I thought I tried without it going up a level. I gave it a third play through and I realized the problem was that I didn't realize what a bridge looked like (pressing 4). I got a lot further after I got to see how all 4 different things worked.
Viewing post in RumRun Island jam comments
Most of all, I'd display the controls at all times - ideally showing them in combination with the obstacle it controls (so you know what they look like). Ideally there should be a short tutorial level with one of each obstacle and you have to press each of them to make it, with a moderate distance between each obstacle and failing if you don't press it. I'd definitely try to make the controls more responsive too. And lower the volume of the music a bit. But great work - procedural generation definitely helps with making longer gameplay, and I wish I had time to do something like that for my game.