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Hello Allynn,

I'm not quite sure why you can't drop in on your Dad. I assume you can still call him so, Alexa Calling is working. 

I suggest you take a look at his communication settings using your tablet with his account. I love that idea and also use it with my Aunt's account on an old phone I have without service. Much easier than logging out of my account and then into her Alexa account on my normal phone.

I'll bet that his drop-in on his Echo Show device is set to "My Household", rather than "permitted contacts only". You will also need to see that your Contact has "Allow Drop In" under "Permissions"