-spoken Noble, while Jordan is the slightly rougher Roguish. Notably Jordan has a thicker North Dublin accent and often plays a GutturalGrowler.

* TriangRelations: He once had to do a video debunking a rumor that he was in a polyamorous relationship.

* WhatTheHellIsThatAccent: To those who don't know the difference, his accent might sound a bit strange. He has a variant of a Dublin accent (he's from Finglas, which is North Dublin) that can often sound like a blend of Irish and American. Additionally, he moved around a lot as a child, which would affect one's speech patterns.
* YouGottaHaveBlueHair: He's dyed his hair red, blue and blonde over the years.

* QueerCharacterQueerActor:[[invoked]] He plays a trans man in ''Teen Life'' and his upcoming ''Boxed In''.

* TransTribulations: Several videos are devoted to his dysphoria and encountering transphobia in real life.

* DisappearedDad: He's spoken multiple times about how his father was never really around, and they barely talked, but he would often try to pretend he was involved for the sake of publicity.

* HomophobicHateCrime: Devotes a video to him being verbally attacked by a group of teens who thought he was gay simply because he was excitedly dancing to a song.

* NerdGlasses: Can be seen wearing them in several videos.

* NoBisexuals: Subverted. He initially thought he was gay but then realised he was bisexual.

* YouGottaHaveBlueHair: He's dyed his hair red, blue and blonde over the years.
* YoungerThanTheyLook: Looks like a twentysomething but he's only nineteen.

His brother Jordan, who appears in many of his videos, is also an actor and filmmaker - and the two created ''WebVideo/TheNutters'' together. But as you can see on the ''Jaylen'' channel, they've gone onto bigger and better things.

He first joined [=YouTube=] in 2016 initially under the channel name ''It's Alfie'' at the age of fifteen. As a {{Transgender}} man, videos were initially a mixture of SliceOfLife content and documenting his transition - as well as attempting to debunk a lot of myths surrounding trans people. The channel was renamed ''Jackson Miloh'' and eventually ''Jack's Journey''.

* YouGottaHaveBlueHair: He's dyed his hair red, blue and blonde over the years.

* OldShame:[[invoked]] The web series ''Teen Life'', which was an attempt at a hard-hitting TeenDrama tackling issues a la ''Series/ThirteenReasonsWhy'' - but quickly got destroyed by critics for its laughably bad writing and tone more akin to a PSA than an actual story. Not helping matters was the director withholding pay from a lot of talent and crew members, meaning the experience was miserable for everyone.

He first joined [=YouTube=] in 2016 initially under the channel name ''It's Alfie'' at the age of fifteen. As a female to male {{Transgender}}, videos were initially a mixture of SliceOfLife content and documenting his transition - as well as attempting to debunk a lot of myths surrounding trans people. The channel was renamed ''Jackson Miloh'' and eventually ''Jack's Journey''.

* VocalEvolution: His voice has deepened considerably since 2016.

* ArtistDisillusionment: He grew dissatisfied with his channel in 2020, feeling he got into a bad habit of posting mediocre content just for views and likes - and rebranding as ''Jaylen'' was a way to transcend that. He did of course return after having a realisation that he could still do both.

* TomHanksSyndrome:[[note]] With regards to his film work, ''The Nutters'' and its ChristmasSpecial were comedies. He next directed a bleak gang story called ''Poisoned Minds'', and then a short about suicide called ''Listen''. He also lent his hand to a horror film called ''Blood on the Bark''.