Could the number of retained clipboard items be increased from 99 to perhaps 200?
If you are mostly trying to save plain text, then you can use Keyboard Maestro Variables rather than a Named Clipboard.
KM Variables persist across KM restarts and Mac restarts, and every Variable is available to every KM Macro (and scripts).
In the Clipboard History? The default is 200 currently. You can control the count as described in the Preferences user manual section:
defaults write com.stairways.keyboardmaestro.engine MaxClipboardHistory -int 200
Thanks! I guess I had looked everywhere but there… I think that will do it.