My first reply would be to buy it 2 years old to begin. That will help the eventual loss on the resale side and doesn't make it quite as big of a gap.
Second, obviously you are looking ahead for a future upgrade or maybe this is just a test of whether you will like camping? I would buy for what your current needs are, because things change. Example: I bought mine with the anticipation of a 4 seat UTV. Well, 7 years later, I've never owned a UTV. Still have quads. If I would have known that 7 years ago, I would have went with a different model. If you know you will be changing "hobbies" soon, then plan accordingly, but if the future is unknown, go with what you want/need now.
Finally, I have a Bumper Pull that is 32+ Feet. I bought it site unseen, didn't do my homework. It is a Model FSW2800, so I was thinking 28 ft. Not so! I bought bumper pull, because I wanted the bed open. I regret it everytime we load up. The 5th wheel we previously owned had 3x the storage, where we could keep things loaded. Now, we load/unload chairs, tables, tools, etc... everytime, whereas a 5th wheel, you keep them loaded. Pack you clothes and food and your off. Storage is underrated on an RV! I've had a 5th wheel and MH with basement storage, and miss them both dearly!.
Don't get me wrong, I wouldn't have owned my current trailer for 7 years if it didn't fit our needs. But the 5th wheel is a better option, and if you get one that fits your needs, you won't need the bed of your truck.
Sorry for the ramble.
