A letter from Doug's school arrives addressed to his parents./It's the day of the big football game against Bloatsburg and Doug is snared by Coach Spitz who mistakenly believes Doug possesses a "golden toe" for kicking.
When Doug is impressed by Mr. Bluff's gifts to Beebe, Phil feels pressured to make more money and decides to start his own company./Doug inspires a case of hero worship in a little misfit named Todd and is embarrassed by the boy's attentions.
Doug is nominated for class treasurer, and when he finds himself against Willie White, the mayor's son, he starts making campaign promises he knows he can't fulfill in order to win./Doug beats Patti in a bowling match, and Skeeter tells everyone about it.
Doug and Skeeter go digging for artifacts when they get an assignment to research Bluffington's history./When Skeeter scores high on an intelligence test, he starts spending less time with Doug and more time thinking about college.
All of Doug's friends have cool bikes, but Doug hates his until he discovers that someone has stolen it./Doug and Judy blow their big chance to stay alone while their parents are on vacation and instead are cursed with a notoriously strict babysitter.
A sack of money falls from a speeding car and Doug finds it. When Doug discovers who the real owner is, he must decide what to do with it./Theda invites Judy's new boyfriend over for dinner, but Judy is embarrassed by her boring family--especially Doug.