My current problem is figuring out my dipstick/oil pan/timing cover situation. I know I need an oil pan that will clear everything, and obviously a timing cover that accepts a dipstick.
Just get the OE 66 type. It's not hard to find, and they are available new.
My problem here is that I would like to keep my short nose accessories,
Why? It's about the same as the OE 66.
and the Explorer waterpump has a different mounting face then the older style timing covers.
No kidding- the serpentine Explorer pump spins the other way. Another reason you need the 66 type timing cover.
Is there a timing cover out there that will accept an Explorer water pump and front dipstick, or is there a waterpump that fits the old timing covers that is short nosed? Or is the short nose setup a bad idea in the first place, and I would be better off with normal length accessories?
Way better off. Even if you buy everything new, it's not expensive, and you end up with something where if you need a belt or something you just walk up to the counter and ask for a belt for a 66, instead of spending a lot of time with the clerk playing "guess the part".
I also came across a 289 with some cool goodies. It also has an oil pan I believe I can use, and a timing cover with the dipstick and fuel pump if it comes to needing it. Its also got a high rise intake I was told (I'm guessing an Edelbrock), and Edelbrock valve covers.
Sounds like a possible player. Don't guess on the manifold. There are many such, Ford, Edelbrock, Weiand, Offenhauser…