User blog comment:Drache Mace/Time Leap?/@comment-3146930-20140105192728/@comment-3146930-20140105212133

Ya, that one probably wasn't as long as it could be. Ruby mentions running into Roman a few months ago and Glynda mentions Jaune not getting any better in weeks. At most, it could have been a month. However it was probably less based on the level of excitement Yang shows toward Ruby. Ruby seems to rely on her sister a lot, so her sister probably knew all about it the moment it happened. For her to still be that excited after a month seems a little weird, even with her somewhat-excitable personality.

You could say that Ruby met Roman, then a week later took the initiation test, then they had a week off to prepare for school, then 6-8 weeks of classes. Either way, it hasn't exactly been a long time and any time-skip besides the 2-month one toward the end of the series is probably trivial.