With a 1500 I would stay under 7000 pounds gross and 26' bumper to hitch. 3.42 gears are not great for power and longer than 26' and the wind will really push you around. When your trailer starts getting significantly heavier and longer than the tow vehicle then physics takes more of a toll.
You will have a difficult time getting all the things on your wish list without a more capable truck. And as mentioned above your numbers need to come from the door sill loading sticker on your truck and not fictional brochure numbers. Those trucks rarely exist in the real world. At 7000 pounds your tongue weight will be 850 pounds plus 100 for the weight of the hitch. Ignore the dry hitch weight. You may be able to pull 9000 pounds but you will not likely be able to carry the tongue weight it requires to prevent sway.
