Most people have encouraged you to be direct, and they are right in that it will very quickly get you a yes no answer. And also that it’s more effective on men.

But it’s equally true that if someone isn’t expecting that at all, a confession can surprise and stress them, as they struggle to put their feelings towards you together and decide on a future right in that moment.

And that can sometimes lead to rejection when it might not have occurred had the way been paved a bit more gradually.

To get specific, that involves doing things with just the two of you. But it also usually involves doing a shared interest, which you’ve said you don’t have.

So if you’re serious, I would suggest you think about what you know of his interests, and seeing if there’s anything you’d potentially like to know more about/get involved in.

Then say something like “hey I’ve started getting into __ a little bit, and I know you’ve been into that for a while, do you know of any __ happening soon I could go to?”

If he has any interest in you at all and is not completely dense, he will usually mention something, and if he does he’ll possibly invite you. Even if it’s like “don’t know of anything now but that sounds fun”, that is also an invitation for you to look up and propose events.

Once you’re at __ together, as the “expert” in the topic he’ll naturally take on more of the “host” role, which will get him talking. If he stops, unfortunately it is usually the woman that has to “go fishing” for topics, since men are not very good at it. Luckily being at __, which you’re not familiar, with means your questions will be real and natural.

And then there is the simple fact that if a man said “I’m cold” and then leaned against a women, he would be thought as creepy, pushy, or presumptuous, but if a woman does it, it’s sweet and endearing even if the man doesn’t like them romantically, because it shows you feel safe with him.

But sometimes, a man doesn’t know how he feels until he’s forced to notice. That will get him to notice. And then he’ll decide, and since men are not very good about hiding their emotions, as they’ve never been forced to, you’ll almost certainly know his decision by how he behaves toward you after that.

And if you think the answers yes, it’s then when you’d be direct. Of course, if you’ve dropped enough hints, maybe you won’t have to.

Ultimately the best way to meet people, and especially to grow and maintain those connections, is to have the same hobbies as them.

Do you like sports? Join an adult league.
Do you like reading? Join a book club. Do you like tabletop games? Use Reddit’s r/LFG, or look for a local meetup group, and find some people there.

Ultimately it’s hard to make new friends when you have nothing to tie you to them long term.

People have set routines, and it can be difficult to have them make time for a stranger initially.

But if you join group doing something you enjoy, you already a part of their lives through that. You also have an easy source of conversation, talking about whatever your joint interest is.

To echo what some people have said, if you haven’t changed jobs in the last year or two; you absolutely should do so.

As you’ve realized, there’s only so much you can do on the cost side to have things balance. Cost of living has risen relentlessly, but thankfully in many areas wages are finally growing too, and new hires usually get the higher rates.

So not changing jobs frequently, especially in the industries you mentioned, is just leaving money on the table.

Aside from that, definitely look into trades, but also look into local government, healthcare (like being a patient scheduler at a hospital), really any industry you are looking to break into as a career.

They really need the help now, especially for entry level positions, and if you do a good job, you could parlay that into a career in an industry you’re excited about.

So spend like 30 minutes each day looking for jobs, and don’t stop until you’re hired. Remember, even if you end up hating it, you can always quit and get rehired immediately in industries you’re more familiar with, because they also desperately need help too.

I think part of it is early adopters of any new, not-yet-mainstream technology are more open to differences, after all, we’re all doing something different.

Also, when you’re an early part of something, you want it to be the best that it can be, whereas when you are part of this massive corporate social network you don’t feel that same responsibility.