Issue trying to compare date value in a while loop

Hello all,

This is making me pull my hair out, and I am sure it is something simple I am just missing. I have a datepicker control on a form that I am trying to evaluate with a while loop and have the loop stop when the datepicker equals a certain value:

while (RollDate.Text != "12/1/2014") 
    {
      mModDRI();
      fEdit();
      RollDate = GetDatePicker("NativeClrObject.Name",dtpCurrentDate);
      EnterDRIValues();
      Rollover();
    }

This code fails to exit and the loop keeps continuing even after 12/1/2014 has been reached. If I try the same comparison in an if statement:

 RollDate = GetDatePicker("NativeClrObject.Name",dtpCurrentDate);
  if(RollDate["Text"] != "12/1/2014")
    Log["Error"]("Date is incorrect","Date displayed is" + RollDate["Text"]);

On 12/1/2014 the script execution passes and no error is posted to the log, as expected.

So what am I missing?