Hi Jsync:
In my case I have both and use both, but I am becoming vey fond of the Tetra. I like the tactical option because it gives you all the extra gear plus the backpack which I really like. The book is helpful if you are new. That said, if you research the forums and have a good Wi-Fi base you can get by without it. You will need an Internet connection to provide connectivity to clients and you need a source to connect and configure. I use both Linux and Windows without any issues, never used a phone.
The Tetra is very powerful and does both 2.4 and 5 frequencies. The Nano is smaller and only does 2.4
One last word of caution to set your expectations. You will need Wi-Fi understanding to use the Pineapple, it is not as easy as plug it in and own everything. It seems there are people who buy a pineapple and have unrealistic expectations.
Good luck,
Jim