Pivot Table and Data Model

Couple of issues with your raw data layout.

1. Merged cells.

It's never good idea to use merged cell. Avoid it at all cost. Except when no further data transformation, analysis are performed on the data.
It's nothing, but a visual fluff.

2. Cross tab structure of date columns.

I'd recommend unpivotting date columns. Though for your specific case, it isn't necessary. However, if you want to do any sort of time intelligence, it would be good idea.

Also, while it is possible, the way you want the report laid out isn't really meant for Pivot. Since you are not performing any aggregation on the data at all.
As well, it's never a good idea to stack Pivot Tables in single page. As data increases, it may cause pivot range to overlap and will require manual adjustment of positions.

Attached is sample set up for Pivot with each Regional Manager reported in separate sheet. Or you could just use 1 report and use filter to control segment (if you have Excel 2010 or later I'd recommend Slicer).