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It likely will. The opening for the phone slot is approximately 3/4″ to 1″ in width. Looking up the specs on the Jitterbug phone, the phone should be able to fit in the case.
Yes, this is a boxy, non-custom-sized item. It should work with pretty much any phone.
Yes. Removable tape is included, so it can be moved/relocated.
Yes, it should fit.