Our 2013 X20E is our second hybrid. Our first was an '03 Jayco Kiwi 17a (the "ancestor" to the X17A & Z). We bought it new and traded it for the X20E after 10 years of nearly flawless usage. Never leaked save for a small one after roof seam that dried out after about the first 7 years. That's just normal for any trailer, and it was an easy fix with Eternabond tape. We towed the Kiwi in many storms, and camped on many wet weekends. We had a lot of rain this past summer with the X20E, including towing for 3 hours in pouring rain, and no leaks.
My wife does most of the inside stuff except for the TV, I do the outside setup. The beds are REALLY easy. Our old hybrid had support bars like popups used to have. And you had to snap the canvas down around the wall. A bit of a pain. The new hybrids you just drop the bed down, put in the shepherds pole and you are done. I will warn you that the X20E's rear bed is a bit hard only because there is not a lot of room to maneuver the mattress to get the shepherds pole in. Once you get a "system" though its not bad.
I'm an average height guy and I have always carried some sort of step stool. It comes in handy for more than just closing the beds. More important you will need one anyway with the X20E to be able to clean the top of the slide before closing it.
We have never felt the need to use the pop-up "gizmos". They seem like a hassle and I like things simple. We have camped in 100 degree heat in the desert, and mid 20s in Montana. Never felt too hot, never felt too cold. Yes, the A/C or heat will run more, but it all keeps up just fine.
I will also say this. Hybrid trailers are not everyone's cup of tea. If you have never had a pop-up or tent, you may not like hearing the neighbors or outside noises at night or any other time.
Your Tundra will have no trouble towing an X20E with everything you want to put in it.
2013 Jayco Jayfeather X20 E, 2008 GMC Sierra 1500 Crew Cab Z71 SLE