I do try to make my annotations in the hope that they'll eventually help someone with routing or somesuch (yes, I've watched your runs and they're part of the reason), but I really don't know. Right now, they just feel like a place where I put my opinions on the game, attacks, designs, and my performance in general, so I'm not really sure if I've accomplished my goal, or how to go about doing so.
To some degree you've succeeded (I didn't realize how much of EE was streaming) and being opinionated can be plenty entertaining. If I had to offer advice--
*Market yourself! Whether your audience is yourself, your friends, or random YouTube searchers, you have to keep the hype machine up. Time is precious (especially once you get into the working world) and people want to, if not watch GOOD videos, not feel like they're burning that time watching BAD or BORING videos. Besides, even if it's just you watching your own videos, do you want to see yourself telling yourself that you suck? So, even if you screw up, spin it. Do silly fake-reactions, leave the viewer in suspense for a few seconds about whether you're going to survive this particularly dumb attack (in general, don't ever spoil what comes next), crack jokes, and generally make your video the sort of party where your subscribers will want to watch your video even if they've already seen a dozen different AbEx Xeno a + Suzumi 2 videos already (by the way, we basically have, so please everyone do something else).
*Find some content that distinguishes you. Why do you think I play the really obscure games or go for weird achievements? I'd never be able to put up a video of a canon 2hu game that someone else didn't do like three times better six years ago, so I don't bother. Len'en isn't quite saturated yet (though there are several impressive videos by people like Pruns and Aluh Izayoi) and it has a small but devoted fanbase with a steady trickle of Touhou casuals who want to see what this next-best-thing series is, so if you're willing to stick with this Good Game Design it's not a bad place to land for a while. Find something other people haven't done - Tsuba runs, score runs, etc. - and work toward that.
*Aim for quality. One reason so much time goes by between my videos is because I don't record first clears. Ultimately, whatever you do will have to be compared to the videos that are already out and the videos that will come out later, so if you're going to do something, do it well. (Of course, having High Quality Content and being successful at YouTube are two very, very different things. If you want to be the PewDiePie of shmups, then that will require a LOT less effort put into being good at games and a LOT more effort put into showmanship.)
*Get lucky. Two thirds of my views have come from one of my videos, which got picked up on a Dutch everything site. Even setting aside my charming wit and OCD-tier annotations, it's kind of criminal that I have as many subs as I do relative to people who are better than me at teh shmups.
I think you're on the cusp of being able to pull off some really cool stuff. If you believe in yourself and show the best you have, I think there's still plenty of room for your career to grow.