PS - If anyone sees a more efficient way to accomplish this than what I already have I'm all ears! Thanks
On the layout where you have placed this field, enter layout mode and click the field.
Then go to the data tab in the inspector and select a date format that specifies leading zeroes. Then select a time format for the same field, if needed and specify leading zeroes for it.
I swear I tried that earlier! I think I know what the problem was though. I selected a format for the date but not the time. I forgot you have to select one for each. You can't use as entered on one bcs it voids the other. Set a format for date and then chose the same for time as default and it worked like a charm. Thanks!