I hate to break it to you but to borrow a line from Bob Dylan "these times they are a changing". Gone are the days of old which you seem to dwell in. This is more due to society as a whole than to be placed on the shoulders of any given association.
Youth these days are more into ultimate frisbee, soccer and flag football. Maybe take a trip down to Twin Creeks one of these days. Even better, the kids have come up with places you can go to drink beer and throw axes at plywood. They literally cover a national cornhole tournament on ESPN. Just as this ADHD generation finds baseball to be too slow paced, because they do not comprehend or appreciate the game within the game, this results in fewer people desiring to play slow pitch softball.
Additionally, we live in different times financially which for some people alters decision making and recreational activity participation. For example, to own a home, with two vehicles and support 4 kids my wife and I work ourselves to death monday-friday #teamnosleep. When faced with the choice of playing local league nights I personally have chosen not too. Instead, I attend little league games, recitals, plays and musicals. To get my work in, we go as a family on evenings there are no other events and everyone hits bp. I get my fill by playing tournaments instead on weekends without schedule conflicts. Despite the shenanigans seen at some complexes there still are those of us that it is a family interest for. I have been fortunate enough to also be on a team(s) of genuine friends that I consider family. When possible we have bbq's at someone's house where all the kids run free and terroize neighborhoods, typically a couple hour batting practice is fit in as well.
To be honest I have no desire to play during the week with a league night all star that killed a twelve pack in the parking lot and is swinging a shaver. I would argue league night is more dangerous than any conference tournament as a high percentage of participants legitimately have no idea where the ball is going. The last season I played in Cupertino City League, ASA by the way, I watched two of my teammates get hit on third base in the same inning. Not a single bat was shaved and 80% of the team was people my dad went to high school with, for reference I was 30 at the time.
A large percentage of the players on my team do the same thing. We skip league to put in overtime for travel to bigger tournaments with tougher competition. There is no glory to us getting a league night shire for beating the post office team. From what I have seen this segmentation has grown, there are company league night teams and people just getting into the game, then there are tournament players who save it all for the weekend.
While you constantly attack USSSA, the majority of the leagues I know of in the Bay Area are ASA regulations. Additionally, the city leagues are run by the city themselves not by USSSA.
You talk continuously about DD2 letting the game die. While brainstorming on this message board may help float ideas out, change is voted on at the convention, which you are well aware of. So sitting on your a** behind a keyboard is going to obtain nothing. You are correct DD3 and Andy have attempted to come up with out of the box ideas to reinvigorate interest. Not bad if you ask me that in his first year as CEO these events took place, seems like forward progress to me and perhaps you would see it if you take of the your blinders. Instead of the negativity, why not take this opportunity to finally show up and voice your ideas at the convention at this fork in the road, it may be awhile before such opportunity arrives again.
To put it into perspective, your sulking on a message board and not taking ideas to the convention where the topics are actually voted on is the equivalent of screaming about politics on facebook and skipping the ballot box on election day.