Clarification: 1st example (runners on 2nd 3rd) was in the 1st inning. Batters 1 and 2 got on base, DD bats #3.
2nd example: 3rd inning (maybe 4th) in a 4-4 tie game, 1 out. 14U team.
As to saying one thing and meaning another: understand, but not the only instances that makes me wonder about his appropriate knowledge. further example: He used to tell the girls when the pitcher serves up something in the middle of the plate to "take that pitch and hit it hard!" It took me a year to get through to him that in softball "taking a pitch" meant you do NOT swing at it.
Has team improved? Too early to tell, but improvement could easily come in spite of a coach rather than because of one. Like I said, I am the hitting coach and he lets me work with the girls on that. There is someone else who is dedicated to pitching, and a third to working with the outfield. He 'runs' the infield, but frequently has two assistants helping him who know far more about the game than he does (or I do for that matter). Come game time, though, he is the one who makes the lineup, coaches 3rd base, calls the signs, decides who plays/sits/etc.
After your clarifications, I am in agreement 100% with the coach on those two choices. Your DD just made 13, so I would guess she's been playing 12s? Being a new team, maybe even rec? But regardless of rec/travel....in 14s, especially playing good competition, not only can that catcher throw the girl out at 2nd, but they can get the ball back in and keep that girl at 3rd or get her out trying to go home. You're not going to be given many free steals of second base just because a runner is on 3rd. Also being a new team, possibly the girl stealing second hasn't been worked enough on not running into that tag, and the coach looks at a situation where he has a runner on 3rd, tie game, girl at the plate who should be able to get a bunt down to score the run. If....if the girl gets thrown out on 2nd and the girl on 3rd is held there, you're now in a situation with 2 outs in a tie game hoping for that base hit again.
I think that you feel as though you have the most "softball knowledge" out of the two of you, and that you should have been head coach. Now, you're trying to rationalize a reason to get away from him. I think his decisisions, based on what you provided, were sound.
And seriously, having an issue with him saying "take that pitch and hit it up the middle"??? How many times have coaches, announcers, fans said in games that someone took the ball out of the park. Thank The Lord above that you are helping coach. I'd hate to see the effect you'd have on the parents in the stands.