This is a subjective question as there are so many quintessentially old school tricks out there, so long as you have an old school style. However, even if you are a new age skater, there is one trick that helps bridge the divide. The bertslide, at least in my humble opinion, is the best old school trick. This is when the skater approaches a bank or ramp, puts their hand down and pushes their feet forward while on the board, doing a power slide and then bringing the board back down the bank or ramp and riding off. It’s a trick that is perfect for bowls, the streets or even slalom skating, making it the one old school trick every skater should learn.