I came back about 24 months ago, had to make a whole new crew.
I played for about 6 months, then stopped, and came back again just recently, because they made TDS free, now TBM is out.
So, I had to level a team from scratch. I levelled the team up to SoD stage, and did the first 3 themes, all quests, which gave my guys a full set of (decent) gear from the achieves and quest rewards.
Then I levelled up, and was able to buy the armor sets on the way. To level up, I did open zone grinding and as soon as I could, I did Dead Hills "gribble" HA, Into the hills. It took me out of open zones into an instance that scaled with my group. It's simple, low risk, easy to grind on. It got me xpack currency too.
At 85 you can get Reis armor, or rustic .. rustic is from VoA.
at 92, fear touched ... RoF.
at 100, latent or now castaway. Castaway is slightly better.
So I got to 100, with latent (at the time, castaway is TDS). Then I played all the CotF quests, HAs, content. I did a little back-content. Then I stopped playing.
Now TDS is out, I levelled to 105, and did all the TDS content, and upgraded to castaway, and then to more based on drops and almost a full baseline set of gear, via xpack currency.
I'm considering RoF and prior content, but drop wise there is no point, it's purely for my "want to do it" or not. It's faster to do, but no gear...
So .. it depends what you want to do in game. My goal was to do COTF, and levelling worked ok for that, but it seems less likely I will go back and do that "missing" content. Maybe for the zones I like the look of.
You will replace all gear, with the set of gear from your level range. If you level up, you'll not care about the old gear. All the effects and so on tend to stay in the same slot and move with you.
Augments might be the only thing you hold on to. I have not farmed any of the instances/quests/named for aug drops, and so my guys have a variety of augs we got along the way. Of course, tank needs the decent AC stuff. And there's Tavron's for 4 slots per toon too.
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In other advances, PeteSampras made a plugin version of his macro bot. MQ2Bot. It's very easy to use, and very good at playing all classes for the group game. You can literally just set group tank, and group assist, /bot on, on any (all) toon, and it will play them well enough that you can do 99.99% of the group content with no problems. Very very cool. Zero configuration required, although it can be configured further once you get to the point you need to. It stops all the messing about with setting spell sets up in ini files that the previous macros required.
There were other alternatives, but the bot really sets a high bar, and it's included with MMOBugs build (I think only, not anywhere else).
/plugin mq2bot
/bot on