After researching this topic for my 2014 F-250, Depending on what year/gear ratio you have in your F-250 your Max trailer weight can be as high as 15,500lbs. The limiting factor is the SRW axle/tires on pin weight.
GVWR of an F-250 (10000lbs) - Curb weight of your truck (6000-7000lbs) - You, gas, family = pin weight.
(that's the legal equation as rated by ford)
The reality is a 2014 Ford F-250 SRW is 1 leaf spring (or airbags) and a swaybar away from the GVWR of an F-350 SRW. The rating goes up slightly more with 18/20inch wheels as the tires are a limiting factor. The axle is exactly the same between SRW trucks. Ambulance chasers
will use it against you if it ever comes down to personal injury due to an accident, but that's our broken legal system.
The real difference is the Dual Rear wheel 350/450 trucks. That's where your pin weight goes up for the really heavy 5vers.
My recommendation is the KZ Sportster 355TH Trailer weight Dry is under 10k lbs, Pin weight is 2190, has 3 axles. Once you add your harley in the back it will lower the pin weight. Just looked at one today, it's a nice 5ver.