I don't know a darned thing about USB-C… Except that it's a rite pita, and the chips you get usually either give you power from USB-C, or give you USB-C from power, so you're probably going to need one of each, per device.
But I'm feeling it's not going to stay 20V through all those devices, unless you boost it back up again. Or get a higher voltage, and drop it down. Either way, in each device.
Easier, would probably to use a dumb power supply that puts out a suitable voltage a little higher than you need, on a simple plug, pass that through your device chain, and buck it down in each device. Give it enough head room for a little loss at each step.