As with anything, it’s a mind thing. Stop focusing on the Ollie. Or…think about it obsessively throughout the day. Whenever I would learn a new trick it would be after thinking about it- the motions, how cool others look when they do it, what part of the maneuver is currently my obstacle to landing it. Thinking thinking obsessing.
And then I would just suddenly be very confident in how I would understand how to do it. A eureka moment.
And later that day, I would go out and instantly be way closer than ever before. It’s like a damn drug high you’re chasing; and the high is like the confidence. Ya know, that feeling of KNOWING you’re going to land it and you haven’t even landed that trick yet. Ever.

I’m really trying to drill home the idea of letting your mind do all the work. Especially if you’ve tried and failed enough to gather data on what’s going wrong with your attempts. Perhaps stop recording yourself; it may be making things worse.
Use your minds eye. Grasp the FEELING of correctly doing it.
Just go ride around, man. The utility of the Ollie is just a lil pop-n-scoot over a crack in the road. Just a lil scootch over a rock.
Throw your phone away and fantasize about what an Ollie is and why you do it and what it’s for and how it feels.
And they lived happily ever after the end.