Using the PS4 Remote Play and AutoHotkey for Windows you can automate leveling up the Legend styles for Kiryu (Dragon of Dojima), and Majima (Mad Dog of Shimano). The PS4 Remote Play app allows keyboard emulation for the D-Pad, and "X" button only, but that's all that's necessary for leveling up your skill tree!
It will take approximately 5 minutes per level, anything faster can cause the script to fail