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On a scale of 1 to 10, I'm at a 2.3.
I'm probably older than most here, in my late 40s. Haven't had a date or even had the guts to ask anyone for 20 years. I have hobbies but I've reached the limit for what I can justify putting in to the financially and over time the enjoyment of them has dropped.
Overall I'm dissatisfied with almost everything about my professional life. At work I'm surrounded by (at best) unthinking people and at worst, out-and-out [rule 6 no US politics] - one of whom I'm (very closely) related to. I cannot find a suitable replacement (or an even worse, but happier in life) job to replace it with. My workplace refuses to provide me with health insurance and thanks to the [rule 6 no us politics] and their cronies I've lost access to the healthcare I've had in previous years, (ACA) because the cost through it has more than quadrupled. Haven't had dental coverage for my entire adult life, and they're bad. At this point if I COULD afford to go to the dentist I already know the response. "They've got to go, we'll fit you for dentures" is the answer I'd hear.
Now on the weekends, or days off? I can forget about enough of the week to feel like more of a 5 to 7. I'm lonely but can do what I want, when I want, like OP said. Admittedly I have a fairly ok amount of money, a moderate amount of savings, and relative financial freedom, but a year or more unemployed and I'd be back to poverty.
My real life friends from school either left me behind, had kids and I can't relate to their lives, (not that it would matter, they have no time) or moved away, went bonkers, [rule 6 no us politics, but you know] and in some cases have died. The best friends I have, (A whopping 2 of them) I have never met in real life. One half-way across the country and one 2/3 of the way across the country. (US)
At this point I'm considering asking one of those 2 friends if I can leave this all behind, cram all the most important possestions I have in to the car, and pay them rent for a while, to just leave all of this behind.
I have no idea what they'd say if I asked.