Wineturtle gave the true bottom line here.
I know a dude who has been where you're hoping to go. He's the ultimate safety/no risk guy, will stay in a situation (living, work, etc.) as long as is absolutely possible. The woman in his life loves attention from guys (has no close female friends) and has played him to a tee. They dated briefly, then were "friends" while he met and dated a woman who should have been perfect for him. The friend was outwardly supportive and she didn't push the girlfriend out yet you don't have to be a genius to see that the female friend in constant orbit with this guy was getting in the way. The girlfriend got out of there, met someone else, married and had a family. After some time, he started dating the friend again and they got into a relationship together, though most who know them deemed it one of convenience. They subsequently broke up yet she still hangs around to cockblock him eternally, and he lets her do it. I don't know what fuels her thing with him, probably daddy issues and social neurosis. He's approaching midlife and he just allows it to happen, he's a super good guy and all of us who know him know he won't move beyond where he is until he finds the nuts to stand on his own, be a man, and show some intention in his life. Take from this what you will, maybe this won't be you down the line if you continue as you are but do you really want to risk that?