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There are 2 problems I see here.

1- The gradient overlay in layer style is the reason you cannot achieve a clipping mask with the fx. Because it always sits on top for some reason. So, you will not see the guy if you clipped it. You will only see the gradient.

2- when you switch off the gradient overlay you can clip it. But the problem is the white outline which you have done with an inner glow will not be visible on top of him as it will go beneath the guy and his shoulder & hands will be seen on the white.

I don't think there is the solution to the fx problem. I think I have seen this problem in previous versions aswell. But as [USER=126614]@polarwoc[/USER] suggested the alternate way is a simple layer mask.

If you still want to do it the clipping mask way then you would have to it the long way and separate all the layers. The gradient in 1 layer, the outline in one layer, and the guy in another layer.

Duplicate the round bg layer use it as a clipping mask for the guy to put the outline layer on top and the other gradient layer at the bottom!