Updated 4 installations... one device failed during flashing, but once recovered (tftp), all is working well.
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Ubiquiti RouterStation Pro (ath79, squashfs) - successful. This is my VPN endpoint on my network, uses extroot and a bunch of packages. Everything working perfectly.
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TP-Link TL-WR902AC (ar71xx, squashfs) - FAILED TO FLASH. Another user experiencing a similar issue here, and I have had this problem for all sysupgrade images on 19.07.x. This the travel router I use to connect back to my home VPN, uses extroot and a bunch of packages. Required tftp recovery, but after that it appears to be working well.
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VirtualBox VM (x86, ext4) - successful. This is just a VM to use as a dev system.
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Linksys E3000 (brcm47xx, squashfs) - successful. I don't wifi and this is basically just a hardware based OpenWrt dev box (sometimes I'll use it to try to replicate other users' issues with packages, VLAN configurations, etc.)