i've had 2 toons, the last a 22' tri... only went back to a boat cuz i fish sak almost exclusively, and the wind is blowing 10 at 5 am and only goes up from there... i traded cuz i just couldn't slow down enough to fish the way i wanted to (jigging, rigging, or spinning speeds at anything over 15 mph with big lake waves)...
fwiw, i have 2 of the biggest digger anchors, and they wouldn't hold in winds over 10 mph with a 5 to 1 rope length ratio... if you go off the 2 front corners anchored into the wind, it would sway enough to loosen one of them up and the other couldn't hold it... a short rope and chain would probably work better i think but was too heavy for me to jack around...
a 112 will pull you most of the time - well it would on my 22'...
at least 2 of the biggest drift socks you can find will usually keep you fishing if a side drift works...
if using a bow mount electric, the biggest batteries you can fit...
loading is a breeze for any good operator - gotta go with kurt on that 1... like anything else, the learning curve will be short and steep if you do it enough, but i used to load in rolling 3 footers a lot without any issues - just couldn't fish the way i wanted to in them...
the inner guides are awesome, and if you hit 1 hard, you're only gonna bugger up the inner side of of a tube no one ever sees anyway - not like a gouge out of glass or paint on a gunnel...
as far as things to give him - give time instead of trinkets if you can... the older you get, the more important that becomes...
hope you guys make some memories on it...