I would not date anyone that made me uncomfortable in any way. It is not bad or horrible of you to have had the background and experiences you have had and want to protect yourself.

As lad007 points out, he is not you and you are just dating and it doesn't really have anything to do with you but you do have your feelings and fears and know, if you are emotionally engaged with the guy you will probably want to help and that could help you if he gets into trouble.

On the other hand, as Can'tExplain has experienced, one can be in relationship with another and the two people can work together to make it through.

You cannot know what the future will bring and that is probably what is making you the most anxious; not knowing if he will quit or lose his job. The experience you have is of someone who did and it was a bad experience so this new person's experience feels like a "threat". You have to decide what you would like? If you enjoy being with this person you can tell him about your experience and how anxious his talk of quitting or being let go worries you or you can decide that what this person gives you in terms of enjoying being with him is not "enough" to counter such a feeling?

When I was dating my husband, I got us locked in the walk-in closet in his bedroom while he was changing clothes so he had only his underwear on and the light switch was outside so we had no light. It should have been terrifying but I was laughing my head off because I believed (rightly :-) my husband could solve the problem. He is a big man and if all else failed, I assumed that just putting pressure on the door and breaking it would work. But it was/is an adventure being with him in any circumstances and I have no worries when I am with him that together we can figure out any problem.

If this man does not give you some of that feeling, why would you want to continue to date him? There has to be a "team" mentality for a couple to work as one? Feelings we get about a person have to have a "base" or they are just infatuation or projection. In this case you are putting your previous experience on this guy but that would have to be because this guy does not have enough of his own positive self to counter-act those fears?

Your fears are not baseless, you know that because you have the experience to back them up but you do not have to continue to limit yourself to just that point of view; you could have/develop faith in yourself to know you could deal with whatever happens to you, and he if you want to include him; you could decide you are not in the "mood" to deal with his thoughtless I-think-I'll-just-quit threats (because he's an idiot to quit his job without any idea what he'll do otherwise, because he doesn't "like" the job in a difficult economy is no reason he should "share" that idiocy with others, especially someone he's trying to "impress"? He doesn't think very much of you if he isn't worried what you think/feel about that and how it might impact the relationship? He thinks it won't matter, that you don't matter, it doesn't occur to him that you might feel as lad007 suggests); or you can not bother with any of that, just know he's making you uncomfortable and move on to someone who does not.