A Yorkshire expression:
The busiest man in town is the one who works for nowt
Another expression is:
Clogs to clogs in three generations
By way of explanation, clogs are worn by the poor and grandfather starts a business and it is a success, his son builds the business and becomes wealthy, the third generation has no real interest in working but is arrogant enough to believe that they need no outside help and makes a hash of the business which fails.
This happens all too often
...... And in the modern world
The optimist sees a glass 1/2 full
The pessimist sees a glass 1/2 empty
The Excel user sees January 2nd