I find it hard to ease the outhaul in nicely controlled amounts when it is run directly with no mechanical advantage to a clutch. The main on my 29' boat is probably half the size of the main on your 36' boat.
With the 5:1 tackle on my boat it is pretty easy to make small adjustments.
Mine is a little bit larger than the OP's it's 38'
The 1:1 outhaul go through a clutch to a winch.
If easing under load is a problem just take some turns on the winch drum before opening the clutch. Adjust and close the clutch.