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Open With on multiple files?

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I need to be able to open about 16 JPGs in Chrome all at once, without having to select each one and do Open With. When I select multiple files, the Open With option disappears. How do I make it available with multiple files selected?

Several answers so far have provided decent workarounds, but they're not very flexible when I work on a large variety of files where Open With would be useful. Is there a way to actually do Open With on multiple files?

For anyone coming here in the future, I don't believe there's any proper workaround. If this matters a lot to you, I've created a feedback item in the Feedback Hub that you can upvote.

Update 02/11/22: My best solution so far is to open Chrome on my second monitor (or on half of my main monitor), then have the folder open on my main monitor (or other half) and then double-click each file in quick succession. It's still tedious but so long as I make sure the last Chrome window I clicked on isn't going to appear over the top of the folder when the file opens, it's pretty quick.


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