There is another milestone in November that can easily push that mental barrier to be broken, but the question is can it be sustained again? or their will be a price crash?
Milestone in November? The only thing of significance to happen in November is that the 2MB hard fork of Segwit2x is going (or better said, supposed) to kick in. I don't really see this as a milestone, but more as something that potentially might put us through another chain split again. Just because not much in the negative meaning has happened with the most recent chain split, will not automatically mean that we will walk out of such situation without any damage once again. In that regard, purely due to the uncertainties and the increased level of fud, I expect a decline in the runup to November. People thought that when Segwit activation is completed, that we are all done with everything related to scaling, but that's obviously not the case until we walk out undamaged in November.
Another milestone in November just refers to another chain split, nothing more.
And bitcoin price may be decline around $700-$1500 I guess, just be prepared to buy at discount time.
Current price still persist over $4000 and segwit will activated soon,
BIP 141 (Segregated Witness) activation is scheduled to take place in: 24 Blocks, which mean $5000 is near, just few days ahead.