Try this:

Sub Get_Respective_Values_Of_Last_Closing_Date()
Dim wb1 As Workbook, wb2 As Workbook
Dim ws1 As Worksheet, ws2 As Worksheet
Dim rng1 As Range, rng2 As Range
Dim arr1() As Variant, arr2() As Variant
Dim dict As New Dictionary
'Application.ScreenUpdating = False
Set wb1 = ThisWorkbook
Set wb2 = Workbooks.Open(ThisWorkbook.path & "\Book_B.xlsb", UpdateLinks:=False, ReadOnly:=True)
Set ws1 = wb1.Sheets(1)
Set ws2 = wb2.Sheets(1)
Set rng1 = ws1.Range("A3:AA" & ws1.Cells(ws1.Rows.Count, "A").End(xlUp).Row) 'Main Range
Set rng2 = ws2.Range("A3:X" & ws2.Cells(ws2.Rows.Count, "A").End(xlUp).Row) 'Opened Workbook_Range
arr1 = rng1.Value2
arr2 = rng2.Value2
'place the unique last key in a dictionary:
Dim i As Long, arrAtt, j As Long, k As Long
ReDim arrAtt(7) 'the 1D array should contain maximum number of elements from "Q" to "X"
'meaning 8 columns. since arrAtt is 1D zero based, it may keep 8 elements
For i = 1 To UBound(arr2)
If arr2(i, 13) = "Close" Then 'Column (Status)
Erase arrAtt: ReDim arrAtt(7) 'erase the previous loaded array, if the case (to be loaded...)
If Not dict.Exists(arr2(i, 1)) Then
For j = 0 To UBound(arrAtt) 'iterate between the 8 array elements
If arr2(i, 17 + j) <> "" Then
arrAtt(k) = arr2(i, 17 + k): k = k + 1 'add the found URLs and increment k
Else
Exit For 'exit the iteration if no URL exists
End If
Next j
If k > 0 Then ReDim Preserve arrAtt(k - 1) 'keep only the loaded elements
dict(arr2(i, 1)) = Array(arr2(i, 2), arr2(i, 11), arrAtt) 'Place attachments array, too
k = 0 'reinitialize k variable
Else
If CDate(arr2(i, 11)) > CDate(dict(arr2(i, 1))(1)) Then 'Change the item only in case of a more recent Date
Erase arrAtt: ReDim arrAtt(7) 'erase the previous loaded array
For j = 0 To UBound(arrAtt)
If arr2(i, 17 + j) <> "" Then
arrAtt(k) = arr2(i, 17 + k): k = k + 1
Else
Exit For
End If
Next j
If k > 0 Then ReDim Preserve arrAtt(k - 1)
dict(arr2(i, 1)) = Array(arr2(i, 2), arr2(i, 11), arrAtt) 'Place attachments array, too
k = 0
End If
End If
End If
Next i
'Place the necessary data in its place:
For i = 1 To UBound(arr1)
If dict.Exists(arr1(i, 1)) Then
arr1(i, 19) = dict(arr1(i, 1))(0) 'extract first item array element
For j = 0 To UBound(dict(arr1(i, 1))(2)) 'extract existing URLs
If dict(arr1(i, 1))(2)(j) = "" Then Exit For 'exit the loop in case of empty strings
arr1(i, 20 + j) = dict(arr1(i, 1))(2)(j) 'place the URLs in their position
Next j
Else
arr1(i, 19) = "NA"
End If
Next i
rng1.Value2 = arr1 'drop back the updated array content
ws1.Activate
' wb2.Close SaveChanges:=False
Application.ScreenUpdating = True
MsgBox "Ready..."
End Sub