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The phrase "again to pick a" is not complete and lacks context, making it difficult to assess its correctness in written English.
It could be used in a context where someone is referring to the act of selecting something once more, but the surrounding text is necessary for clarity.
Example: "After reviewing the options, I decided to go again to pick a new favorite."
Alternatives: "once more to choose a" or "again to select a".
Exact(2)
It's America v the terrorists and Brody is given the chance, again, to pick a side.
With their first click, wannabe cyber criminals decide their target audience (among others they can choose to hit users of Facebook, Skype and Opera) then click again to pick a web address on which a malicious program will lurk.
Similar(58)
If, for example, Marco Rubio fails again to pick up a single delegate (and polling suggests that's a real possibility), his pursuit of the 1,237 delegates needed to win the Republican nomination becomes futile – even if he were to win every single remaining delegate after 15 March.
Once he tried over and again to pick up a 50-pence piece.
If you've grown up in New York — and, in my case, Brooklyn — the "Breakfast at Tiffany's" aspect of living in the city starts to wear thin, especially after you've had to hack your way down Sixth Avenue, yet again, to pick up a chicken at Citarella.
Scott advised that you use the announcement of an upcoming launch to remind lapsed fans that you exist and give them a reason to connect with you again, to pick up an old book.
Hanulak rushed again to pick up one more yard.
Before practice at the Sydney Cricket Ground, Johnson was again keen to pick a fight with England's batsmen, accusing a middle order that, frankly, could do with concentrating on staying right where it is a little longer, of a premeditated ploy to interrupt his rhythm by strategically backing away during his run-up.
Futterman pointed out that "Mr. Schuester has again failed to pick a set list ahead of time" despite "weeks of pretense about preparing for sectionals".
If you're just starting out, again, it's best to pick a simpler pattern.
But, then again, maybe it isn't necessary to pick a beginning at all; in this universe, as Einstein taught us, when and where are relative quantities.
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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