What is more important to you? Loving your job or making more money?
I love teaching. Teaching history didn't work out because i was overwhelmed by the preperation. Now I'm tutoring gemara and loving it. Preperation isn't a problem since I know gemara rishonim achronim much better than history. Do I try to get a high school gemara shiur in NYC area? I have a sgan mnahel who will vouch for me.
Or- do I try to get a claims processing civil service job for the Veterans Administration at an open house this week. Its 48k plus benefits! My mom thinks I'll hate it. Difficult people, tedious filling etc. My career counslor/therapist believes "you love your job so you never work a day in your life." I'm thinking how do I tell a girl I tutor and make 20 k a year? And will I get a rebby job? Can I live on that?
Are there girls who will work after having kids etcv..?
I watch TV. Is it hypocritical for me to be a rebby?
So many questions.

If you love your job you will make money. people want to make money as they can live happy,carefree life. But why work somewhere where you are not happy?
The rest of the questions are for you to answer.

Was the history job in the public school system? Why didn't it work out?

Definitely, go for the "real" civil service job. You will make some mula, and will have some stability. With the teaching, you never make money, the kids and their parents will drive you bananas (tutoring one-on-one cannot be compaired), you are not offered a position, and you can easily be fired and on the street tomorrow. Who knows if you ever will be offered a position in a "normal" yeshiva? Do you want to teach the little sephardi bloodsuckers in a kiruv school? You will not last the first week. Yes, watching TV is a problem, if you want to be a rebbi. You're supposed to brainwash the kids about the evils of TV. Are you satisfied with your position today? Are you getting any benefits, besides the P/T pay?
Go get the normal city job, with a union, with stability, with normal pay and benefits. Who said that you will hate it? I bet, you'll love your paycheck, and you will love being able to tell the girl that you have a job. Do it now, thank me later.

How many times do I have to tell you that girls do work after kids. Dad is a rebbe and we are far from rich and mom works too, and we are still far from rich. Its a way of life and girls who want to marry klei kodesh understand that they will be living without but are happy with that decision.

It's doesn't necessarily boil down to the Civil Service job or tutoring - you could see if you get the job and if it's really horrible, you could look for something else. Or you can continue to tutor and see if something better comes up. Personally, I'm a fan of the less-stressful job that makes decent money and has health benefits. Having insurance is important, especially if you want to get married.

It's all well and good to say that it's better to make less money and enjoy your job, but if less money means not being able to support a family, that doesn't help anyone.

Furthermore, you don't know if you'd hate the civil service job until you actually do it. 48k is great money, plus you'd have benefits. That's nothing to sneeze at. I say go for it and see if you even get the job. It's probably not going to be a stressful job, and that's definitely a plus.

And what YBS said:

It's not an either-or, either loving your job or making more money. Deciding which jobs to seek out and eventually select is usually a complex decision matrix. You need to rate the various factors, be it level of remuneration, job satisfaction, ease of commute, hours, utilization of your existing skills, potential for personal growth and advancement, etc. and assign an overall score. Most people won't stay with a job they hate even if the pay is great (unless it's really, really great) and most people won't stay at a job that keeps them among the working poor even if it's with really nice people (unless the people are really, really nice). It's a matter of balance, where the trade-offs are satisfying in the totality.

An issue is your age. If you are in your early 20's, then indulge yourself in a couple of years at working at a job you love but as you get older the responsible thing to do is get a job that pays. It doesn't have to be civil service, you know. There are millions of jobs out there. Civil service is a particularly thankless job but it's usually an easy one not to take home with you -- as opposed to some women who I know that are married to lawyers who work 70 hour work weeks and they never see each other.

Thanks guys. I'm definitely going to go to the civil service job open house. I hope I get the job. Tutoring will never go away if I want it. And I think I could handle the job. Its veteran claims processing. Anyone know exactly what that is? 38k + benefits is good. I'll commit to myself for a year if I get it. My mom, who I love, gets all excited. She says, "youll get depressed thinking thats what you will do for 25 years." Who says I'll do it for 25 years? Let me make some money for my first time.
Anyone work in civil service here?

So is it 48K or 38K?

Motcha, why don't you look into government jobs?

It is hard to get one here in NY from I was told,

My typo. 38k. Its still something. It goes up to 56k.
It is a civil service job. Its a Federal job. Same thing no? City state or Fed are all civil service.