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Personally, I got back to a law firm after break of 5 months. Few of friends had 2-3 months break. So it is possible.
Sure, it wasn’t easy to get a job (job search in general is difficult), but I did get interviews from top law firms ( I was ex T1 associate) while on a break.
The way I see it, there might be people who don’t want to hire folks on a break - but you’re not trying to get a job at 10 places, you only want a job at 1 place.