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If nothing else works, that's what I'd do. I'd Recommend using UpgradeMODX to do the upgrades.
You might first take a look at your Media Sources. If the Filesystem one is messed up, that would explain what you're seeing. Right-click on it and select "Update Media Source" to see the fields.
Another thing worth trying is to make yourself a sudo user (then flush permissions and sessions). If that makes the files show up, it's definitely a MODX permissions issue.
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From the Manager's top menu: Media -> Media Sources
The default Filesystem media source shouldn't have any path or URL settings.
I clicked on Update Media Source. Nothing has changed. Attached is what my Media Source: Filesystem looks like.
I'm guessing we should restore and try upgrading again. I'll try using UpgradeModx. Does that work on 2.2.16?
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It should, though you might have to use the resource/snippet at first if 2.2.16 doesn't support Widgets -- I can't remember.