Brewed a barley wine on 5/23. Should i rack into secondary off this massive amount of trub or let sit for the planned month that i figured before cold conditioning for a week an then racking?
If it's at FG, and it's been a week or 10 days, I'd rack it to decrease the headspace (to a smaller carboy) and get it off of the trub.
Give it the full month. The yeast will definitely benefit from the extra time and your beer will be all the better for it.