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The phrase "familiar with being" is correct and usable in written English.
You could use it when you want to express that someone is familiar with a particular circumstance, situation, experience, etc. For example: "I am familiar with being the only woman in the room."
Exact(20)
I'm not familiar with being the victim of a con game".
Iowa, so familiar with being a wrestling dynasty, now finds itself trying to prevent the formation of a new one.
These are kids who are used to clubbing but less familiar with being able to do it in wide-open spaces.
The Red Sox are familiar with being in the playoffs, but the Phillies have not been in the postseason since winning the 1993 National League pennant.
Mr. Dean, the former Vermont governor who ran for president in 2004, said, "I'm familiar with being the front-runner, but I have a feeling Bill is going to do a better job as a front-runner than I did".
Most single men and women are only too familiar with being set up by a well-meaning friend, only to discover the only thing they have in common is a ZIP code.
Similar(40)
Americans — at least, the ones that I am personally familiar with — are not at all cross.
Indeed, most of the functions that we are familiar with are smooth.
The motivation for the kinds of positive set theory we are familiar with is topological.
"All I'm familiar with is hospital sort of activity," admits transplant physician William Harmon.
The one I am familiar with is the West African Trade Hub.
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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