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Anyone else having a hard time keeping their PS under two pages? What font are you guys using and are you messing with the margins to get as much in as possible? Do the statements need headers and titles?

Statements should not have titles. The header (you name and LSAC #) can be put in smaller font (10) so it shouldn't affect your length. I'd advise going font 11 at the smallest.

So can the heading be just my name, supplemental/personal/addendum and lsac account number?

I'd bet any amount of money you can condense your PS after a review critiques from people here. It's simply impossible to give a complete edit of your own writing.