Why have that definition of "fit"? I could eqaully well say that fitting means that there is a reference frame that has a time where the ladder is completely inside.
In that case, the ladder fits.
From the point of the ladder
Each rung of the ladder has a distinct reference frame. "From the point of the ladder" is meaningless.
If the ladder point of view is ildefined so is the garage point of view as the front and back of the garage have distinct reference frames. Any inertial reference frame is equally good. The ladder is not accelerating thus inertial. In the sense that we can talk of any frame as more than a single event or world line the ladder frame is perfectly good.
As per a recent comment this thread is meant to voice contrarian opinions, that is anything this community tends not to agree with. Thus I ask you to post your contrarian views and upvote anything you do not agree with based on personal beliefs. Spam and trolling still needs to be downvoted.