He took a shot in the arm from Brennan, but was saved by a bluff created by Michael. However, the deals were facilitated by Tyler Brennen as a trap in order to leverage Michael's skills for a job. Nate was working on closing some important business deals with some big players for expanding his limo company. When it was later revealed to the organization that Michael was also marked for death, the organization agreed to have Nate released with his record wiped clean. He then got arrested for fraudulent charges originated by Carla's organization due to Michael's meddling into their operations. When their mother pointed out Nate worked very hard on this, Michael didn't believe it would work, only to be ashamed after hearing from his mother that Nate's business is actually doing very well since he opened. Towards the end of the first half of the season, Nate announced to Michael that he's opened a new limo company in Miami using Madeline's house as collateral to start it up, something that made Michael believe he'd screw it up, which left Nate storming out after he made that point. Afterwards, he reveals that since Michael helped him clear his old debts, Nate has been trying to get his act together and stay clean. It's at this point Nate revealed to Katya, the client, that sometimes he can't stand Michael, but never has questioned his actions and has faith in him, which left his mother proud of Nate's actions and told Michael to give Nate a chance. Nate returned to Miami to ask Michael to help a coworker at a limo company he recently was employed at, helping her save her sister and several other women from Russian mobsters. After hiding out at Nate's house for a while, Michael asked Nate to take the Charger to Fort Lauderdale with their mom away from Michael's eventual captors. In the season finale, Nate saved Michael's and Fiona's life from some drug dealers by using his truck as a distraction to keep them away. Later on, he made a questionable investment into a client's scheme into recycled titanium but dropped it after realizing how stupid it was. Nate's attempts to get into the same business of "helping the desperate ones" backfired on him, causing him to ask Michael for help again. After locating the family friend's daughter, Nate assured Michael the loan sharks wouldn't harass their mom any further. After scaring away Jan long enough for Michael to recover from his wounds, Nate patched him up and Michael gave him half of the payment from the job. When Nate tried to break into Michael's loft, Michael raced to stop Nate from tripping the booby trapped door, only to be shot by Czech assassin Jan Haseck. He owed money to loan sharks in Miami, so he asked Michael to help him on a job to locate an old family friend's daughter. Nate was recovering from his gambling problems. He eventually got in trouble with loan sharks due to his constant debts. He became a compulsive gambler and a con artist, having used 10 of Michael's credit cards and maxed them out to pay debts, invest in many schemes, and even bet on the horses. However, after Michael left for the Army, Nate began to get himself into trouble. Growing up, Nate felt like he in lived Michael's shadow, but notably admired his older brother, who was always there to look after him. Nate was the younger brother of Michael, and Madeline's youngest son, who's first word was "juice".
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