How secure is the data transport between GeniusConnect and my Database:
GeniusConnect uses user created ODBC data sources, data security depends on manufacturer (Microsoft SQL Server, Oracle, MySQL etc..) database server settings and ODBC driver settings and implementation. For database server and ODBC driver security questions please contact the manufacturer.
GeniusConnect stores user provided database connection passwords encrypted on local machine. (for ODBC data sources with Windows NT authentication (integrated security) GeniusConnect does not store/use user and password data )

How secure is GeniusConnect process:
GeniusConnect runs as In-Process Outlook Add-in and is loaded (Dynamic-link library or DLL) by Outlook process during Outlook start.
https://msdn.microsoft.c...us/library/ms268893.aspx 
Security Behavior of the Outlook Object Model:
https://msdn.microsoft.c...the-outlook-object-model 

How secure is GeniusConnect with Outlook and Exchange/Office 365:
GeniusConnect does not transport data to/from Exchange/Office 365, all transport is done by Outlook.

How secure is the license server connection:
https://www.geniusconnect.com 
License server connection will be established during the following events:
-User hits the “Register” license button
-User hits the “Clear registration” button
-User hits “Check for updates…” button
-GeniusConnect is started and checks the license validity