Should I Stay or Should I Go Now?

For the umptienth time in the last 5 years, my sister held an intervention for me. She felt it was time to attempt to persuade me, yet again, to move away from my mother, and let nature take it's course that way. The thought has been creeping into my own mind more and more over the past few months because, in honestly, my next job will more than likely be in Portland. And my relationships are in Portland.
It is very hard to carry on a consistent romantic relationship with someone that lives 45 minutes away. You can't do that evening thing, the quickie thing, the spontaneous thing. Every damn thing has to be preplanned, and then you run the risk of your special someone getting bored and fed up with their long distance girlfriend, and finding a local, convenient OBC to fill their free evenings with. It sucks, but it's the nature of men to find what is easiest to them and exploit it.
I consider what I would spend on gas and tolls to get to work, and then on rent in Portland, which after searching last night, I'm not feeling really positive about the experience. Rent there is astronomical, and enough to break the horses back, so to speak. But I'll be making some inquiries down there this week to see if there is anything else that might be negotiated. It's a bit exciting, although I dread leaving my big beautiful 3 bedroom apt with eat in kitchen, double living room, front & back porch, and heat included.....sigh. I love this apartment even though I can't keep it neat. Maybe because it has so much potential. Well that and I despise moving.
So I have to consider the gains and losses if I do move. Financially, moving for me might be a better option. The rent we collect from the building will pay for taxes and future repairs, and might even be able to subsidize my mom in a home. Who knows. In Portland, there are so many opportunities. My significant other is there, jobs are there, so many fun things for Jujubear to do are there. My family was a little taken aback when I mentioned I'd been thinking of moving to the greater Portland area...they were only thinking across town after all. LOL! But whatever I decide, it won't be a rash decision, or based on hurt feelings. It will be the best for my family and for me in the end. LOL, and poking the bear some won't hurt too much either.