Herman has to decide whether to take advantage of Connie's break-up with Jay to express his own feelings, or provide her with a shoulder to cry on.
Herman becomes enmeshed in a web of lies of his own making when Meredith, a former classmate turned woman reporter, shows up to do a "Where are they now?" story on Herman's less-than-stellar life.
During a party for Mr. Bracken, Herman drinks a bit too much and gets in over his head when he has to give a speech praising his boss.
When Louise's newest relationship goes sour, Herman ends up comforting her and Louise gets the wrong idea; Herman has to figure out a way to let her down gently.
In this play on the movie "Fatal Attraction," Herman has a one-night stand with a woman, Yvonne, who turns out to be more then a little obsessive.
Herman, who is tired of being considered "sweet," seeks to be more red-blooded. When an Executive Vice President of the company is sexually harassing Heddy, Herman punches him out.
Herman's relationship with his brother Stan has never been too good, and when Stan and his fiancee Jaclyn visit, things get even worse when Jaclyn starts hitting on Herman.
While working late to finish a project, Herman eavesdrops on Heddy and her date. After finding out he is married, Heddy turns to Herman for solace. They eventually wind up sleeping together in Bracken's office, but don't know how to…
Herman accidentally spills some secrets that his co-workers told him to the others, getting him into trouble with everyone.
Herman gets a new lease on life after almost falling to his death, and sets out to establish a new world record for working continuously until he drops.
Mr. Bracken wants Herman to escort his daughter Susan around, but takes a dim view of things when the two become romantically involved.
After buying a stolen computer, Herman is stricken with guilt and goes to absurd lengths to try and return it.
Herman meets famous Pulitzer-winning writer, Russell Boswell, who Herman admires because of his no-holds-barred pursuit of the corrupt. But when Herman becomes involved in Boswell's own not-so-ethical investigation of a Senator, he has…
Bracken calls Herman into his office to inform him that he is having a heart attack, and leaves Herman in charge of the office in his absence. Meanwhile, Herman's brother comes to town and introduces him to his new fiancee, who makes a…
Herman fills out an evaluation form for Mr Bracken which included some negative remarks. After realizing that his evaluation might have serious consequences on Bracken's career, Herman goes about trying to set things right.
Herman goes skydiving with Mr. Crawford and Jay and writes an article about his experience skydiving.
Herman begins dating attractive model Jennifer, but soon begins to question his good fortune.
Victoria, a powerful female executive at Waterton, wants Herman to become her assistant editor. It soon transpires that Victoria wants Herman for more then that, however.
Crawford insists on the research department going to the Bahamas for a self-awareness seminar...which everyone discovers is an all-nude seminar.
Herman and the others decide to help Mr. Bracken quit smoking by all resolving to give up one bad habit of their own in a show of team support. Unfortunately, the result is that everyone is going crazy, just in time for a corporate…
Louise decides it's time to lose her virginity, and starts checking out her prospects. When there are plenty of men willing to sleep with her, but not treat her as a woman and a human being, Herman tries to convince Louise virginity can…
When Mr. Bracken and his wife break up, Herman sympathetically invites him to stay at his apartment; hilarity ensues as the two become the "Odd Couple" of sorts, and Herman and Louise set out to reunite Bracken and his wife.
When Herman's apartment is robbed, Crawford convinces him to buy a gun for self-defense, but he winds up accidentally shooting Crawford in the chest.
Herman and Jay go undercover to get a story on a princess, but Herman soon falls in love with her.
Another one of the Brooks brood come visiting when Herman's little sister Suzie arrives in New York. Already over-protective of Suzie, Herman's anxieties get even worse when she and Jay sleep together.
Herman is sued by a woman he gave CPR to when he accidentally cracked her ribs, while Jay learns to deal with his sexual addiction.
Herman's former girlfriend Rebecca wants to renew their relationship...for the purposes of getting him to help in artificially conceiving a child.
Herman tries to halt Heddy's wedding because he realizes that she does not love her fiance, and because he realizes that he still has feelings for her himself, and if he doesn't act right away, he may never have another opportunity again.
No good deed goes unpunished for Herman once more when he hires Louise's friend as an office intern, and she turns around and sues him for sexual harassment.
When even Herman can't find a date for a desperate Mr. Bracken, he turns to Jay for help, with dubious results.
Waterton's sudden death creates a scramble for power, and to save everyone's job, Herman decides to join forces with Crawford - who then involves Herman in a secret campaing to eliminate the competition for control of the company.
Herman becomes involved with Julia Campbell, a rather opinionated woman who immediately clashes with Jay over his misogynist views.
When Herman's one-time girlfriend (and Bracken's daughter) Susan returns to town and wants to start up their relationship again, Herman has to choose between her and his new girlfriend Elizabeth.
Elizabeth becomes suspicious when she finds out Herman is working undercover as a dating show contestant, believing he might be tempted by other women.
Herman and Elizabeth decide to move in together, which prompts no end of arguments over shared space, priorities, etc. Finally they decide to break up.
The office workers go on a trip to the Bahamas - Herman has to deal with Elizabeth, who happens to be on board, while Louise gets to indulge her long-time infatuation for Davy Jones of the Monkees.
Herman must overcome his fear of public speaking, when he is forced to give a speech on the topic of Research in the 90's, at a company meeting.
Herman and Heddy are stranded on Christmas at Louise's parents' place, and the Fitzers drive Louise crazy.
Herman messes things up yet again and sets Louise up with John, who turns out to be a married man...but Louise doesn't figure it out until she is deeply in love with him.
To save Crawford's butt, the gang has to pull an all-nighter to get him out of a jam. Herman and Heddy, Bracken and Crawford, and Louise and Jay end up pairing up and each learn something new about the other on an intimate personal level…
When Louise and Heddy strike back at their obnoxious new boss, Herman gets caught in the middle.
Still recovering from his break-up with Elizabeth, Herman gets set up on a blind date, while the rest of the gang play poker.
When Herman hosts a Valentine Day's party, everyone gets lucky...except him.
Herman ends up sleeping with the aptly-named Eve, and his ""Head"" personalities get a visit from God, or Herman's image of him...as Leslie Nielsen.
Jay gets a visit from his ex-fiance, who stole his heart, and left him standing at the altar seven years earlier. After talking and spending some time with her, Jay's old feelings for her are rekindled, but the question is: will she…
Herman gets a visit from another family member when his his newly retired father visits looking for some company and the chance to rebond with his sun. but Herman doesn't have the time to spend with him.
Herman manages to get Heddy fired for screwing up a report assignment, and then has to go the distance to get her job back.
It's time for a near-end-of-scene flashback episode to save money, as Herman recalls his adventures in New York while deciding whether to stay where he is or go back to his hometown in Ohio to accept a new job.
Herman parties with heavy-metal rocker Lita Ford, jeopardizing a harmonious relationship with his girlfriend.
When Herman starts dating new girlfriend Carin, he initially runs up against tough resistance from her son Brad. Ironically, Herman manages to win Brad over and the two become best buddies...much to Carin's dismay.
To get a story, Herman goes undercover as a woman and discovers a few things about Heddy and what she goes through.
Herman encourages Bracken's niece Rene to become a Fly Girl (i.e., a dancer on ""In Living Color"") - Mr. Bracken isn't particularly happy about Rene's career choice or Herman's involvement.
Herman wants to break up with his new girlfriend Ellen, who convinces him to meet her father - things take a turn for the worse when he discovers her father is none other then his boss at Waterton, Mr. Crawford.
In his eternal quest for the perfect girlfriend, Herman dates Heather, but it turns out she's a tad too hairy for his tastes. Meanwhile, Jay and Louise begin to wonder if they're attracted to each other.
Herman's neighbor in the upstairs apartment drops dead - after the two of them had a shouting match. Compounding Herman's problems, Heddy decides to take the apartment after her current boyfriend kicks her out of the apartment he's paying…
When Jay decides to turn a new leaf and give up his old womanizing ways, Herman tries to get Louise to go on a date with him, but Jay just can't help himself and reverts to type.
Motivational speaker Dick Van Adams inspires Herman...to become a success while stepping on his friends.
Herman's sister Suzie comes back to town and manages to aggravate both Herman (she plans to become a writer) and Louise (since she previously dated Jay). Appropriately, the ""brain"" characters get a new and annoying addition when…
While taking a vacation Herman becomes involved with Aurora, a beautiful model. Nothing ever works out for him as usual, though, when Jay and Louise show up with their own rocky relationship and both looking to friend Herman for help and…
Herman gets to work with Maureen McCormick as she writes a book of Brady Bunch memoirs, getting to fulfill his long-time crush on the actress. Unfortunately, he and Jay almost come to blows when a jealous Jay confesses to a similar crush.
A movie star, who's playing the role of an adventuresome fact-checker in his next film, researches his part by tagging along with Herman.
When Heddy's old rival Heather arrives in town, Heddy asks Herman to pose as her husband to impress the woman. Meanwhile, Mr. Bracken works on his musical, ""Deuteronomy.""
Crawford's girlfriend Stephanie dumps him and goes after..Herman, who finds himself in a bind.
After getting refused for an important writing job, Herman goes up to the roof and ends up trapped with a suicidal nutjob, Bob, when a fire breaks out.
Herman's new girlfriend Lauren is everything he could want, personality-wise, but as always Herman isn't happy as he obsesses over playmate Miss February.
Herman and Heddy decided to give into their feelings and start dating, but a series of interruptions keep them from consummating their relationship.
Herman decides to give it all up during a tropical vacation and buy a local bar on the island.
The ""head"" characters go into overdrive when Herman tries to get a good night's sleep the night before a high-pressure meeting.
Herman finds himself attracted to Lil the copy girl, but she doesn't return his feelings.
Herman breaks up with his newest girlfriend Sarah, but sees her a little later and tries to get back together with her.
Herman becomes involved with Sandra Clayton, who is running for the Senate, but when the tabloids get hold of their relationship Sandra has second thoughts.
Herman is hit by a taxi in an accident and as he lies in a coma his staff friends each remember Herman as they first met him...with each brain character filling in for the emotion the friend first saw Herman acting out.
