Here is a list of my favorite apps on my WinMo phone. Thought it would be useful and was sparked off from what Jason Langridge said about Communicator (as in OCS) being the first thing he always loads.
PointUI - I love this, it totally takes over the device and makes it very finger friendly.
TCMP – I don’t use CorePlayer, mainly because I’m tight, but this works perfectly.
HTC Audio Manager – Much friendlier on the fingers than MediaPlayer
TomTom 6 – I’ve tried other stuff but this is my current favorite SatNav
CMP - Comm manager pro, this does location based profile switching – I bought it
S2u2 – Really nice locker app
moBlog – Great application for blogging on the go!
FTouchFlo – TouchFlo for devices like mine that don’t have it.
I’ve also installed countless little fixes from my two favorite and probably the best WinMo sites, www.modaco.com and www.xda-developers.com
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Simon is an IT Pro Evangelist for Microsoft UK, everything here is his own thoughts and opinion.

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