Race engine winter storage question
From the point of view of an engine oil formulator, I would change the oil before storage as this gets rid of moisture and unburned fuel that accumulates in the oil during operation. Probably put a small amount of oil in the cylinders as well and crank till you have oil pressure. If you don't want to use expensive racing oil for storage oil, use HD Diesel engine oil like Delo 400 or Shell Rotella T SAE 15W-40. Get this at WalMart for less cost. Could even use Costco HD Diesel oil as they all meet the same specifications.
If you are anal, drain the oil in spring and spin the oil pump with a priming rod to build pressure before starting for the first time after storage.
Chemistry happens in used oil what builds up sludge and deposits that you don't want in the engine, so don't store the engine with dirty oil in it.