Your towing capacity includes the trailer, everything in it and everything in the tow vehicle (including the people). If the trailer is truly 2700 lbs, it's hard to imagine that you will not have at least 800 lbs of cargo and people, so you'll be very close on your limits. I'd take it to a CAT scale to get exact measurements.
Whether or not you need trailer brakes depends on where you live, where you'll be travelling and trailer weight. However, if the trailer is really that heavy, I'd get a brake controller installed (by a professional). If you don't, you will wear the brakes out on your tow vehicle very quickly and have a good chance of heating the rotors to the point that they warp.
Hope this helps.
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2014 Ford F-150 3.5L EcoBoost with 3.31 rear drive
2016 White Hawk 23MRB
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