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sure its allowed

yup i doing this all the time

Yes, go ahead. If you're worried about winning both of them, you needn't be: First, it almost never happens. Second, unless they end very close together, you can un-enter one after you win the other. Third, even if you do win two, just don't activate one and request that it's operator reroll and let someone else win. People do that sometimes here.

If you win both, you can always contact Support and the maker of the GA, explain the situation, and have them do a reroll for one of the GAs so a new winner gets selected. It's never happened to me before, but that's what I'd do. The odds are very unlikely that such a thing would happen, so I think they'd understand.

you can but in case you win the same game 2nd time u will have to ask the creator for a reroll

"Worst" case scenario, you'll have to ask for a reroll on your second win :P

I've entered 15 of the same game. (wwe 2k16)

I literally just won two of the same game! I activated one and then asked for the creator to reroll for a new winner :)

Yes you can my fellow Templar :)

Remember to remove your entries from the other same ones if you win one!

I guess I'm too late to write something useful. Have a cookie instead :)

View attached image.

Enter? - Yes
Win? - Yes (Ask for a reroll for 1)
Mark both received (To trade/giveaway 1)? - No

View attached image.

If you run into someone who does not want to re-roll (this generally only happens with developer giveaways), then don't mark the one you've not activated as received, even if you got the key (and don't touch the key, just let it sit there).

Also, on a side note, make sure that you've got the right game before marking something as received. Sometimes people make honest mistakes (there are two games called Dark Matter on steam....), and sometimes people will try to give away games that can't be given away by picking another game on the giveaway list. With your permission, support can change a giveaway to another game if the giveaway creator made a honest mistake.

Oh, and welcome to SG!

Yes, just ask for a reroll on one of them. Do not regift or mark both as activated.

Whatever you do, don't take the keys for both or even confirm until you have activated one of them. It's always possible that a key doesn't work and if you've already asked for a reroll on the other GA then xD