Okay, I think I have this timeline figured out. On the 18th Alyssa went to the Tranch despite having no money and drove back the same day roughly around the same time Penny posted about blowing up on someone.
Then on the 19th they left for Reno picking up Ash Coyote at his house along the way which is where all of the dog pictures appear to be taken. Alyssa was also there for some fucking reason.
Now on the 20th Kevin, Phil, Jen, and Ash are at the con while Pablo and Alyssa are at Alyssa's apartment. See my autism below:
Ash has a bunch of pictures on this couch, I'm assuming this is his place. It's the same couch with the same rip in it as Kevin and the dog pictures.
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Hotel at the con taken by Kevin, Penny in front, Jen and Ash in the background
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Alyssa's living room matches Bonnies witchcraft post
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Bigger
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edit: words are hard