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I have three LOR's requested from people at my undergrad institution (1 professor, 2 advisers). I am out of school so I couldn't talk to them in person but all three told me over email that they would be happy to write a LOR.

I sent 2 of the request out on the 23rd of August, and the other on the 1st of September. On the LSAC website it states that they are requested but not acknowledged.

Should I email them again to make sure they got the request, and to check on their status?

yes just send them a friendly reminder. sometimes they just forget, it happens.

You might still want to contact them, but just FYI, it doesn't show that they've acknowledged the LOR request email unless they've actually logged into the system. So they probably all received the email and won't log in until they're ready to submit. At least that's what happened for mine.