J thinks he hit the jackpot when he goes to work for a computer genius. Sheri gets to edit her first book.

J meets an older woman and begins dating her. Unknowing to him, she's Logan's mother and Logan discovers them in bed together. Logan claims that it doesn't bother him, but he has J doing more work. It's not until Logan's mother finds out that J's suffering comes to an end as does thier relationship.

J creates his own boy band, the Macho Five. It backfires in his face when the group dumps him and makes Gordon a member.

J tries to match Logan up with the new intern.

J tries to help some of his coworkers with dating by offering them tips. He also discover that Melissa is getting married after he sees her with a wedding wing. He realizes that he loves her and proses to her. Melissa agreeds and reveals that the ring was her girl friend'd ring for her marriage.