I haven't put the trailer on the scales yet,(planning to do that on our way back home on this trip) but I would guess we are around 14200-14500 lbs. We only tow twice a year for long distances(spring and fall trips). All of our other trips are local and no more than an hour or 2. The F-350 I'm looking at has a payload of 4260 and I think we should be under that with the wife, 2 Labs, and I. We travel light for some reason. After this trip, I'm planning on removing some of the things I have that aren't used in awhile.
Will gather that the 14,5 is max weight. If so, then yes a SRW will be AOK. I had a '15 F350 SRW and thought she'd be the last truck I'd get. Then we got the Big Country which put me at max on everything and over on some.Truck towed it w/o a prob as most will state and like yourself, I love the SRW (especially in the winter and towing a 4 place sled trailer). Year after we got the BC, we decided to go to FL in mid summer for vaykay. Being over on tires w/o anyone in cab and knowing all the extra heat we'd encounter, I had a gut feeling that would not go away. So ended up getting a DRW. Now, our dry weight is 14,000 and max is 16,000. Scaled out w/ the '15, pin is 3700 and 5er is 15,980. The DRW is awesome for towing the 5er, and so-so w/ the sled trailer. I know the newest of trucks have increased their GVW's and now in the mid 4,000 range of cargo. This being said, we'd have less than 1,000 lbs avail (which is still a lot), but IMO cutting it close if you have 4-5 people in truck and such). Many will state too that anything north of 15,5 max trailer weight is DRW territory, and there are others that will say otherwise. Have to look at your own reasons.