It’s their first time playing soccer or any organized team sport.
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Do they get a tryout?
Maybe ask the coaches where would be best.

no, it’s just a house league where you sign up and then show up on the first day.

Since it’s their first ever season I would definitely do the lower group. Some kids in the older group most likely are 2nd year or more. My daughter is 5 and I wanna do tball and kids have been doing it since 2 so I’m freaking out where she would be placed due to her age

I would say depends how big the child is. If they are on the small side I would put them in 2.5 to 3.5, but if they are taller than most kids their age I would put them in 3.5 to 5

They’re average size for their age, but were 2 months premature.
I’m leaning toward letting them be the oldest in the league because I really just want them to run around and have fun, without feeling pressured to “perform” the way some 5 year olds are capable of playing. I just worry that they might get bored if the other kids can’t keep up with them.
It would also be nice to meet new friends, and most kids that will be in their kindergarten cohort will likely be in the 3.5-5 league because my guys are born late in the year.
I’m really torn.

You know your kid and their size. I would do the older group for mine. Because the learning and challenge will keep her interest. She's on the taller side and would feel more comfortable in returning to the same team. It also matters the goal. For us it's a fun way to teach teamwork discipline and get some exercise. She's not going to do any of that if her perception is she's playing with babies. I hope this helps as i know it's not aligned with what others have said. But really consider what you know about your kid

I'd put them in the lower group, if the team lead thinks they need moved up they'll tell you

It depends on how they are. My son is speech delayed and doesnt listen to instructions, so i would put him in the younger group. If he was more "mature" and was able to follow the others, then i would put him in the older group

Depends on a few factors-the child’s size, confidence level and playing ability

I spoke to the manager at their daycare and she thinks they could handle playing with the bigger kids!

If they are athletic and able to trample other kids during playtime, older. If they are cautious with mobility, younger.

How big are they? I wouldn’t want them to be the biggest or super small compared to everyone else

They’re average. About 35lbs and 3’2”

I’d put them with the bigger kids. They’ll learn a lot and it could actually develop their confidence!

I'd put them in the 2.5-3.5
My son did little Kickers last summer (youngest age available). There was a huge difference in skill level between him and some of the older kids.
Even more so with the next age up.
Also my experience teaching multi-sport, there is a huge difference between 3.5 and 5 for skill level and attention span.
You do always have that one kid who excels no matter what the age....

I ended up putting them in the 3.5-5 but I’m second guessing my decision. I plan to call the organization and ask them what they think and see if we should/can switch them.