Howdy 2blew2B:
The 350 has throttle bores of 1.375", while the 500 has throttle bores of 1.69". The Clifford adaptor can be modified to accept the 500 Holley by grinding or relieving the area where the butterflys interfere. It can be made to fit as the bases for the 350 and the 500 are the same. The carb hole in your '65 head is only 1.5" in diameter. That's the bottleneck. You will lose some idle quality and low speed transition, but will increase WOT and top end. You'll be going from a carb rated at 185 cfm to a 350 cfm carb, using the same rating. That's almost a 100% increase. Will your intake, head and other systems be able to take advantage of that kind of increase?
What will you do about your Load-a-Matic distributor. It is designed to work with the Spark Control Valve in your stock Autolite Carb. If you haven't planned for an upgrade to a later distributor, add that to your list.
A 500 Holley is alot of carb for an otherwise stock 200- and through a funnel. But then a 350 will likely be overkill too, until you get more mods done. Holleys are very tuneable. You'll need to learn how it works to get it to work. Have you checked hood clearance? The adaptor will add about 2" to your air cleaner height. What will you be using for an air cleaner?
Linkage is also a concern. What are your plans there?
What trans is in your car?
Enjoy the adventure.
Adios, David