As far as August goes, that bike he had in SB, with the Kansas plates, he had to have picked that thing up after he got back from Phuket. So he came back from Phuket, stopped off in Kansas, picked up his bike, and drove it to NYC.
The scene with the bike in Tallahassee is really dark, and parts of the bike aren’t even visible, but lightening it up in Photoshop a bit, I do think it’s probably the same bike. And we hardly get to see any of the typewriter in the Manhattan scene, but what little we do see of it looks like it’s probably a match for his SB typewriter.
So the typewriter and the bike, which he had 11 years previously, he still has the same ones after he gets back from Phuket, which suggests that someone, (potentially located in Kansas, given the plates on the bike), was looking after them in the mean time. Maybe the someone who told him where to find Neal and Emma back in the day, who also maybe told him where to find Neal in present day, and also told him where SB was. Is this someone the “little fairy” he mentioned?
And maybe these things will be answered in this ep?