I prefer carrying my 1911 IWB, but I'll occasionally wear a Galco Concealable. My reasons for doing so are mainly tied to the fact that my weight will fluctuate, and needless to say, my waist size as well. If I'm going out and have a pair of pants that's a little snug, it may be time to go OWB. It doesn't happen often, but I'm not about to leave my 1911 in the glove compartment.
As far as the holster itself goes, I'd rate it okay, and it could be an excellent buy depending opn the price you pay. After wearing mine occasionally for several years, it's stiffness has been diminished quite a bit (unlike a Sparks or Alessi holster). Re-holstering with one hand can be done, but I probably couldn't do it quickly. That said, the way the holster is contoured is excellent-it really draws the pistol snug into your body, and in doing so, conceals well. I'll never get rid of mine because of the weight thing, but I still prefer IWB. Hope this helps.