A somewhat nice day finally presented itself yesterday so I was able to change the oil on my Charger, almost exactly at the 6k mile mark too! However, when I got the splash shield off I noticed something a bit disheartening, this is the second time I've seen this. Both times were with a Purolator Classic so I'm not sure if this is a problem with the filter or with the engine. I've used the classic about 5 times on this car and other cars and never had an issue other than these two times (which aren't consecutive btw) so I'm leaning toward the engine but still am not completely sold.
There is no oil anywhere on the underside, not on the pan or anywhere on the block. The only place I could find something that was somewhat unusual was a bit of what I'd call seepage on the front of the oil pan where the pan meets the block. There was a bit of dry oil residue, maybe in a spot only 2 or 3 inches across. So dry and and such a light amount of residue that I have a hard time believing it could leak so much that it showed on the filter as much as the above picture shows. The below picture shows where that seepage was found (barely), it is right beneath the green connector, you can kind of see the filter from this picture as well.
So here is the question. Could the filter somehow leak? Or is it the oil pan gasket?

There is no oil anywhere on the underside, not on the pan or anywhere on the block. The only place I could find something that was somewhat unusual was a bit of what I'd call seepage on the front of the oil pan where the pan meets the block. There was a bit of dry oil residue, maybe in a spot only 2 or 3 inches across. So dry and and such a light amount of residue that I have a hard time believing it could leak so much that it showed on the filter as much as the above picture shows. The below picture shows where that seepage was found (barely), it is right beneath the green connector, you can kind of see the filter from this picture as well.

So here is the question. Could the filter somehow leak? Or is it the oil pan gasket?