I am only just finding this now as of Debian 10.6 (things were fine in Debian 8, 9 and 10.3) but Wicd does not remember my wifi from one boot to the next.

Should anything be in ~/.wicd? Mine is empty on two computers, one with Debian LXDE (built from the netinstall) and one with Fluxbox. (The same file on an Ubuntu 18.04 mini+Fluxbox laptop is also empty.)

Where should Wicd be storing things? Is anyone else finding this? I suppose most are using Network Manager and more elaborate DEs. On my laptop for now after much struggle I've got /etc/network/interfaces taking care of my wifi and a plugged in 4G router, though it seems one set of settings needs disabling for the other to work. I would like Wicd to be working properly. Maybe there is something missing from my install that is included with the LXDE iso? I still have the iso for LXDE Debian 9 but I wouldn't expect that to not work.

Thanks.

wicd hasn't seen a release since 2014 - I cannot rightly recommend it.
Be that as it may, that page has links to recent bug reports, maybe you can find sth.

You should check ~/.config ($XDG_CONFIG_HOME), maybe wicd stores configuration there (as it should).

General recommendations for troubleshooting apply.