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Jay Holstead (Chicago P.D)
Jay Holstead is the protagonist character in the Chicago PD series, based in Chicago, Illinois in which he is portrayed by Jesse Lee Soffer. Soffer is an American actor who started his role as Jay Holstead in January 2014. Jay Holstead has been part of the Intelligence Unit with Hank Voight as lead officer. Jay Holstead was a former Ranger in the United States Army where he learned which currently help when covering his intelligence team in battle. Jay is a partner and finance to Hailey Upton who is also a member of the intelligence unit. Jay Holstead is a very serious character. He is respected amongst the intelligence unit for his work ethic and combat abilities. He is shy but is protective over the ones he loves. He shared limited information about his past before joining the intelligence unit until being engaged to Hailey where he begins to share a bit about his past and his horrific experiences being a sniper in the United States Army overseas.
 * 1.0 Background (Early life)
 * 1.2 Family background


 * 2.0 Show history
 * 2.1 Season 1
 * 2.2 Season 2
 * 2.3 Season 3
 * 2.4 Season 4
 * 2.5 Season 5
 * 2.6 Season 6
 * 2.7 Season 7
 * 2.8 Season 8
 * 3.0 Romances
 * 3.1 Erin Lindsay
 * 3.2 Hailey Upton


 * Friends
 * Antonio Dawson
 * Hank Voight

Background
Family Background

The Holstead family was born and raised in Chicago, Illinois, Jay has a brother named Will Holstead who is a doctor (Chicago Med). The brothers attended Catholic School before Jay enrolled in the Army and Will went to school to become a doctor. Jay and Will had an extremely close bond but neither son had a close relationship with their father Pat.

Show History
Season 1

In Season 1, Jay and Detective Erin Lindsay are partners in the intelligence unit. Jay discovers information about Lindsay's past and her relationship to Detective Hank Voight. Jay's friend Antonio who is another member of the intelligence team was shot, was in extremely bad shape but was going to and survive the shooting.

Season 2

In Season 2, Jay survives the assignation attempt while protecting his bartender friend, Maddy. Jay and Lindsay had a sexual encounter before they had to get to work--changing the dynamic between them in a team setting and Jay's relationship with Voight. At the end of the season, Detective Lindsay goes through a hard time with the death of someone she knows named Nadia. She turns to alcohol and drugs.

Season 3

In Season 3, Jay attempts to make contact with Detective Lindsay after she leaves Chicago PD. Relationships within the team had previously been against policy but Jay wanted to get an update on Lindsay's well being so he approached Voight in hopes that he could get some answers. Lindsay returns but Jay has other love interests at the time to which Lindsay acts jealous towards.

Season 4

In Season 4, Jay and Erin's relationship gets more more intense as they want to be in each others lives. Jay is upset with Antonio's news about leaving the unit. Jay wants to propose to Erin but was forced to leave Chicago PD when she got an offer from the FBI.

Season 5

In Season 5, Jay is accused of shooting and killing a child in a shoot out. Jay experiences PTSD as he voluntarily went undercover for a Ranger. Jay admits to Hailey that he isn't as okay as he thought he was.

Season 6

In Season 6, Jay finds a portrait of himself becoming a cop at his dads house. He was surprised because his dad did not come to the ceremony. Jay goes under cover with a CI and investigates criminal activity that is involved in a card game. He is faced with Matthew Garret, someone he once tried to arrest. Garret begins to taunt Jay.

Season 7

In Season 7, Jay is held captive by a doctor who tries to release an epidemic on the city of Chicago. Jay is rushed to hospital and has surgery. In the end, he survives the shooting and goes back to work but on desk duty.

Season 8

In Season 8, Hailey and Jay hang out before she tells him she was offered a job to work with the FBI. Their relationship begins to develop throughout the season.

Romances
Erin Lindsay

Jay started to develop feelings for Erin Lindsay who is played by Sophia Bush, when they started to work together. After getting to know one another, they started to display feelings for each other. Voight had a rule that anyone on the team were not allowed to have relations with one another. In Season 2, Jay and Erin convinced Voight that their relationship would not affect their work life. They continued to see each other on and off but Erin wasn't as interested when she knew nothing about Jay's past. After Nadine's death Erin left the intelligence unit and turned to drugs and alcohol for comfort. When she returned to Chicago PD, Jay and Erin got back together. Jay attempted to propose to Erin but Erin took a job in New York City at the FBI instead.

Hailey Upton

Hailey Upton is part of the intelligence unit. Hailey is played by Tracy Spiridakos. Jay and Hailey's relationship started off rocky when their cases went against each other. Shortly after, their relationship changed and they became good friends and partners. Hailey suggested Jay get help with his PTSD as he did not seem okay. Jay was badly injured and Hailey was deeply affected and did not leave the hospital until she knew Jay was going to be okay. They started to admit that they had romantic feelings for each other and ended up kissing. At the beginning of Season 9, Hailey and Jay move in together.

Friends
Antonio Dawson

Antonio is played by Jon Seda. Antonio vouched for Jay to be added to the intelligence team. Jay was shocked when Antonio decided to leave the unit. Jay had a short-lived relationship with Antonio's sister, Gabriella Dawson. Antonio and Jay always remained friendly.

Hank Voight

Hank Voight is played by Jason Beghe Jay is always suspicious of Voight's actions but usually goes along with them. Jay '' s romance with Erin Lindsay affected his relationships with Voight because Erin is like a daughter to him. Voight accepts the relationship when Jay promises to look after Erin and keep things professional at work. Voight helped Jay protect his brother from a gunman attack.