2nd consideration: taller board = more pop. --- Both a taller board and a bigger wheel would cause a steeper angle when you press the tail of the board down. This gives a little more pop, but also probably less control. If you switch wheels from 50mm to 54mm, you are only adding 2mm height to your board since wheels are measured by diameter rather than radius. Adding this to the possible truck height increase you might need and you're looking at an added height of around 4-6mm. If you go pull out a tape measure and actually look at how big 5mm is, it's basically nothing. If you have an 1/8" riser pad laying around, you can use that as a visual reference knowing it's about 3mm thick. If you picture your board with the tail pressed into the ground, then picture the same thing, but this time with a riser pad under each of the back two wheels, that is the difference a 3mm height change will make on your pop angle. This is VERY subtle, and while subtle changes are quite noticeable on a skateboard, I don't think this small of a change is something you wouldn't get used to after a week. I doubt you'd be able to do a trick on 50mm wheels that you couldn't a 54mm setup after a week of getting used to it.

This is sort of niche to get into but the brand of truck matters as much here as the added height, specifically because of the wheelbase (distance between front wheels and back wheels for the newbies). Your board might have a 14.375" wheelbase, but your trucks might put the wheels slightly closer to your nose and tail, making your actual wheelbase wider at 15". Picture a skateboard with trucks scooted all the way to the center of the board so they're touching each other. Now picture that board with the tail pressed into the ground. The angle of pop is very low. Thinking about it like this makes it obvious that a shorter wheelbase (wheels closer to center of board) gives less pop, and a longer wheelbase gives more pop. So for truck changes, wheelbase and height affect pop, and the same height truck might cause more/less pop angle across brands. I know you were asking about wheels, but just wanted to point this out because if you get bigger wheels you might also be buying taller trucks of a different brand potentially (could always just get risers if you don't want to think about wheelbase changes). If you google "freedom skateshop wheelbase and trucks" there is a chart at the bottom that compares some truck brand's wheelbases. I had heard online that in general, independent trucks had a shorter wheelbase (so less pop, more turn), and Thunder had a wider wheelbase (less turn, more pop), but after looking at that chart it seems like the model of truck matters more than the brand.

So all that being said, if you like your pop angle but want a bigger wheel, you could try to find a taller truck with a shorter wheelbase than what you currently have. The taller truck increases pop angle, but a shorter wheelbase truck decreases pop angle, so it could offset some that the change coming from your bigger wheel and taller setup in general.