This is a rhyming word ladder.
Most people will have to work forwards and backwards to get all ten words.
The old adage says to do this again.
Add, one make a city of fame way back when.
OY becomes IP and you'll have a nice fall.
Change I to A and you'll catch it all.
Insert an M: make an invention of Chaplin.
Change T to C and with pain you'll will be grapplin'.
Replace second with H: a winner for sure!
Lose second to last: you'll want balm for a cure.
Drop the H to make something to go on your head.
Change one and an adage will leave this thing dead.