Since it is sheer impossibility that I would have all the money I needed..., I have never given it a proper thought. I know that I don't want to win a lottery (I don't play) because as I know most winners usually end up being worse off than they were before "winning".
I'm a firm believer in the principle "You gain when you lose and you lose when you gain".
I've lost enough to realize that this principle is true, regardless of how counter-intuitive it sounds. But have I lost enough to lose the fear of l losing? No, not nearly enough.
But in case of "if money was, indeed, no object" - they would become "a subject" in a drama "Nothing is ever enough" - the more I have, the more I want.
The question becomes then "How much will it be enough to have freedom to do what one wants to do?" Which in my case would translate "How much do I need to be comfortable spending time to figure out what it is that I actually want.
For that - I would need (correction: I would like to have) - a comfortable place to live (an apartment will do), a mode of transportation in order not to depend on public transit and its limitations and a few pieces of modern technology like a computer, a phone and such...
That would be my first thing - get a place to be comfortable enough, but not remote from the city or the people.
Will my modest wish provoke a monstrous appetite? It might.
[Just as I was rereading the post before pressing "submit answer" - I remembered "Oh, I need to fix this, and, oh, I need to fix that... and my son would probably would ask for... and maybe I need to spend on his education, vacation and ... well,... give me another day and that list will be a few kilometers long].
And, and, and... I would be able to afford dancing, and, and, and I would be writing, and, and, and, I will hire help to take care of mundane things like cleaning...
Does it sound about right?