Robbie and his friend start a business for home repairs and chores in order to make money to go on dates. Chip decides to start his own business for babysitting so he can buy a new bike. Sometimes the clients overlap the two businesses.
Steve invites the teenage daughter of a friend to stay with the Douglas' while her father attends to business in town. Unfortunately, other than Steve, the other family members have plans. Steve has to entertain the teenager himself.
Mike's college holds a beauty pageant and Mike is selected as the judge. During the days before the pageant, all the women approach Mike to show him their talent. Mike has more problems when his girlfriend enters the pageant.
Robbie wants to go steady with Linda, but Linda's mother does not approve of her daughter getting involved at her young age. Linda's mother talks to Steve to try to end the relationship. Steve and Paulette start their own relationship.
Mike is smitten with an attractive model who's been hired to oversee a college fashion show. When he finds out she loves classical guitar music, Mike fakes his way through a song on Robbie's scratchbuilt guitar that he claims he built himself in an attempt to impress her while Robbie cues up a phonograph record outside.
A business trip to Rome does not interest Steve. Since Steve has does not turn down work trips before, the boys try to find out why this is different. Bub tells them it is where Steve and their mother once vacationed.
Steve becomes the tutor for the members of Robbie's wrestling team so they can improve their school grades. When several boys develop a contagious disease, the house becomes quarantined. Bub cannot leave to go fishing and he is upset.
Robbie convinces his current events club committee to have an old fashioned dunking machine booth at the school carnival after Bub comes up with the idea. Meanwhile, some of the other clubs have booths featuring atom smashing, space capsules and computers.
Steve is torn between family life and work. He promised to attend a baseball game in the afternoon, and has a date in the evening. His work called him and told him he is needed to help with engine maintenance.
Bub enters a contest and wins the top prize. He finds out he won $2,000 and the services of a proper butler for two weeks. Bub finds it hard to be pampered by a butler, and the butler finds it hard to adjust to the activity of the Douglas'.
Robbie's economics teacher teaches the value of money and uses the stock exchange as the assignment. Each student gets fictional money to see if they can increase their investment. As Robbie follows the stocks, Steve thinks he has talent.
Robbie tries to get a girl at school to go out with him. She agrees on two conditions: they go to a fighting match and he finds someone to go out with her aunt. Bub has tickets to the sporting match, and he is available for a date.