To make it a fair comparison, you must move the time window such that the oldest boomers alive are the same age as the oldest millenials are now. That makes it the late 70s at earliest.
In the late 70s, the World Wide Web did not exist yet, and would continue to not exist for a decade.
The Internet was invented by the generation before them, and it was not yet all that important.
If you want to do intergenerational comparisons, you need to do one of three things:
1. Wait ~50 years.
2. Restrict yourself to the world as it existed when the oldest Boomer was in their early 30s (even if they already a great thing, it must be recognized as a great thing).
3. State your values clearly so we can know what defines "improvement of America".
I don't find Barack Obama particularly damning as a Presidential choice (it's not like he was a big drop-off from the last guy). You obviously don't value social media, which is kind of interesting actually, given that:
- In my experience things like facebook are more widely appreciated by the older generations than by the Millenials.
- Web forums, including slashdot, are social media. Forums were invented at the tail end of the pre-millenial generation, so you get a bye on using social media to complain about social media's worthlessness, but what makes you like forums but dislike others? What is the essential difference that makes the latter worthless?
why again do we have to let men who "feel like" women into the lady's room?!)
This is not a new issue; this is not a Millenial invention.
They've destroyed traditional cultural norms.
First: so what?
Second: literally every generation ever has done that. The US had a cultural norm that slavery was okay, and it was later replaced by a norm that slavery was abhorrent.
Note: I'm not an American so I have no horse in the "who improved America most" race.