Maybe. By including VGA, the signal will be converted from a digital signal to analog, then back to digital. This might affect visual quality and color reproduction, and limit max resolution to about 1080p.

Surprisingly, it does, yeah. Beforehand, we had independently tried hooking up a Raspberry Pi 3, which has a normal HDMI port, and we had tried two different HDMI-to-DisplayPort adapters, which wouldn’t work for whatever reason. So then seeing this chain of three adapters work without problem was kind of amazing.