Factual error: In the credits, Ross McCall's character's name is misspelled as "Joesph" D. Liebgott. (01:10:25)
Factual error: David Webster is shown to be training as part of Easy Company and is present among their number when Lt Meehan informs them that the invasion has been postponed. Webster actually trained with Fox Company and made the jump into Normandy as a member of the Battalion Headquarters Company. He transferred to Easy Company after D-Day.
Factual error: In the scene at the end of Part 1 where the aircraft are taking off on June 5 1944, as the camera pulls out to show the many aircraft rolling down the tarmac, the first aircraft shows the pilot wearing a pale green headset remarkably similar to a David Clark headset. However, the Clark company didn't start producing headsets until after the war.
Answer: To mess with him. A lot of the "regular" soldiers didn't respect or even like Webster early on because he was a college boy. That dislike and lack of respect was deepened when Webster took what they perceived to be an extended stay in hospital after being wounded when many of their other comrades - Popeye for example - left hospital early to get back with their friends to fight.
He couldn't leave hospital early because he was in England. The wound in Band of Brothers was perceived a lot less serious than it was, and a lot of easy men were happy to have him back, especially Luz.
If you read the literature around Band of Brothers, you'll find that Kenyon Webster was perceived as a slacker in the sense that, while not precisely a coward, would never volunteer to put himself in harm's way. He only did as told and nothing more. So, regardless of the reasons why he really couldn't go back to Easy, his friends were predisposed to feel he was slacking off at the hospital while they were risking their lives.
Nauticalisimo