If you can uninstall 10.0.3, install 10.0.2 and verify that the problem does not occur we would be interested to get our hands on that data here in support services. If you have ArcPad maintenance you could log an incident and we can take a look at it.
In relation to issues with checking out rasters:
1. If it's the same raster that's used across many maps, etc, you could copy the raster directly to the mobile device and add it in ArcPad.
2. Export to jpeg2000, or another format, before you export to ArcPad. That way, you can just export as original raster.
What type of rasters are you starting with initially?
You can use the Image Analysis window (Windows menu > Image Analysis) to clip your raster, or you could use the Clip GP tool.
Data Management tools > Raster > Raster Processing > Clip
You then just check out the clipped rasters as original raster format.
Feel free to respond with more questions.