Comment by WalterBright

Carlin was a comedian, not a finance person.

Having deep pockets simply means that you lose a lot more money when following money-losing strategies.

Most of these schemes are hare-brained because they do not take into account the time value of money nor the costs of having vacant investments that are not generating revenue.

The way businesses make money is by buying an asset and then immediately putting that asset to work generating revenue.