Interesting thread for me as the wife and I are about to go pick up our first Trailmanor, a 2013 2720SL, next week. And plan to tow it with an 07 Tacoma V6 with factory tow package.
I want to pass on something I learned recently on an easy way to monitor transmision temps if you have have an Android phone. There is an app called Tourque you can get for free (lite version) or $5 for the full version from the Google store. The you get one of the available blue tooth devices that plug into your OBD diagnostic port that work with the TOURQUE application on your phone. I will go find the links later, but they have some for $5 dollars or so (seem to be some complaints with the quality on those) some for around $25 (most seem to be happy with these) and one really deluxe model that sells for $75 - $100.
The TORQUE app can monitor and display oodles of engine parameters along with all the standard OBD trouble codes. It does not have transmission temps as a standard display, but you can create your own custom data items to be monitored and displayed if you can find out the specific details for your vehicles. I have the $25 OBD device and I have the IDs and equations to enter for trans temp on the Tacomas I found on the Tacoma World forums. Will add a link to that later as well.
The OBD devices and TOURQE work with any OBD vehicle and I believe there are other applications that work on Ipads or laptops as long as the OBD blue tooth device is compatible with it.
Edit: Here is a good thread with specific info for the OBD Bluetooth devices and Tacoma
http://www.tacomaworld.com/forum/per...d2-reader.html