Being a number 1 on an awful team does nothing for development. Being #3 on a team with elite pitchers playing in elite tournaments and showcases helps build skills. Showcases are not about winning. What I see too much are kids (parents) who refuse to take that #3 spot for fear that they wont get innings. You many not get better by sitting but you certainly don't get better by facing weak opponents.
No one is advocating being #1 on an awful team.