I cannot find an option for me to bulk select multiple issues and assign them to an project. I can only bulk assign labels and other stuff.
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The quickest way I have found...
Projects -> [Your Project] -> + Add cards
(you can change the search filters to find any issues from here)
Click and drag is less intensive than clicking into each issue and assigning it but there should be a better way to do this

Jeff
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Github has added a way to bulk add issues to Beta Projects now. However, you still cannot bulk add issues to non-Beta Projects.

wisbucky
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