Telekom have quite a strong team and everybody has to work really hard to make the team for the TdF. Winokurow seems to be not so strong in TT. Ullrich would possibly support Winokurow if he would be too far down in the ranking. Or there could be another agreement that Ullrich will support Winokurow in the Vuelta.
Armstrong at age 17 came once sencond to Mark Allen. He certainly trained very hard at young age. However, I don't think Armstrong could win an Olympic medal in triathlon. The tiathletes over Olympic distance are highly specialised for this event, they don't do the longer events. Armstrong hasn't won an Olympic gold yet, Ullrich did (gold and silver).
Armstrong could still do well in Ironman. Again he wouldn't be among the top there. For example, Udo Boelts former Team Telekom 10x TdF trained with Lothar Leder (first sub 8hrs man) for Kona. Boelts was not the fastest on the bike, though finished inside top 100 (9hrs30+ I think).