Will Caravel eventually support analog I/O pins? Mohammed K. has listed analog IP he'd like to see developed, but most of those need analog-ish I/O pads (i.e. LDOs, switched mode converters, nyquist data converters, etc.).

Yes. See this thread: https://skywater-pdk.slack.com/archives/C016HUV935L/p1617805659046700