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Add Custom Column to Weekly Timesheet, but have the field display on each line based on criteria

We want to add a Custom Column to our Weekly Timesheet custom form. SuiteAnswer 8499 explains how to do this well.

Background.
We use the NS Project Management capability. We also use Payroll Items. Normally our employees charge to Projects selecting their Project and Project Task. But for overhead items like PTO, Holiday, etc, they skip over the Project and select one of several Payroll Items from that column.

Why we are asking this question.
For General Liability Insurance, we must identify if a weekly timesheet line item is for work performed as,
1) Field Support - in their Subsidiary's country
2) Field Support - in a country other than their Subsidiary's country

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