WHY

@echo off
setlocal enabledelayedexpansion
for /f "delims=" %%i in ('dir /b *-*.jpg ^| findstr /i "\-[0-9]\.jpg$ \-[0-9][0-9]\.jpg$"') do (
    set "Name=%%~ni"
    if "!Name:~-3,1!" == "-" (
        ren "%%i" "!Name:~0,-2!0!Name:~-2!%%~xi"
    ) else (
        ren "%%i" "!Name:~0,-1!00!Name:~-1!%%~xi"
    )
)
pause
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WHY

PowerShell "dir *-[0-9].jpg, *-[0-9][0-9].jpg | ren -NewName {$a=$_.Name -split '(?<=-)(?=\d+\.jpg$)'; $a[0] + $a[1].PadLeft(7, '0')} -WhatIf"
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