Airdate: 1989
Bert and his friends help Lady Baden-Baden raise funds for her society by participating in a bachelor auction. Meanwhile, fed up with their boss's mistreatment, the Pigs hire reporter Barbara LaFrum to ruin Cyril's reputation.
The Headline Hunter! contains examples of:
- Continuity Nod: Posters of Woodchuck Berry and the Great Tromboni can be seen in the Blue Spruce Cafe, referencing their previous performances there.
- Epic Fail: Bert only manages to raise $1.50 because the only person who bids on him is a little girl who he had to lend the money to.
- Furniture Blockade: Cyril blocks the door to his room on the cruise ship with the available furniture to keep Barbara LaFrum from getting in.
