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1.
In the help is a list of fields that are currently mapped from Outlook to UR. The list is limited.
Search for outlook in this forum to see my suggestion about mapping additional fields.
Note: Mapping user-defined fields as well is a suggestion I haven't seen in the forum yet (haven't searched for it either though).
2.
You'll probably have to specify a bit more in detail what you're doing / what's not happening.
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