As a past and future liveaboard, I can tell you it's great! You'll be kinda like a gypsy though, with no real street address, which everyone wants / has to have. I still owned property which I had rented out while I lived aboard, so when I went to the UPS store to get a mailbox, I had a street address for the paperwork. You HAVE to provide them with a valid street address to get the box (federal regulations post 9/11) so if you don't have an actual house, you could probably get away with the street address of the marina. Don't try to get your stuff delivered to the marina, because it may not be reliable. I had problems with the letter carrier refusing to deliver to ME at the marina, since I was not the business or an employee. Also, every time you buy something on the Internet, you'll get on a junk mail list. The UPS store (or other) mailbox service is great, because they can sign for packages, certified mail, etc.; receive faxes, motor freight shipments, and forward stuff to you if you're out cruising. A must have. One more tip... when you forward mail from whatever address you're using now, do not check the "permanent" address change box, use "temporary" for 6 months. If you check "permanent" they will sell your new address to the junk mailers.
Think about how you will handle your sewage. This is one of the main reasons others don't like liveaboards, too many over the years have just dumped raw sewage into their marina. We're lucky to have a little boat that comes around to our dock to pump us out. You could also leave the slip to go to a pumpout station, or use a Lectrasan if allowed. Something to think about.
Finally, I got really tired of poor TV reception, and with no cable at the dock, I finally installed a DirecTv system which was wonderful! I did put it on a Track-It TV mount, so it worked underway and when we arrived at new marinas. Now with so many stations already broadcasting in digital, that may not be as big a problem. My last trip down the coast proved that you can get crystal clear TV (and more channels to boot) via the digital converter box than we could ever get with any type of directional or omni tv antenna on the boat before.
Finally (for now!) if your marina doesn't have a good supply of dock carts, you'll probably want one of your own. Nothing's more frustrating than coming back from a grocery shopping trip and no dock carts in sight. Hunting around a hot marina in the summer for a dock cart while your frozen food melts in the car is not a good attitude adjuster.*