Looks like it is split down the middle with my vote at this point!
I have a problem with each of the choices and had to ponder a little before choosing.
With the path I have taken, choosing to pull myself out of the rat race in favour of having a fun life with my family & friends, you would think I went for the comfort. I am always considering the downside of comfort which can lead to complacency, lack of motivation, and the tendency to relax on that escalator and end up at the bottom. Maybe this guarantee would effectively stop the escalator but still.
I have to go with the possibility of wealth. I picture the challenge of conquest, lessons learned along the way, and prospect of accumulating some wealth to be used to help others. Not Warren Buffet level of help but my family, friends and possibly a little further out as the opportunities present themselves.
When friends come up with impossible scenarios where I have to pick something on a desert island, I generally nope out of those because I am too lazy to grind my grey matter frivolously. This is more broad and applicable so it is good to be thoughtful to consider the possibilities and be thankful for the path I hope I am on.
I have much the same connotations with "workless wealth" (comfort in this case), as what is the point of life? I know it isn't just to work, but I think that comfort would breed apathy and lead to lots of wasted time. Working toward something, even if failing, seems like more fun.
It is possible that at some point, these questions will apply to some degree. Keep going, keep grinding, or just settle and relax a bit?
Both. Balance and progress.