I just completed two installs on Virtualbox clean VMs Ubuntu 14.04 and Ubuntu 16.10 and based on other previous installs these are the takeaways I can share if they help
- Naming the user when creating the VM other the frappe, somehow caused issues, so I’ve always opted to stick with that and all the installs I’ve done have been without any hiccups because of this one factor.
- One issue I had when installing on Ubuntu 16.10 was nameservers, which I changed at /etc/resolvr.conf and second install was seamless.
- I used this for the install sudo python install.py --production
I continued the setup for both and did not have any issues.
As for installing on a Mac. I initially had some issues as well. It was only after I used Homebrew to install all the required dependencies and then used the same set of commands you have outlined above did I successfully install on macOS Sierra, prior to that I was not getting beyond the installer. One major issue I had with installing on Mac was that supervisorctl, was not installed for some reason and had to install that manually.
I also compared your bench start to what I have here and there does not seem to be anything out of the ordinary.
Do a bench doctor and see what you get, might show something.
Regards