Search Results: meeting a nice guy

Let me elaborate a little. Now, I know of course you want your SO and your friends to get along, and hanging out altogether shouldn't be an issue. But I've PERSONALLY always been of the mind that you just don't hang out with your friends SO's privately or talk to them privately. It feels like a line that shouldn't be crossed to me.
Well I have a close friend who views this a little differentially. She sees no issue with it if we all trust one another. We both recently met guys and have started seeing them, however both of us were friends with each guy before we really started "seeing" them if you will. We met her current SO first, nice guy, and again, we were all friends before they started getting serious. Even before they officially announced anything, I could TELL it seemed to be getting serious so I backed off and do not and have not spoken with him privately outside of what's said in front of said friend or in a group chat that she is in.

Now fast forward to meeting my SO. Again, we met mine at the same time and were friends with him before anything started. From the start he was definitely kinda seeking me out, talking to me more than her and what not so it wasn't really a surprise when we started seeing one another however, unlike the boundary I have myself not to cross... she doesn't really seem to have issue with trying to seek him out alone to hang out with or talk to privately. To my understanding my SO is not really receptive to it. Doesn't hang out with her when she offers, and it's hit or miss if he even responds to her when she tries to message him. Not that I've pressed for details, but they've both vaguely mentioned it here or there.

I don't want to be "controlling" or "toxic" or seem like I'm trying to commander their friendships, but I just am unsure if I'm the one with the issue or if there really is something weird about this.

I recently met this guy. Seems pretty nice. He has similar interests. Unfortunately, lives a couple of hours away but he wants to eventually move closer to where I live (he lives in the middle of nowhere, I live in a major city, and he's been wanting to move to the major city before meeting me). So I'm okay with the distance...

Then I caught on, he doesn't have a job. He hasn't had a job in four months because apparently, his last job scammed him. He's currently looking for one that pays him well so he can move. I had asked him what about a part-time job until he finds one, and he said he rather not.

He has an associate with computers and was working IT but felt like a drone. I'm kind of at a conflict with myself because it doesn't make sense to only have a 2-year degree expecting to be making salary money while being completely unemployed and a past of him not being able to keep jobs because he simply doesn't like them.

I like this guy but if he's going to be someone who doesn't get a job or at least some kind of income I don't see a stable future with him. But I want others' opinions to make sure.

I'm not worried about him mooching off of me as I'm someone who was raised not to do that (and seen from other's experiences of how poorly it ends).