+1 for Magicall:
You can schedule, who, time allow calls to come thru (very good especially at bedtime). Very powerful program. I haven't seen anything similar to it on Android nor iPhone (although there is one getting closed but required jailbreak)
Flix:
http://www.freewarepocketpc.net/ppc-download-flix.html
Not as good as flixter on android but it's our own winmo way. Dev from XDA announced new version is coming.
Glympse:
From MarketPlace. Must have...being playing w/ my fellow iphone, droid for a while. work across all platform.
Ndrive and iGO:
I dumped Tomtom for this. Also iGO guide here,
http://forum.ppcgeeks.com/showthread.php?t=88692
Telenav:
Install Sprintnav first (i'm sure you can get it from kitchen), yes it'll will work w/Imagio. Let sprintnav login and create an account for you then you can keep it or uninstall it then install Telenav instead (which is same thing accept color and re-brand)
Flexispy and Mobile-Spy:
I don't use either one but it's creepy to know and avoid.
youtube:
http://www.youtube.com/watch?v=Vo_3MxxiPJA
i-nigma:
bar code scanner.
TouchTwit:
Twitter client for winmo
youtube:
http://www.youtube.com/watch?v=10RrbhOqCLU
Wi-Fi sharing:
Must have for tethering.