When Cameron Ivers is killed in a hit and run accident, Matlock decides to take a closer look at Robinson and Reeves, hoping that if he can tie them to Cameron Ivers' death he'll be able to tie them to Scott Aston's death and clear Cliff. After gathering together a number of people Scott Aston had been investigating who were supposed to be dead, Matlock heads to Florida where he finds Chuck Ratner, and Cliff and Jerri learn that the people are all connected because they all turned down the same kind of life insurance. Matlock continues his quest to lose weight by his reunion, but fires his personal trainer.
Cliff's old college chum Craig Browning is defending Cameron Ivers on charges of vehicular manslaughter, and is being blackmailed about an affair he had to plead his client a certain way. Craig hires Cliff to meet the blackmailer to keep his hands clean, but when Scott Aston turns out dead, suspicion turns to Cliff, who needs to find the real killers. With Jerri's help, they manage to find out that Aston worked for John Robinson and Mark Reeves, two men who frequently like to get one-up on Ivers in the business world, and that the woman Craig has been having an affair with was their secretary. Ben prepares for his fortieth reunion by dieting to fit into his old choral suit.
Matlock and Jerri head out to the beach with Billy and Cliff as Cliff prepares for an upcoming triathlon. Once there, Matlock is surprised to run into retired F.B.I. agent Ed Wingate, who is investigating a case of his own. While Matlock keeps himself busy occasionally running into Ed, Cliff throws himself into the competition, and Billy throws himself at Anita Montrose, the real estate agent who rented them the beach house they're staying at. When one of the people Ed is investigating is found dead, Matlock agrees to defend his old friend.
While Cliff, Jerri and Billy plan to throw Ben a surprise party for his birthday, Ben goes to the city to pick up barbecue. While there, his car breaks down, he's mugged, the phone eats his last quarter ... and by the time he is rescued by activist Stan Johnson and returned to his car, it's half-stripped and they've stolen his barbecue. Matlock is very impressed by the young man, and when he's accused of trying to kill the landlord of the apartment complex he lives in, Matlock steps in to defend him and to stand up to the landlord, who is a very respected man in the legal community.
Matlock is the unlikely witness when a boat blows up killing Judge Michael Sterns. Had it not been for Ben's sea-sickness, he would have been on the boat. Convinced that someone was out to get him and not Judge Sterns, Matlock, Cliff and Jerri take a look through some of Ben's old cases to find out who did it, and Matlock takes on the case of the man accused of the crime, a former lawyer who had been disbarred for jury tampering exactly five years earlier.
Katie Clark is a hot new prosecutor in town, fresh from St. Louis, but originally from Atlanta. Her first case involves prosecuting a building contractor who has been accused of murdering one of his employees, who just happens to be Clark's former lover. Despite his reservations about Clark prosecuting a former lover, Matlock agrees to let her continue on the case, impressed by her desire to not allow her personal past with Gibson to affect her judgment.
Julie returns to Atlanta from L.A. for a legal conference, and when a former snitch calls her to the jailhouse and admits that she lied, Julie convinces Ben to defend the man, an admitted thief who had one cardinal rule...never break into a house when anyone is home. After Jerri talks with Susan Kellogg, a woman who lost her daughter to a hit-and-run driver around the same time that Brenda Chaney was murdered, Matlock realises there may be more to this case than meets the eye.
When Cliff's friend Fred is accused of murdering Melissa, a woman he met through the dating service Perfect Harmony, he and Matlock take the case, and Jerri goes undercover to investigate. She sets herself up as one of the datees, much to the frustration of a loca police officer. Unfortunately, she has better luck than she hoped, as one of her dates is a killer in disguise.