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You may be on to something here. Maybe I should look into upgrading to disc brakes? Probably not easy to find now days.
If you can find one, the 4LS brake is very effective and the only other modification required is a lower leg with the brake retaining bracket. Nick
If you're iffy about the front brake send the wheel, brake, cable and lever to Vintage Brake in California. I sent them my 4LS on the Eldo and it was one of the best things I've done for that bike.
In regards to your Father's concerns,,, as we age and become more in tune with our mortality,,, there's probably a little voice in the back of his head, worried that if you got into an accident on his old bike, somehow he would bear/feel some responsibility.
Can't you keep it AND get a smaller, cheaper daily rider?
I didn't see this question, so I'll ask- you said it broke down 2-3 times? What broke down?
Just my 2 cents worth: before going "whole hog" for a disc front end, I'd try relined shoes properly arced to the drum, with a good quality cable and linkage adjusted correctly. For the forks themselves, Wirth progressive springs and 8 oz. of 30w fork oil in each leg. See how that works, then decide if you want to go disk.
Actually I kind of like the way she handles, I just don't like all that oil leaking all over the front of my bike. I need to find someone near by that put in new seals for me. I can get the drum turned and install new shoes and better cable. I know if I take my time and adjust the brakes properly they do seem to work better. For a while any way LOL.
The forks are really easy to rebuild. If you have any mechanical aptitude, you should do them yourself. The only specialized tool you need is a fork tube puller and you can either buy one or make one (I used a threaded rod with a plumber's emergency expandable plug on the end). Greg Bender's site has a walk-through, I am sure.