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I wear a similar setup, but I wear a helmet. Works nice if you put on the half mask first, then the helmet and secure it with a chin strap. Keeps the half mask on snug, and you can just wrap your goggles around the helmet.
 
Thanks!
I'm pretty sure the ESS Profiles and Arena Flakjaks are around the same size, so I should be good there!

Would you recommend this hat?
http://www.evike.com/product_info.php?products_id=34520

Also, do you wear yours in front or backwards?
Whoops, didn't see the reply.

That hat is alright, and you shouldn't have any trouble provided you don't curl the brim much. The real issue with most hats is reducing your field of view, which is more significant if your head is tilted down slightly. Condor 'tan' is also pretty brown from what I remember, much like the swatch on the left of the image on that site.

I wear mine forward, but more because the strap at the back is a bungee that is not too friendly to the bare forehead.
 
i run a stalker mesh mask with ESS goggles and a baseball cap, but i am switching to a helmet as i am tired of getting a headache from getting shot in the head.
 
I have a lower face and I either run it with my Flakjaks and a helmet or small goggles and a Shemagh. I feel that the Flakjaks are too bulky for just a baseball cap on top, but that's just me.
 
I have been running with Flakjak goggles, Russian CM01 mesh mask and a boonie hat. Works well with a Mark3 scope.
 
..Ahem ..

Though to be fair that's in January when it was cold and you won't be running around in that specifically.

Generally I see a lot of people run the mesh lower mask/shemagh + Goggles + some form of head wear. It's just easier it seems.
 
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