Tennessee and Chumley get jobs as plumbers. Their first customer is Rocky Maninoff, who wants them to fix a leaky pipe in his hideout before he returns from his bank robbery, or else. Tennessee and Chumley turn to Phineas J. Whoopee to learn about plumbing.

Stanley Livingston orders Tennessee and Chumley to guard the new dinosaur exhibit. Unfortunately, Howler gets in and dismantles the dinosaur skeletons. They learn about dinosaur bones.

Tennessee and his friends, Chumley and Yak, start a flying service. Their first customer is Rocky Maninoff, who wants them to fly him to safety after a bank job, or else. They learn about flying a plane.

When Chumley's teddy bear goes missing, Tennessee turns private eye in order to find it. They learn about fingerprints (dark and light surfaces).

The boys, Tennessee and Chumley set up a printing press. Their first customer is Rocky Maninoff, who wants them to print counterfeit money for him, or else. They learn about printing.

Tennessee is putting on a play about the Pilgrims called The Romance of Plymouth Rock. Jerboa Jump and Tiger Tornado plan to join the play as Indians so that they can sabotage it. When Jereboah claims that the Indians were not friendly to the Pilgrims, Tennessee calls in Phineas J. Whoopee for help on the history of the Pilgrims.

Phineas J. Whoopee advises Tennessee and Chumley on how to be in shape for the Zoolympics.

On Christmas Eve, Stanley Livingston orders Tennessee and Chumley to guide the arriving tree trimmers to the Christmas tree. Tennessee and Chumley trim the tree with the help of Yakkety and Baldy until the ornaments are destroyed. Tennessee and Chumley ask Phineas J. Whoopee for help on making ornaments.

Following a trick-or-treating on Halloween, Tennessee eats too much candy and dreams that he is in a haunted forest with an evil witch and her goblin servants. They learn about maple syrup.

Wanting ice skates, Tennessee Tuxedo, and his friends, Chumley, Yak, and Baldy try producing an ice show for Sewonya Button (Yak's cousin), but need to learn how to build a rink first.

Washington's Birthday celebration causes the friends to try putting a Liberty Bell decoration atop a zoo tower. They learn about elevators (cab, pulley, counterweight).

Tiger, wanting a better life, pretends to be an extraterrestrial, forcing Tennessee & Chumley into servitude. They learn about spacemen.

Tennessee's cousin Percy is coming to visit. Needing money to fix up their place, the friends rent to Big Bill Bailey with a crafty four-week lease. They learn about leases and contracts, and ultimately learn that Percy can be a demanding guest.

Tennessee buys a barber shop and he and Chumley go to work as barbers. They get Rocky Maninoff as a customer, who wants them to make him a new man, or else. Tennessee and Chumley turn to Phineas J. Whoopee for help in haircutting and applying specific make-up.

The guys learn about termites that are causing the trees holding their hammock to fall. They learn about termites.

An employment agency promises jobs to the pair, but they manage to fail at all of them.

Yak and Baldy build robots to do their work. Tennessee and Chumley turn to Phineas J. Whoopee, who tells them about hearts.

The guys build a car for an auto race, and decide to make and sell copies of the car to pay the entrance fee. They learn about production line manufacturing.

Chumley falls in love and Whoopee tries teaching him about the finer points of etiquette and deportment.