Homer's incessant snoring is keeping Marge awake and the cost for surgery to correct the problem is costly. She moves in with Patty and Selma to get some sleep. The news reports that Marge's former boyfriend, Artie Ziff, is the 5th richest man in America. Patty and Selma convince Marge that she should contact Artie, so they send an e-mail on her behalf. Artie receives the e-mail and reveals his 20-year obsession with Marge. Artie Ziff flies to the Simpson home and takes them for a ride. He then makes an indecent proposal, $1 million for Marge to spend a weekend with him, so they she might find out what life would have been like with him. After another sleepless night, Marge gives it serious thought, after all the money would allow them to pay for Homer's much needed nasal surgery. Marge goes off with Artie and Homer has second thoughts. Artie recreates their senior prom and tries to kiss Marge. Marge leaves Artie and returns to home find out that Homer has left town with Lenny. On the road, Homer and Lenny get a job at oil rig in West Springfield, which is "three times larger than Texas". Bart, Lisa and Marge figure out where Homer's at, but Marge needs help from Artie to find out exactly where he is. With his oil rig on fire, Homer declines rescue, until Artie gives up on Marge. Artie creates a solution for Homer's snoring problem, which at a subliminal level may help Artie with his Marge problem.