It's just like Glass says: you have to do a lot of work. Be comfortable that everything will suck for a while. Probably a long while. You may not notice day-to-day progress, but if you practice frequently, you'll eventually be able to look back and see that you're doing better.

For many, a good way to do that is just to take a class. You commit to showing up with other people and just working on the thing. A good friend joined an MFA program not because she really expected to learn much from the teachers, but because she benefits from the structure that forces her to write, write, write.

Hey there, I struggled with the exact same thing as you when it comes to art. I started teaching myself to draw around a year ago. I made my way through the well known books, 'Drawing on the right side of the brain' and the Andrew Loomis books on faces and figures.

The main thing that pushed me through, and still motivates me, is that now I know the language and the reasons for the 'wrong' parts in my drawing. Now when I draw a figure I catch myself thinking 'These legs look weird because I didn't pay attention to the calf muscles and now my figure looks completely out of proportion' or 'My initial gesture drawing was rigid and as a result my figure looks static, with none of the weight being balanced'. For me I can see myself get better, but a lot of the 'Ah-ha!' moments actually come from realising where I've gone wrong and what I need to look at next to make sure I can do better next time.

As an aside, a huge bonus with this sort of thinking is an renewed interest and appreciation for artists you like, I catch myself looking at the work of guys like Charles Dana Gibson and marvelling at their control over light and shadow, or the expressions they're able to conjure with a few lines. It's an intensely rewarding experience. I'd really recommend grabbing a pencil and just going for it.

I’ve found that I need to alternate between two kinds of practice within a session: Pushing my limits with no real expectation of success is where I actually learn things, but is demotivating. I also need an easier task that I’m confident that I can succeed at, where I can just get into a flow state and perform.

I’ve never tackled drawing, but if I did, I would probably pick some simple object and sketch it at the end of every practice session. By drawing the same object over and over again, you’ll notice it getting easier and better over time, and you’ll build a ritual around drawing that feels familiar and comfortable.

I am doing this, YMMV: I started drawing exactly 1 quick sketch (mostly human figures, taken from https://line-of-action.com/) a day. EVERY DAY.

After 30-40 days of this I started putting the results on Instagram. I had an Instagram account for maybe five years, only to follow friends there, never posted on it. I kept drawing and publishing at least one piece a day, every day, from April to December. In some cases (e.g. I went away for a holiday) I either took drawing stuff with me or built up a bit of "buffer" before the trip in order to keep posting regularly.

Now it is a bit over a year since I started, I post at least once every two days, actually more like once every 1.3/1.5 days...

I do believe I am improving, and anyway I am enjoying this immensely. I do not know if for you the publishing part may act as an incentive or you maybe feel intimidated by this. So try just drawing without publishing for at least one month, possibly daily.

Would you mind sharing your Instagram? I'd love to see your progress - I'm sure it would be inspiring for others to follow your lead (even if you're not quite Picasso yet)

Of course! I did not put it in the original comment because I didn't want to make my message look like "clickbait" - here it is: https://www.instagram.com/pamar/

And here is my webpage on the process (I want to add more about how I draw, including some technical tips): http://pa-mar.net/Hobbies/Drawing.html

Thanks, and looks like you're really making some progress. Good effort!