Without access to the system it's hard to make recommendations, but here we go. Check the connector's execution history (in the Actions menu):
I'd check the number of bytes transferred, and, especially, what period it loaded it onto.
Also, take a look at the calculation queue: until the DEV one completes, you won't see the update. This is important!
In the table you're loading data to, in the Upload step you should see something like this:

Note the months the connector loaded data onto, as opposed the first few where I was uploading data manually.
You should see the upload with today's time stamp on the month the connector loaded data to.
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