If you are at the end of your family plan contract, and wish to 'move out' into your own plan, you should be able to do so. It should be no different than just moving the 'main' number of the plan from a 5 line to 2 line to even a regular single line plan. Thus moving your number into another single number plan. And yes, assuming that you can make your number independant, you should qualify for as if you were a new customer and have all the new cusomer discounts. Not knowing the exact details of your TMobile family plan, you may wish to consult a Tmobile rep about your options.
As for Wing, there is no real difference between the MDA and the Wing. Both are PDA/Cell phones and both can pretty much run WM6. With the MDA there is an upgrade from HTC's website for TMobile's MDA. Both have Wi-Fi, Fav-5, IMs, txting, emails, all that good stuff. So, it is really up to you if you wish to upgrade to a Wing from your current MDA. Unless you would consider the TMobile Dash, or even the SideKick 3/ID.
If you want to move to a different carrier, that's fine. Again, that depends on the main number's status on the family plan. Pretty much Verizon, Sprint, and AT&T can now stream videos, but through their own multimedia services. All have their own version of the PDA cell phone.
(AT&T) 8525, BlackJack
(Verizon) xv6700, Motorola Q
(Sprint) Mogul, Motorola Q
However, as far as I know, you can make WM6 run flash videos, AKA YouTube, with tweaks. Pretty much your only other option, if you do not want to continiue to mess around with the Flash Lite, is to get an iPhone. But I would not recomment the $500-$600 price tag.
I hope that this answers some of your questions, and good luck.
I have a MDA, should I upgrade to the wing?
Ok, here is the deal:
-Im on my parents family plan, but Im ready to get my own account.
-I also have a MDA but I see there is a new phone called a Wing.
-Im also out of my contract with Tmobile
so Im wondering if I should upgrade and get the Wing (is it the best phone out there --for about the same price-- I would consider switching service providers)
I use my phone for a lot of internet, pretty much every day.
one problem with my MDA is I cant make it run flash (no youtube ect..)
I could never make flash lite work.
love the full size keyboard and the large screen
I love the external storage
and my MDA is getting beat up
So would I qualify for a "new custumer discount" on the phone because it will be a bill with my name on it, if I get my own account and off the family plan?
Is the Wing about the best that is out there?
really I want a nice phone I can use for Real Estate/bus ect...
that I could use the internet on (which phone has the best internet speed?)
has a large keypad like the MDA (I dislike the trio pads)
has external storage
has a large screen
has a long bat life
and IM getting a new contract so I figure I should get a new phone while I can at discount.