Answer 1

Well, in theory, this has no other answer to be yes. Although I haven't tried that myself, I have my answer backed up LOGIC.

Say you're trying to get the Flying medal. Now, there is only one pure Flying type, and that is Tornadus / Tornadus-Therian. So you would probably need an entire team of Tornadus to get the Flying medal. And GameFreak doesn't expect that, as you will probably get one (the Therian one from the Dream Radar). Therefore, it must account for dual types.

Comments

What if it was a whole team of Wooper, Quagsire, Swampert, Seismetoad, Gastrodon, & Wishcash??

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Then you would get both Water and Ground.

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Cool, a timesaver.

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But most of them suck ingame lol

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dude there's arceus flying form bulbapedia said so

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Which is Normal/Flying type anyway -_- And stop commenting on so many old questions.

Answer 2

Yes it does work, I've tried it several times.
I beat the E4 with 4 Tyranitars and got ground/dark
aswell as bug/steel with 3 Genesects

Answer 3

Yes you will.