Yes, it is easy to develop tolerance for Xanax. My life is less stressful now so I am cutting it back/trying to stop. Due to a stressful situation, I got up to taking 1/2 of a .5 mg pill twice a day for about a month. First I cut it back to 1/2 of a pill once a day (bedtime), now I have been going 1-2 days without any. The last time the crappy withdrawal symptoms came (2 days ago), I took 1/3 of a pill and that was enough. Now I won't take anymore until the withdrawal symptoms come (and I will see if 1/4 of a pill is enough). Xanax works best for me when I don't use it everyday. I have been taking it on and off since 2011 so I have experimented enough to know. Check out what the benzobuddies.org website says about Xanax.