Counting Stars;
if you have seen my posts, the 23.5 was my child from the get go. Therefore I will speak from experience and knowledge.
With the mast down on the mast crutch, you will need to measure the top of the mast to the water line. If it clears that bridge height but it is close, make sure no boats are coming thru while you are going thru or the wake will cause the mast to hit the bridge if too close. You can always detach the mast from the mast step but in no circumstances try to lean the mast to any side or you will break seals, cause damage to the mast step and bottom of mast and so on.
Forget the crap about heeling plus you will loose steerage. I speak from experience on this as I have put boats in many places with low bridging. Just look and if possible, then try but forget going the extreme.
crazy dave condon