What are the two ratings for your hitch?
If your hitch is rated to handle a 1000# dead weight (which I rather doubt) then you don't NEED WDH, if you are exceeding the dead weight rating, then you need to give WDH some serious consideration.
1999 Sunnybrook 27RKFS Fiver.
2005 GMC Sierra 2500HD CC/SB/DA 2WD, LBZ air cleaner, 52 gal Titan tank, Bilsteins, Line-X, Westin steps, Prodigy, Retrax cover, 16K Superglide, 5th-Airborne pin-box, Multi-vex mirrors, TST TPMS.
If you have a factory installed hitch receiver you will most likely need to use a WD hitch. Our 3/4 ton chevy gasser can easily handle our dead tongue weight of 1200 plus pounds with about a !/2 inch of deflection to the front and rear of truck, but there is a big difference in overall towing comfort when our WD/SC hitch is not engaged. We travel at interstate speeds in high wind conditions and I wouldn't even consider not using it. I've seen many capable trucks not using a WD/SC hitch with a similar sized towable and they seldom can handle the interstate speeds and wind scenarios we regularly encounter out here in the Mountain West. It's a great feeling knowing that we're equipped to handle most any roadway situation.
I was pulling an 8200 lb 30' TT for awhile behind my 2500 D/A (probably around 1000-1100 tongue weight), and liked using a WDH/dual cam sway control combo. WDH helps with minimizing porpoising effect on rough roads, and sway control obviosly helps in high wind conditions, especially for longer rigs. I would never consider towing something of that size/weight without it.