This is HIGHlLY dependent on what benzos you are talking about, including dose levels and length of time using each kind. It's also HIGHLY variable from person to person. For example, I used benzos(mostly clonazepam and alprazolam) recreationally for years before I developed a permanent major health issue which resulted in me being prescribed clonazepam and temazepam for the past 7 years, which I take as prescribed(or at least no more than I am prescribed in a day)....and you would think that I wouldn't be able to use benzos anymore given my extensive history with them, but actually, BOTH my prescribed benzos are working about the same as they did as when I was first prescribed them(they work fairly well) with no increase in dosage.
I have, however, experienced rising tolerance levels and periods of time where benzos didn't seem to work for me anymore back when I used them recreationally, but all I had to do was stop taking them for 2 to 4 days(or just take less for 2 to 4 days) to lower my tolerance back down to where it was.
Hope this helped,
jB