In the middle of a company brainstorming meeting, high of quaaludes, Donnie remember his old school friend, Steve Madden, and his successful show design company. Steve is looking to go public, so they jump on the chance to raise the stock level high, and Stratton Oakmont (Jordan's company) makes $20million in the space of a few hours.
This brings them to the attention of Agent Denham and the FBI. Jordan is told to avoid them and lie low, but can't help inviting the agents to his boat, and fails in an attempt to bribe them.
Jordan and Donnie need to keep their money safe, and use a Swiss Banker to hide the funds -- and Naomi's English Aunt to act as the mule.
Donnie wants in on the action, and meets with Brad to hand over his cash, but they get into a fight. The cops show up and arrest Brad. Donnie knows he messed up, so that night gives Jordan his secret stash of rare quaaludes - but they fail to kick in.
Jordan receives a call that the Feds have bugged his phone and goes to the country club to talk to his lawyer - where the drug finally kicks in. He hears from his wife that Donnie is on the phone to the Swiss bank, all stoned, and asking about his money. He races back to his house to stop him, but it's too late.
Jordan's family tell him to step down as Director of the company, and he holds a company meeting. During his speech, he changes his mind and the employees celebrate.
Later, Jordan and Donnie take their wives to Italy - but hear first that Steve Madden is dumping his stock, then later than Naomi's Aunt has died. They need to get to Switzerland immediately to rescue the money - but sail into rough seas and the boat is completely sunk. Even the rescue plane crashes and those onboard die. Jordan has a wake-up call and sobers up.
While shooting an infomercial, Jordan is arrested - it turns out the Swiss lawyer was picked up for something else, and ratted Jordan out. Jordan's wife leaves him and takes the kids. He is forced to wear a wire, but sneaks a message to Donnie to warn him - although Donnie in turn deletes all evidence about himself, and the note makes it way back to the FBI. Jordan is to serve 36 months.
As it ends, Jordan is at a seminar in New Zealand, where he asks members in the audience to pitch to him - to start by selling him a pen.