Game "Synonym"

[Juliemiracle]

be well-to-do

[tourist]

he's rolling in money or, simply, rolling in it

[Juliemiracle]

tourist,
I think it has already been mentioned in post #41.

[Easy-Breezy English]

Oh, just make it rolling in dough. Did we have that one?
I'm having a hard time coming up with anything that hasn't already been mentioned.

[tourist]

Juliemiracle,
fair enough
I did search for "rolling" before posting, though
anyway
plutocrat or tycoon

[Easy-Breezy English]

plutocrat

For being rich? That's so mustang of you.

[Juliemiracle]

I did search for "rolling" before posting, though
anyway

I agree, I also came across this one in the continuous form only.
As for this,

plutocrat or tycoon

asked IrinaS in post # 33 if we can change the form of the word, and she said no in post # 35 if the original phrase wasn't a noun phrase.

[tourist]

Easy-Breezy English,
don't you mustang me !

what about
laughing all the way to the bank.

[Easy-Breezy English]

Ok, last try:

feather one's nest

We should get Beaver involved. He'll probably think of a hundred more of these off the top of his head.

[tourist]

having more money than sense

[Mary May]

made of money

[Juliemiracle]

Mary May,
has already been mentioned.

[someone]

Top dollar

[Mary May]

Mary May,
has already been mentioned.

My bad (
What about these two: old money///nouveau riche?

[QwestDay]

IrinaS, It seems to me, we have a winner.

[IrinaS]

QwestDay, Exactly! Mary May, It's your turn!
(P/S/ Было бы неплохо, если участники будут добавлять небольшие комментарии к тем словам, выражениям, которые не очень часто употребляются. Для просвещения незнающих так сказать. Ещё раз, это просто пожелание, никакое не условие )

[Mary May]

Okay, then. Let's try the opposite:
being poor/having no money...

I'm broke.
(informal, not before nouns)

[Aksamitka]

impoverished (formal)
(to impoverish sb - impoverishment)

[QwestDay]

penniless

[Aksamitka]

destitute

[QwestDay]

hard up (informal)

[Aksamitka]

economically disadvantaged

[QwestDay]

impecunious (formal)

[sava2019]

to live from hand to mouth

[Mary May]

be in the red
(It's when you're overdrawn)