2nd Gen DCSB TRD-OR: Towing with mid-travel. Have you done it?

So, the Queso Blanco Taco is almost paid off. Later this year, I plan on upgrading to mid-travel. My question is; has anyone towed with this setup? I have a boat that's around 2000lbs with both tanks full and the trailer is about 1k. Has anyone had any issues with a setup that allows more suspension cycle?

 

I tow my 2 place enclosed snowmobile trailer w/2 sleds and gear in it often with no problems, I did add air bags this yr to keep from blinding people at night with my lights