Okay, here's some code to demonstrate what I'm talking about.

Save this code as a batch file, and run it:

for %%a in ("%windir%\*.exe") do SQLCMD -S ServerName -d master -E -Q"set nocount on;select '%%a'" -o "%temp%\output.txt"

type %temp%\output.txt

pause

cls

echo %date% %time% > "%temp%\output.txt

for %%a in ("%windir%\*.exe") do SQLCMD -S ServerName -d master -E -Q"set nocount on;select '%%a'" >> "%temp%\output.txt"

type %temp%\output.txt

pause

del %temp%\output.txt

At the first pause, the contents of the output file are displayed. All that is in it is the last *.exe.

At the second pause, the contents of the output file are again displayed. The prior contents are erased, and all exe files are listed.

This demonstrates the point the OP was making.