Please learn jscript instead of vbs, since the latter is a dead track. Jscript is very close to javascript and ecmascript, which is used very heavily in modern web technology, so your benefit of learning that is much higher than anything related to vbs. You can do the same with jscript in windows/dopus scripting as with vbs - in a way that is more elegant and lean. You also find more examples on algorhythms and tutorials on jscript/javascript than for vbs nowadays.
Regarding your filesystem monitoring needs, I did FOPTracker some months ago and still use it every day. It's a powershell script, supporting different plugins to process the various filesystem events differently. There is a Dopus plugin as well and so you can tie filesystem events very easily to anything dopus related. Find it here: Enhancement for Empty Tabs