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Noting LA0FA's post for the FTdx5000 cw memory, I explored the TS590S/RUMLogNG 1.0.9 CAT keying interactions further. I don't use the TS590S internal keyer much but I do see that the CW window always says "CW interface not available". I can send from the RUMLogNG Software CW memories or from the keyboard as documented but that message is confusing.

Do you have set TRCVR as CW interface in the CW preferences? At this place you should read the actual CW speed.

Yes, "Transceiver" is set as CW Interface in CW menu.