Connecting a USB flash drive to Windows VM or Mac host doesn't work reliably. When I insert such a USB drive, sometimes I get the pop-up that asks if I want to connect it to Mac or Windows, sometimes I get nothing. Sometimes it connects to Mac even though I chose Windows. Sometimes it remembers if the last connection was to Windows or Mac, and does it automatically again without asking even though I have "ask me what to do" selected. I have a bunch of USB thumb drives, and some work more reliably than others. But none are close to 100% reliable. I also have noticed that plugging into a USB port directly on my Mac is more reliable than a port on my USB hub. But still not 100%. My setup: MacBook Pro 13" mid-2014. MacOS Sierra 10.12 (although this problem has persisted since I started with Mac and Yosemite). Parallels version 11.2.2 (32651) (although this problem has persisted since I started with Parallels at version 10). All my thumb drives are NTFS-formatted in Windows. It seems that this whole USB-drive-connecting functionality is broken. Maybe it's just me, though. Any advice?