Little League baseball has it's positives and it's a great introduction to the game, team sports, etc. I think it's a great starting point for T-ball and maybe a year or so of coach pitch. Outside of that, there are really no positives for any kid that is decent and serious about baseball.
There are LL kids out there just to try out a new game, there are parents that don't want their kids playing video games all day, so they make them play LL, etc. It's kind of like mixing AP, regular classes, and special ed -- but at a certain point -- the AP kids have almost all left for select baseball. From the competition level aspect, to the practice restrictions, it's not fair to keep a more advanced kid in LL. What are they really learning when 80% of the team has to be taught the basics at a 9u+ level? What are they gaining by facing pitchers that can't throw strikes? What are they gaining by having routine outs pass for hits? What are they gaining position wise with little dribble balls hit to the pitcher? Also, it's not fair for the more casual player to face a more advanced player. Oh, and USSSA has much better rules starting at 9U -- leads, running on 3rd strike dropped ball, etc.
Finding the right team is probably the most important aspect. As said in this thread, you either have professional (paid) coaches or you usually have parents coaching. Of course, the pro coaches usually run academies and big orgs, but outside of costing you more, it's not really a guarantee of anything. Our team was mostly poached from the local Little League and we added a few players from elsewhere. Most of the better kids, have pretty athletic parents. We have minor league dads, college baseball (both mom's and dad's. No mom's coach, but we have two high level softball moms) players and just an all-around pretty good mix of talent when it comes to coaching the game.
You are going to be around this team a lot. We practice twice during the week and we usually play at least 3 to 6 games on Saturday and Sunday. When it's not an official practice, you can pretty much find other kids meeting up to practice every day on the team GroupMe. You are also spending time at the bars, sporting events, parties, etc. with these families. You are talking to and are with these people all of the time. This isn't parents pushing these kids, either. My son comes home after practice and wants to practice more in the yard. I love baseball, but his desire burns me out on the practice aspect at times.
Outside of being around these people all the time, you need to find a team that fits your level of travel. If you're in a major city, you can find multiple tournaments every weekend. With that said, some teams just love to travel all over to play. Our team usually keeps it close by and we schedule breaks for major football games, Holidays and the like.
As far as the tourneys -- it's high level baseball for the most part. The parents are knowledgeable and you don't really see much BS from the parents. Expect to hear a lot of music from the team boomboxes. Expect to pay daily to get into the tournaments watch your kid play. Expect to see good baseball. Expect it to be a lot of fun.
I will add to it as I proof read and/or think of more things.
Edit - Download the Game Changer app. Someone from your team or the other team will be updating the game stats.
Buy the Marucci Cat 8 or always the newest Marucci Cat alloy series bat. Don't waste your money on any other bats.