Phyllis Diller and Gypsy Rose Lee in The Pruitts of Southampton (1966)

Based on Patrick Dennis' novel House Party, this series ran for one season on ABC. The premise was that the Pruitts were broke, but because of their status and position, they were allowed by the IRS to keep their home and maintain the facade of wealth in order to protect the local economy. Behind closed doors, however, they had to maintain the house themselves, leading to many jokes having to do with Phyllis' less than stellar homemaking skills.

Above is the promo for the show, uploaded to YouTube by ohbutyes.

This is the opening credit sequence, uploaded to YouTube by TuneTV.

And here is one of the episodes - they were broadcast in color, but some syndicated copies are in black and white. This episode is from later in the run, after the name of the show was changed to The Phyllis Diller Show. It was uploaded to YouTube by dentelTV1.

Obscurity factor: 3 (somewhat notorious, known to Diller fans, not on DVD, partially available on YouTube)