Shoulder clicking

Everytime I load up on my shoulder (side lateral lifts, military press, front lateral lift) my shoulder clicks when I start the flexion. It's painless, much like a softer knuckle cracking.

Is this a rotator cuff issue? And will doing the same thing with lower weights strengthen it?

If it is painless, then don't worry about it. Most of the time it is just tendon going over bone and thus the click, or air escaping.

Here's a great article on this by a medical friend of mine: