I was going to recommend the same thing I did in the other thread, but if your grip is a problem, I would look for lights with a "tactical ring". It's a raised ring near the mid-point of the flashlight, designed to allow you to hold it securely between your index and middle finger, but it also serves to keep the light from slipping forward as you push the tailswitch in a normal grip. Might be just the thing for someone without a steel-crushing grip.
I don't own one, but the Fenix TK10 and TK11 both have this ring and pocket clip, easily exceed your lighting needs, and are right in your price range. If they're built as solidly as the other Fenix lights (which I assume they are), they will be excellant.
EliteLED.com - Fenix TK10 Tactical Flashlight
EliteLED.com - Fenix TK11 Tactical Flashlight
If you don't want a Fenix light, I know SureFire and others have similar lights that are also high quality.
Edit:I should mention, though, neither TK light is small. They're both over 5inches long. Pocket carry would depend on how big your pockets are.