I would not tow that combo... Not saying it can't be done, but I wouldn't be happy with it..
I tow a #5000 GVWR TT that's only 22' long from hitch to bumper... I tow it with a truck that has a "tow rating" of around #11,000..
I might tow your trailer with my truck, but I'll bet I'd not be as happy towing it as I am now..
It's all perspective and speculation as to what is a good towing combo, so just gotta do what you need to do to get into YOUR comfort level..
Towing spec's do NOT take your towing comfort into perspective, so you just gotta live and learn.. I've been towing stuff for over 35 years and I know what I like and what I don't like..
Good luck!
Mitch