I got all the way to the end of the 29 path and needed to make the last drill jump of the game. I narrowly slipped around an obvious stopping point and got to the next screen with ninja-like reflexes only to realize I popped down right onto a flag at the very beginning of the game, resetting my checkpoint to where I was 2 hours ago. It felt like in Jump King where you miss a jump towards the top and fall all the way to the bottom.

I got back to that spot (much faster the second time around) and went on to beat the game shortly afterwards. It turns out you are supposed to stop on that area I dodged around the first time. This game has been fair otherwise, so I'll give the developer the benefit of the doubt and assume that fall to the beginning checkpoint wasn't an intentional pitfall. There was an area a few segments earlier that had a spot to prevent overdrilling like that.