not sure about how tender the 36 is compared to the 33, mine seems to carry a full main and 110 very well into some pretty stiff breeze especially if not beating, i dont have roller furling so i will always be referring to a hank on jib, havent flown the 155 or the drifter yet since weve been working alot not sailing enough and when we do go out we are still getting used to the handling in general, the only reason i want 3 reefs is because when i start venturing offshore there are lots of pop up storms in my area of the gulf and things can get nasty with almost zero warning. for reference i got caught in my h27t once or twice by squalls in the bay that came from nowhere with nothing in the forecast, makes a god awful mess down stairs, gets the rail and sometimes the windows wet, and puts everyone on edge, the 27 to my fault was not rigged for reefing at all and we only had a 170 jib and a honda 15 outboard so it was not really prepared to adjust sail area or deal with heavy weather, now that i have the 33 and trips to panama city and beyond are being discussed i want to be ready for some of those 35-40kt squalls that can roll across the gulf at any given moment.
rardi thanks for the input, i really appreciate it after reading about your headstay fiasco. my boom has one sheave for the topping lift and one for a reef line with i think the outhaul in the middle on a cable sheave, ill have to look when i get home to confirm.