@Excubitor You're thinking of LT. Norman Dike, the one the Easy men called 'Foxhole Norman'. I'm not sure if he was a West Point graduate or not — on-screen, he kept fondling a ring, but I don't know if that was a class ring from 'Hudson High' or simply a family signet — but he got Easy Coy because he was
somebody's fair-haired boy, and he was hastily reassigned to harmless duties once Spiers relieved him during the attack on Foy.
Another new lieutenant they got (the one played by Colin Hanks)
was freshly-graduated from West Point and intended for the post-war Army. He seemed ambitious, and was at least smart enough to hear-out the experienced NCOs he found around him, but he didn't stick around long enough to prove himself either way. One raid/patrol was enough to get him his Combat Infantry Badge and a hasty reassignment to safe duty so he'd be
alive to help rebuild the Army for peacetime.
EDIT because subthief'd: Spiers was
probably smart/ambitious. He was certainly aggressive and fatalistic in his approach to fighting, and he made LT.COL by the time he died. The Nazi prisoners he governed at Spandau didn't like him much, given how energetic and strict he was, but you can't deny that, both in combat in and peacetime, he was highly results-oriented.
EDIT AGAIN:
I... feel you're overlooking something about Spiers' approach to combat and command. Remember the little pep-talk Spiers gave Blithe just before the Battle of Blood Gulch outside Carentan? 'You're gonna die when you're gonna die, so let Death worry about that part;
you just get stuck into
your job and get it over with.' He took the not-unreasonable view that since anything and everything you do in combat —
including nothing — is perfectly likely to get you killed, sitting on your ass hiding is a waste of time: get out there and get things done, and in doing so you might earn the right to survive another day.
As to the incident in Foy? It's a little more nuanced than you portray. He took a look at the German defences in Foy, assessed them according to his training, recognised that they'd left a small seam without proper coverage, and exploited that to get across town to coordinate with I Company.
Yes, he went himself, for several reasons. He was on the spot and had seen the gap, and there wasn't time to talk anyone else through how to run it at minimum risk. He was the commanding officer, and as such had the tactical overview and authority needed to give the required orders when he reached I Company. In his mind, he was no more at risk making that run than anywhere else he'd been in Europe since D-Day. And perhaps most importantly, he was making a personal example: he recognised that Easy Company had been under an indecisive and risk-averse commander for quite some time, culminating in Dike freezing under fire and being relieved by Winters/replaced with Spiers, so he needed to let them know right from the outset that their new CO not only had the balls to get shit done, but that he wouldn't be asking any of them to do anything he wouldn't do himself. (Since bullets don't care about rank.)
And Spiers wasn't 'the last good commander Winters had' — from Winters' own lips, Ronald Spiers was just the first appropriate officer Winters saw after realising Dike had to be relieved RFN. Granted, he had seen Spiers in action and knew he was a goddamn wild-man, but since Easy was
in the middle of an assault, that was probably not a negative in his mind.