Paul Graham talks about this some in Living in the future[0]
I think there are 2 stages. Learning new stuff that has potential and understanding how much potential it has.
For the learning part you want to be really open minded and talk to lots of people. Use hacker news, reddit, TikTok, Discord, meet people in virtual reality who have unusual custom haptics and ask them about what they think the future will be like. Talk to weird people outside your social circles and gudie your conversations using first principals. Ask people younger than you what's cool now and what they're interested in. Gradeschoolers are the real gurus.
For the understanding part thats trickier and more personal. I've got it right a few times but I've got it very wrong a few times too. I first learned about Bitcoin when it was maybe 3 cents a coin or something? I think I saw it on some obscure subreddit. I've never been too into money though so I didn't really look into it. Even now if I'm being honest I usually find crypto kind of boring. (The chains you can write code on I'm more interested in, though still skeptical). You mention the internet. Lots of people actually knew about the internet. I haven't been able to find it again lately but there is this hilarious newscast from the early 90s that open with the anchor quickly turning to look into the camera and say "but what is internet?"
Here we have the tricky part. Out on the frontier, the "edge of the fractal stain" as Graham would call it...there is a lot of stuff thats just never going to pan out. Some of it is outright bullshit, some of it is just a tree that never grows. Or a tree that won't grow for a couple hundred more years.
Here again you want to use first principals to try and sort that out. Personally, I also take the strategy of only working on stuff that I deeply love and am extremely interested in. This way the work itself is the reward in case it fizzles.
For me it was Linux in 2001 (arguably already mainstream), Cloud in 2011 or so, and now VR. VR could turn out to be a flop compared to cloud or whatever but even if that was the case it's so fun to work on I don't really mind.
[0] http://paulgraham.com/startupideas.html