I don't think making money or being paid for the job you do is the issue. I think what the main motivation is the issue.
For example I had a career change in 2003. When my old employer called me to help them at a project at 2008 , I said yes because I wanted to help them , because I wanted to be a part of the project, because I loved them, they were my friends. Did I get paid for the job I did? Yes , but money wasn't the reason. It had absolutely no effect on me saying "yes".
Similarly I think the people would expected Jennifer to say "Absolutely I would like to be a part of Michael's comeback if that happens" and not say "why not? the money is good".
Also it kinda makes it hypocritical to criticize Estate with "$" signs, if her own motivation was also "good money".
But then, why would we expect her to say "I would definitely want to be a part of Michael's comeback"? Because it's Michael, so everyone must jump up to the roof and forget about compensation? Her response about money was blunt. However, I don't see how that made her a greedy person who just thinks about money. Let's be real here. We all work to get paid. Playing guitar is not her hobby, it's her profession. It's a skill that she relies on to make a living. While money is not my biggest motivation, it's a lie if I tell you money is not a big motivation of mine.
Her tweet with the "$" sign was about posthumous release, while her comment about "good money" was about live performance. Working for good money and releasing posthumous release are two different things. Some people think posthumous releases are "money grab" in nature. I don't blame Jennifer if that's what she thought.
In my book, a hypocrite is like Newt Gingrich. He condemned President Clinton's flirtation and inappropriate behavior with Monica Lewinsky while having an extramarital affair with a younger woman himself at the same time. He publicly promoted the importance of "family value" while cheating on his wife the same time. If Jennifer released some sort of posthumous release herself and profited from it while criticizing the Estate, then she's a hyprocite. Thus far, I don't see any evidence that contradicts her tweets.
Again, I don't know her. I just don't see what she has done that deserve the snarky comments from fans. She didn't approach fans. It's fans who reached out to her and asked for her comments and opinons. Yet, once she said something that didn't coincide with our expectations. The trashing started. This is not something pleasant to see.
It's not the money comment that bothers me it's the playing with kiddies comment that does.
How many times have you heard Michael said he enjoyed playing with his children? So, it's totally okay if it's coming out from Michael's own mouth. Yet, it's problematic if the same thing is said by others?
I really don't get why you are bothered by it.