Don't TR. Get some gear put away to use as you level up.
Ideas are as Follows:
By 2nd Level: Have a decent weapon set up for your new levels. I suggest a PG or something with Frost Burst Added to it and a Force Ritual to kick start you off.
FF/UA Ring of Feathers/Bottle of Air. Is a Plus, have this ready by 4th, at latest.
By 5th, have gear to upgrade to, I suggest Chrono Gear. Also have your VoM and Mantle. They come in very handy.
If you do not have GS weapons and a GS item, (at least to Tier 2) make them, before you TR.
Because here is how it works. When you have wings people will expect you to be better geared, pulling out stuff they will never see for another 10 levels, gets you little more then a "Meh, I expected you to have that".
Also, Knowing the quest is expected. So grind up a new toon to about 6th before you TR just to get a feel for the low level content again.
Now, You do not need to do any of that and you can just TR and just run. But, people in the game see the wings and expect you to be better geared and know the quest then some one without the wings over their name.
But you will be doing yourself a favor having gear set up to "grow" into, at stages, like 2nd, 5th, 7th, 11th, 16th, 18th, 20th.
This is just my advice, take that as you will.
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