You should be able to ask the assistant to copy over your data to its 'knowledge' folder. This is in ~/.rowboat/knowledge - you could copy it over manually too. Now Rowboat should be able to access and update it. If it's under knowledge then it auto-updates with new emails, meetings etc.
Alternately you can point Rowboat directly to your folder by setting workspace in the assistant chat and it should be able to read and use it. It can update it as well, but you would need to explicitly ask it to do so.
I'm happy to onboard you over a call if you'd like (you can DM me on Discord).