Hi Bloodywog
Here are the code changes required for the new columns in RecLeave
In RecLeave Sheet Module...replace the code with this
Option Explicit
Private Sub Worksheet_Change(ByVal Target As Range)
    Dim xHour As String
    Dim xMinute As String
    Dim xWord As String
    Select Case Target.Column
    Case Is = 1
        Application.EnableEvents = False
        Cells(Target.Row, 6) = "RL"
        Application.EnableEvents = True
    Case Is = 2, 4
        'Format Columns 2 & 4 Custom hh:mm
        'Don't enter the Colon
        Application.EnableEvents = False
        xWord = Format(Target.Value, "0000")
        xHour = Left(xWord, 2)
        xMinute = Right(xWord, 2)
        On Error Resume Next
        Target.Value = TimeValue(xHour & ":" & xMinute)
        On Error Resume Next
        Target.Offset(0, 1).Select
        Application.EnableEvents = True
    End Select
End Sub

Private Sub Worksheet_SelectionChange(ByVal Target As Range)
'Name    / Time From / Start Date / Time To / End Date / Relief / Posted OT
    Select Case Target.Column
    Case Is = 3
        g_bForm = True
        OldValue = ActiveCell.Value
        Call OpenCalendar
        Application.EnableEvents = False
        If Not g_sDate = "" Then
            ActiveCell.Value = Format(g_sDate, "mm/dd/yyyy")
        Else: ActiveCell.Value = OldValue
        End If
        Application.EnableEvents = True
    Case Is = 5
        g_bForm = True
        OldValue = ActiveCell.Value
        Call OpenCalendar
        Application.EnableEvents = False
        If Not g_sDate = "" Then
            ActiveCell.Value = Format(g_sDate, "mm/dd/yyyy")
        Else: ActiveCell.Value = OldValue
        End If
        ActiveCell.Offset(0, 1).Activate
        Application.EnableEvents = True
    End Select
End Sub
In Do_RecLeave Module replace the code with this (I've indicated the code lines I've changed/added)
Option Explicit

Sub Process_RecLeave()
    Dim myName As String
    Dim ws1 As Worksheet
    Dim ws2 As Worksheet
    Dim wrk As Workbook
    Dim myDate As Date
    Dim myRng As Range
    Dim myCol As Range
    Dim myRow As Range
    Dim Rng As Range
    Dim cel As Range
    Dim LR As Long
    Dim sYear As String
    Dim sMonth As String
    Dim x As Long
    Dim i As Long

    Set wrk = ActiveWorkbook
    Set ws1 = Sheets("Roster2012")
    Set ws2 = Sheets("RecLeave")

    With ws2
        LR = .Range("A" & .Rows.Count).End(xlUp).Row
        Set Rng = .Range("A2:A" & LR)
        For Each cel In Rng
            'Name    / Time From / Start Date / Time To / End Date / Relief / Posted OT
            If cel.Offset(0, 6).Value <> "X" Then    'changed
                x = cel.Offset(0, 4).Value - cel.Offset(0, 2).Value    'changed
                With ws1
                    myName = cel.Value
                    myDate = Format(cel.Offset(0, 2).Value, "m/dd/yyyy")    'changed
                    For i = 0 To x
                        sYear = Year(myDate)
                        sMonth = WorksheetFunction.Text(myDate, "mmm")
                        Set myRng = .Range(sMonth & "_" & sYear)

                        Set myCol = myRng.Rows(1).Find _
                                (what:=DateValue(myDate), LookIn:=xlFormulas)

                        On Error Resume Next
                        Set myRow = .Columns(1).Find(what:=myName, After:=.Cells(myRng.Rows(1).Row, 1), LookIn:=xlValues, LookAt:= _
                                xlPart, SearchOrder:=xlByRows, SearchDirection:=xlNext, MatchCase:=False _
                                , SearchFormat:=False)
                        On Error GoTo 0

                        Intersect(myRow.EntireRow, myCol.EntireColumn) = cel.Offset(0, 5).Value    'changed

                        myDate = myDate + 1
                    Next i
                    Application.EnableEvents = False    'added
                    cel.Offset(0, 6).Value = "X"    'changed
                    Application.EnableEvents = True    'added
                End With
            End If
        Next cel
    End With
End Sub
Please note, any date formatting changes you made to the previous code will be required here. Let me know of issues.