All of the issues you've raised can be addressed in the amendment or subsequent legislation. I don't see how they are problems at all. But really the amendment we're talking about is only meant to make it clear that "money as free speech" is NOT an absolute right protected by the First Amendment, and that thus laws can be enacted to limit it. (I don't think that political contributions by HUMAN BEINGS should be banned- but I also don't think that the Koch brothers are entitled to "more free speech" than I am just because they are rich. In fact I think that is self-evident.) The amendment isn't about every detail of such proposed laws. Presumably those would evolve, they'd be optimized over time to close loopholes, etc.
I'm 99.999% certain that it is already illegal to disburse funds to individuals as you described to avoid campaign contribution limits, so that's a no-brainer. Personally I'd say "Yes, only personal money, and that with a limit," for the reason I stated above, but that's just me- that would be up to the lawmakers. I'd argue that even nonprofit organizations like The Sierra Club shouldn't be allowed to donate to politicians- just like any other corporation they can petition their members/shareholders to do so and explain why. Likewise, a media editorial is not the same as a paid advertisement, and this can be specified. If Fox News or MSNBC step over the line- and they may well- that's an issue for the courts. The U.S. media already has to contest with libel laws, so this is not much different. And yes ABSOLUTELY I would say that unions should be prohibited from contributing or buying ads- they can also petition their members to contribute and explain why. But, again, that's just me- ultimately those details would be up to the subsequent legislation that is made legal by the amendment.
Because, really, all that this proposed amendment says is "It is OK to regulate how politicians get their contributions, since money is not the same thing as free speech."
So IMHO none of the problems you mentioned are remotely difficult.
And where did you get "right-wing" from? Seems that you're reading into things, there. I'm a CONSERVATIVE.
I have to go- I may be offline for a bit...