No leaks.

So just a recap, I was having trouble priming the engine-fuel was visibly not going from the tank to the carb when I covered the carb with my thumb and spun the prop two or three times- the way I prime my engine every day. I was able to hold my thumb over the carb and spin the engine a lot, maybe 12 or so times, and got fuel close to the carb, then trying to start the engine (with a stick) I got it to start with lots of tries.

Once the engine started, it ran very well, so it was able to draw it's own fuel, maybe because of the help from the pressure line?

Again, no leaks from the clunk line all the way to the carb. Will check carb for cleanliness.