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The phrase "again on the first" is not entirely clear without context, but it can be correct and usable in written English depending on the intended meaning.
You can use it when referring to a recurring event or action that is scheduled to happen again on the first day of a month or week.
Example: "The meeting will be held again on the first of next month."
Alternatives: "once more on the first" or "repeated on the first".
Exact(29)
"We said it in July, and we'll say it again on the first anniversary: there's one criminal here," Stern said.
He's feeling it again on the first point of this one, as he finds the net to end a long rally - 13 of 16 points to Djokovic now.
Then again on the first anniversary.
Yes, Gooch let himself get turned, once again, on the first Costa Rican goal.
The dispute flared again on the first Monday after the holiday, when both offices reopened.
Although Florida led by 20-14 at halftime, Tennessee took the lead again on the first drive of the second half.
Similar(30)
This was not a drive so much as a flash: after David Wilson returned the kickoff to the 23, Manning threw one incompletion and then dropped back again on the second play.
He executed the squeak-and-toss on the first carrot and again on the second.
Last year, Boppa, at the age of seventy-four, competed again, on the fortieth anniversary of the race.
Second serve again on the second break point... a backhand wide and Djokovic has broken back.
Then he tries it again on the third ball, but picks out the deep fielder.
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Since I tried Ludwig back in 2017, I have been constantly using it in both editing and translation. Ever since, I suggest it to my translators at ProSciEditing.

Justyna Jupowicz-Kozak
CEO of Professional Science Editing for Scientists @ prosciediting.com