s56,
First the leaks: the time honored fix for '55-'57 T-Bird weather proofing is exactly the same one that is used on '55-'57 Nomads: They have to stay in the garage when it rains. You will never get a Bird to be leak free for an extended period of time because the front window posts eventually bend away from the windshield. Take a look at yours. At the top of the post it is probably bent outward and toward the back.
Starting--- If you are using the original type Holley teapot carb, and everythin else is up to snuff, the carb is probably "draining down" its fuel bowl. The proper fix is to have it rebuilt. I would recommend no one other than Pony Carburetors. They have a web site so check em out.
Good Luck, Tom
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