I did a quick scan through your photos..
#1. I will assume the "Goop" on the chain plate means a leak, and so should you .. R&R and Re-bed with 3m 4200.
#2. It appears to me , your going to get pretty good at the use and application of Marine Tex Products
http://www.marinetex.com/
No Real Major Issues but several that do need .... to be addressed. Read the instructions well.... Listen thoroughly... Do it right, No Short Cuts..Your having to fix someone else's , short cuts now. Don't cause more .. that have to be repaired again later..DONT be a ....... Do it twice for double the price kind of guy
IMHO Its a waste of time explaining the proper use and application of Marine Tex! Its done better and more accurately on numerous sites .. Their Site and West Marine Site (IIRC)
Electrical.. Always scary, as every yahoo in the world , thinks because he once hooked up a light switch and it worked and then hooked up an outlet and No One Died ....he's a bonifide Electrician.. First hint may well be , just the physical appearance.. sloppy shoddy work is a telltale..
#3. Solar collector? IMHO not a great location for that, but thats just my opinion. Its in the way in the cockpit.. Its a possible injury hazard.. etc etc etc
I will assume the last / wheel... shot was rust? Check the trailer for sure for rust and brake pads disc. bearings grease .. IMHO get a set of bearing buddies.
Are you going to slip it ? If so thats the time to address the trailer ...UNLESS there are right now, road worthy issues.. BUT DON'T putz around all summer and then do a slip shod, loosey goosey, job ON the trailer because YOU waited till the day before you need to retrieve the boat to work on the trailer..
There are no less than a ZILLION Schematics and Pictures on this board on how people have done things...If it looks like the poster is a hack?? Move on to the next posters pictures.. For doing hull repairs.. Get some Blue Nitrite gloves .. I have a jitterbug.. its an Air operated orbital palm sander.. I can not only get it wet without electrocution issues ......I can immerse it in the bucket of water to get the best finish I am capable of ..
You may have to color ( tint) the finale coat to match ....do a small area first keep in mind you want to replicate the proportions later , once you discern what it takes to match
"The White".. I can only hope this post is helpful..
YT
Richard