My mom is a hair stylist, and has been for 25 years. Most hairdressers hate when there is NO idea what you want. Have some general idea,"I'd like shorter, I'd like to keep the length but get a new style, I'd like another colour"
If you're going to a new hairdresser every month, no duh your going to get a shitty haircut, they don't live and see how your hair reacts. It's best to find someone with a nice cut, ask them who does it, and go to them a few times.
also, Kris is right, pictures are good. However. There is NOOOOOOOOOOTHING more annoying to a hairdresser when someone comes in with a VERY specific hair cut in mind, most people's hair will not do most things unless there is a load of upkeep to it. It's actually best to go to one good hairdresser for a while and then start asking them what they think. Example, I can't do reverse bobs without cowlickin' like fuck, I have had my hair really short like that and only because I insisted.
But, then again, I cut my own hair.
(PS Jens, you arbitrarily said you would recommend those things without knowing who! This is what Darryl is saying is bad. Shaving a head sounds fun but doesn't work for a lot of people etccccccc)