So unfortunately, it looks like resolution will depend entirely on the timezone assumed. If for example the assumption were UTC, then it's Yes, if EST then it's No. This isn't specified in the question, and Trump travels around the world, so there isn't an obviously correct timezone to assume.
The count is currently at 11, not including retweets.
If Trump deletes a Tweet from X, does the post get counted? E.g. if he tweets 12 times in October but deletes 2 of those before the end of the month, so that there are 10 tweets showing on his account at the end of October, would the relevant number for resolution be 10 or 12?