But there are matchmaker services out there. Here there's one called It's Just Lunch but it caters to white-collar types. It would seem that women who use those services would be more serious about it. I guess there's the possibility of an age difference. In any event it would seem more promising than Tinder -- which, from all I've heard about it is that it's used mainly for sex -- or other expensive dating sites.
You should focus hard on trying to get into some kind of relationship just so you don't get left behind with a lot of catching-up to do, skills-wise. I'm probably telling you nothing you don't already know. Sorry.
I'd stay far away from Craigslist personals.