Installing winch and halyards

Has anyone installed a winch and halyards? How hard is it?
I have cord halyards on the Scot I bought and would like to get into racing.
Wondering how strict an event would be if I just want to enter the Challenger class and I meet all the other updates (Float bag, transom port)?
The owner before the owner I bought it from must have just chopped it off after there was a issue.

The rivets for the winch can be gotten from FS Inc.  Dee, Karen or Harry will be sure you get the right ones.   They are kind of specialized and you may not find locally. Do you already have the winch?  The rivets are pretty easy to drive with a ball pean hammer.
The halyards are also pretty easy. The only catch is it helps if you have the tool for squeezing on the metal stopper that keeps the halyard from coming off the spool if  it unwinds completely.  Do you have a fleet nearby?  Usually someone in most fleets will have one and know how to use it.
Most fleets would welcome you, as long as you have safety gear and cut some slack for you to get the boat legal.  If you go to a sanctioned event like the NAC, MidWinters or Wife Husband,you will need the boat legal.
Locally, most fleets will let you race as you figure out the boat, with the exception of the unlikely possibility that you would use some some illegal element to clean everyone's clock on the course.  At districts, and above, or serious regattas, the expectation is that you will show up with a class-legal boat.  That is what one-design is about.
A good guide is that if an event is big enough to have two fleets, championship and challenger, then it's likely big enough to need a class legal boat, and not too much slack. 

By the way, your local fleet can often help you get the boat legal and raceable.  It's is everyone's interest to keep the Scot a one-design.  It makes the racing more fun and keeps the value in the boats.  Most fleets have some folks who have centuries in the Scot combined.
On your rub rail question, is that an aesthetic choice, or is the old one messed up?  If you put a wood rail on the boat, you will increase the maintenance.  New aluminum from Harry probably costs less than really good straight-grained hardwood in over 20 foot lengths.  Bob Neff, the FSSA measurer, can answer definitively on the class legality of the wood rail.

Thanks Phil
I don't have anything yet for the winch install. The rub rail is both. Old one is bashed up and I thought it might be cheaper to do wood then laying down 18 bucks per 6 foot lengthfor a new metal one.
I'm all about the one design and really wanted to get into some local races. I will definitely not be cleaning anyone clocks.........yet.
Waiting to see if you'll host any out at Nockamixon.

We have an active fleet at Lake Nockamixon.  We also have a bunch of folks who can help you get the boat dialed.
If you are near the lake, come on out, and bring your Scot.  if the boat isn't ready, you can also crew with others, which is a great way to get more comfortable in the Scot.  Our calendar gets approved this weekend, so it will be final as of Sunday at
We start frostbite racing in mid April, and our fleet series start the first weekend in May.