so, let me get this straight... you take a new to you old boat that had been sitting around for a while on a shakedown cruise at night, in less than familiar waters and somewhat iffy weather conditions, without being sure of how much fuel you have, with no spare filters ? oh boy... I think your wife was nice comparing you to Capt'n Ron, this is more like Caddyshack !
had you checked the oil level in your trannies ? if it drops too low, they might get in reverse but not in forward gear. if level is low, it may take a while for pressure to build up resulting in no or delayed forward. I doubt you can burn the clutches if the shaft spins while being towed. a bearing, maybe but the clutch ???
how old were your charts ? in areas affected by recent hurricane, consulting the latest notice to mariners for missing markers and shoaling is a must.
no oil on the stick but plenty in the sump ? If the dipstick is dry, then you dont' have plenty left in the sump... did you check the oil level after your first run to see how much oil it burns? if you're dumping that much oil in the bilge, it must be easy to find the source...
not sure if it's fair to blame the dock hands for misunderstanding yoru instructions, if that's what the documenting of the accident with management and LE was about, it's the skippers duty to control the boat. I think that wiht a little slack, the bow could have been controled by using the stern line as a spring line and placing the dockside engine in reverse or the off side engine in forward. not ideal, but at least you would have controled the bow. most importantly, the first line you pass ashore shoudl ALWAYS be your spring line . ALWAYS ALWAYS ALWAYS even on 2 engines, even in calm conditions. the springline gives you control of the boat, a bow or stern line can only take control away from you. not the dockhands fault if they were given the wrong line first...
you need to clean up the electrical system, converters or 12v batteries each have their pros and cons. I prefer having a 12v battery to run the electronics and whatever can't be run on 32v... I used to have a battery and charger, now upgraded to a large 12v inverter bank with inverter/charger. that powers my electronics, oil change pump, followmetv and shower sumps. simple. i have a small 12v auxiliary panel in the stbd ER and simple wiring to both helms and the other devices.
the maiden trip on my 53 when i bought it was a 70 miles run from miami to islamorada, daytime, good weather, on a boat that had been succesfully sea trialed and surveyed. I had plenty of tools, spare filters and my very first stop was to top of the tanks. I woudl have never run it outside in the ocean on that first trip or at night. It was followed by a number of short trips to get used to the boat and make sure all the systems were in order.