When the financial realities of Greg's unemployment sink in, Dharma takes on a slew of new jobs and makes a deal with the devil to make ends meet: she accepts covert checks from Kitty in exchange for expanded mother/daughter-in-law time spent together. Only when Edward takes Greg to a high-power suits party while Kitty takes her to the opera to see ""Faust"" does Dharma come to her senses and rush back just in time to prevent Greg from accepting a corporate job.

Greg decides his life's fulfillment lies on the professional golf course, but Dharma isn't so sure if she should let him play through, given that Greg's journey of self-discovery may mean relocating to Scotland.

Finding that Greg is overwhelmed with paper work (and that her own efforts to help only lead to desktop carnal encounters), Dharma determines to hire him a first-rate legal secretary. She tries to get pointers from Greg's former secretary Marlene, but discovers that Marlene's only real skill is in dodging work. After submitting applicants to a battery of tests, both skill-related and New Age, Dharma finds the perfect secretary: the intelligent, caring, spiritually centered Kim -- who also happens to be a former fashion model. Despite Jane's skepticism, Dharma insists she trusts Greg completely and goes out of her way to throw Kim & Greg together, going so far as to have her accompany Greg to a dance with Kitty and Edward while she goes to a Smothers Brothers vineyard jamboree with Abby and Larry. When the car brakes Kim supposedly had serviced fail, Dharma's trust looks like a fatal mistake...

When Abby objects to being president by acclamation yet again of the educational co-op, she impulsively nominates Dharma to run against her, and both women are nonplussed when Dharma is instantly elected. While Abby tries to be supportive, Dharma sets about making changes, which backfire, convincing her that Abby is sabotaging her. Meanwhile, k.d. lang asks Greg for a small legal favor which quickly goes to Greg's head.

In the fourth-season opener, Abby's plans for the new baby rattle Dharma, because Abby's admission that she and Larry made mistakes raising Dharma – like letting Timothy Leary babysit – threatens Dharma's memories of her childhood as idyllic. When Abby's pregnancy is threatened by complications, Dharma feels obscurely responsible, until a visit from the spirit of her dead friend George sets her straight. Meanwhile, Greg's advice helps Pete and Jane make a move to repair their crumbling marriage: they announce they are getting divorced.

Abby's labor is a real pain for Dharma when she must share midwife duty with a celebrated author well-versed in childbirth. Meanwhile, Larry's also acting like a brat, after Kitty and Edward present the expectant parents with a new van.

Dharma regretfully taps into her hidden anger and a penchant for boxing when a woman challenges her to a barroom brawl. Meanwhile, Larry takes his familial relationship with the boss for granted.

When Dharma and Greg disagree about playing role model to their young college friend Donald, they decide to experiment with independence for the first time since their marriage began. When things finally get really tense, only an obscure dream and a visit from Abraham Lincoln can close the divide.

Dharma's paranoia reaches a new height when she discovers her own prejudice against little people.

Dharma drags Greg to a kooky couples counselor after he finds a lost love letter from her old college tutor. But when she refuses to avoid her other man, Greg takes a stand that could cause a parting of ways for the mismatched pair.

Dharma decides that her accident must be a manifestation of the universe shuffling her cosmic deck of cards so that she can help people—from the hospital, physical therapy, insurance company, etc.—whom she otherwise wouldn't have met. Yet while Dharma loves giving help to others, she's not nearly as fond of accepting it for herself, even when she's in a wheelchair. Meanwhile, Greg deals with an insurance problem—the company has paid them twice by mistake, but won't listen to his attempts to explain.

Animal-rights activist Abby bans Greg from the Finkelstein home when she learns he and Edward are going fishing.