my concerns in having a bigger trailer is16ft will get you loaded with the tractor and fel, but nothing else. Guaranteed you will want something bigger later, but for that price, it will give you a starter trailer and it would appear that you should have no trouble in getting your money back out of it when you find you need to upgrade. AS far as upgrades, been there, done that, got the t-shirt. Started out with a 5x10, went to a 20ft, then after upgrading to a cab tractor, went to a 31ft deckover dually gooseneck trailer. I am NOT upgrading again.
An important point is how do you load the tractor on this particular trailer. Make sure you have this understood before buying the trailer. Another important point is brakes. 16ft trailers sometimes do not have brakes and if they do, it may only be one axle. No brakes is not acceptable, while one brake axle could be acceptable for your tractor, but two axle braking would be much better. Remember that trailer brakes require a brake controller on the tow vehicle.
my concerns in having a bigger trailer is
Have a 2005 v8 gmc sierra k1500 tow package - standard cab short bed, short truck