Ed takes his friend Bob's controversial case when he learns celebrity lawyer Siringo wants to replace him. Mike tries to quit but Dr. Jerome holds him to his contract. Warren thinks being the class clown will make him popular.
Ed is hired by Kaye Pazzuti to watch her husband Ralph for two days in a fidelity situation. Carol and Dennis finally talk things out and begin a relationship but Ed gets hurt. Warren and Jessica go on a bad date.
Ed defends Kate who is accused of stealing but she claims for a good cause, against a politically ambitious prosecutor. Ed also starts a relationship with Kate. Carol gets Nancy hired as a teacher but it doesn't turn out well.
Ed and Carol disagree about reuniting Ed's high school band to play at a funeral of the bands songwriter; Molly tutors Phil in chemistry so that he can pass his G.E.D. exam; Warren spends an enchanted week dating Jessica and commemorated the event with an infinity tattoo.
Ed meets a new woman Jennifer who encourages him to do crazy things and he believes they have a connection. Molly is devastated to learn Jim is married. Warren has an unflattering video of Carol and wants to broadcast it.
Ed helps mild mannered attorney Barry Glerp take on a huge trucking firm disrupting the quiet town. Dennis gives a too honest critique of a story Carol wrote. Molly won't listen to Jim's explanation of his marriage.
Mike's casual attitude at work leads to a sexual harassment suit and he doubts Ed is the lawyer for him. Carol tries to write an interesting article for the local paper but finds only normalcy. Phil strikes because of Ed's take home food policy.
Ed is excited about getting a second chance at a crucial basketball shot he missed in high school. Phil tries to help facilitate a relationship between Shirley and Jack. Molly finally ends things with Jim after seeing him with his wife.
Ed is estatic when asked to coach the high school quiz bowl team. Carol asks him to pay special attention to Gary who has low self esteem. Dennis starts drinking again. Phil promotes fight night at the bowling alley.
Ed makes a drastic move to derail Dennis and Carol's relationship when they are planning on moving in together. Warren wants to ask Diane out but now has competition from Mark. Dennis makes a point concerning a student election.
During the end of school year carnival Warren handles Mark and Diane's dating immaturely. Ed and Carol get stuck on the ferris wheel and discuss their feelings. Phil tries to rig the Stuckeyville talent competition so he can win.
Carol is upset with Ed over kissing her when she's about to leave with Dennis. Ed takes the case of Jack Carmichael, who's being prosecuted for conning people including Mike. Kenny bowls a perfect game, quits and leaves town.
Ed and Carol spar about her upcoming wedding, Ed trying to convince her it's a big mistake. Diane enters the Miss Stuckey pageant and plans on reciting poetry. Eli is hired to replace Kenny, which leads to major issues with Phil.
Ed leaves town to avoid the run up to Carol's marriage. Nancy is given the challenge of problem student Johnny to get the counselor job. Carol gives in to Dennis on a wedding detail and starts resenting it.
Ed steps in for Eli in an upcoming jitterbug contest. Warren protests the concept of the SAT tests and tries to lead a boycott. Carol breaks the news of her engagement to her father Richard but he has a surprise of his own.
Ed is hired by a radio team Desmond and Curtis to help them but things get worse things due to Carol. Mike and Nancy go to a counselor to deal with minor annoyances. Carol and Ed face a friendship crossroads because of the wedding.
Ed is suprisingly going to be best man for Dennis and lets Phil plan the bachelor party. The two rivals for Carol get along briefly at the celebration but they revert to form at the pie shop the next day.
Ed, with Jennifer's encouragement, plans on riding a horse into Carol's wedding proclaiming his love. Warren meets older Stella and thinks it might lead to a big moment. A remark from her father gives Carol pause about marrying.
Lloyd is back but needs Ed's help because of his involvement in a pyramid scheme. Ed agrees but this might be the the breaking point with his brother. Concern for Mark's health grows after his father has a heart attack because of his weight.
Ed is upset when a new lawyer in town encourages neighbors to sue each other and develops a crazy scheme to end the animosity. Carol tells Molly to go for the principal job. Phil intends on being the new diet sandwich king.