The key to ERA I personally think is finding a good guild thats welcoming for new players, and does the content and has your play style, as example don’t join a sweaty guild if you want to be casual, or vice versa, as well as where you will be ok with their guild chat. If you don’t like GDKPS, find a guild that runs a different raid style, don’t rely on pugs for your raiding experience, it will almost always be poor, nobody simply wants to carry some random ungeared player they wont see agin in another week, which is just there to grab every piece of loot that drops.
Finding a guild might take some time, but it’s worth the effort, and it will take active effort on your part to find a good one. Group up with people, if you like them talk to them about their guild, how it does things such as raiding, don’t join guilds which spam out invites, and where you have never talked to someone, ask if you can get an invite if it sounds good, most guilds are super happy with new people, and will be excited to have you, you will also find more people are helpful when they know you will be sticking around.
As for gold, its probably easier to make now then ever, at least on the big servers, on the smaller ones, its more challenging, but it doesn’t have a lot of value. If you try Mankrik or Whitmane, take up gathering skills for both your slots initially, you will make tons of money, to the point you would easily be able to have an epic mount when you get to 60, Here is the thing, you don’t need to buy a single thing, even gear on the AH, you can easily quest or farm everything, however if your “Farming” solution is to buy everything on the AH, then yes everything will seem expensive and you will be poor and will bemoans the state of the economy. Don’t take the fast easy way, work for your stuff.
Personally never bought gold, never needed to buy gold, and actually find it funny that people would need to since gold is so easy to make even starting fresh on older servers, but I am almost always completely self sufficient, almost always ran with guilds for my raids, also while have done the occasional pug to help people out, ultimately whether it be MS/OS or even the occasional GDKP, pugging simply isn’t a good option for raiding typically if you want to have fun and get gear.