Downloaded a fresh Cypress 3.0.2 image
Imported into Oracle VirtualBox 5.1.6

Booted the machine, hit the web interface and created an account, which is admin as it's running in internal mode.

I pulled the 2016 bundle per the instructions and imported it on the admin screen. Zip file appears valid outside of Cypress, and is owned by cypress in the temp/bundles folder on the server.

I found the following repeating in the log file :

I, 2016-10-11T15:42:23.523158 #1461 INFO – : Started GET "/admin?partial=bundle_list&_=1476214890587" for 127.0.0.1 at 2016-1
cypress@vagrant:/opt/cypress/log$ vi production.log
I, 2016-10-11T15:42:05.178295 #1464 INFO – : Processing by AdminController#show as JS
I, 2016-10-11T15:42:05.178405 #1464 INFO – : Parameters:

{"partial"=>"bundle_list", "_"=>"1476214890578"}
I, 2016-10-11T15:42:05.185887 #1464 INFO – : Completed 500 Internal Server Error in 7ms
F, 2016-10-11T15:42:05.188423 #1464 FATAL – :
Errno::ENOENT (No such file or directory @ rb_sysopen - /opt/cypress/tmp/cache/841/370/.permissions_check.47353974765900.1464.506032):
app/controllers/application_controller.rb:37:in `any_bundle'
app/controllers/application_controller.rb:62:in `check_bundle_installed'


I, 2016-10-11T15:42:05.191833 #1464 INFO – : Processing by ApplicationController#server_error as JS
I, 2016-10-11T15:42:05.191954 #1464 INFO – : Parameters: {"partial"=>"bundle_list", "_"=>"1476214890578"}

I, 2016-10-11T15:42:05.198463 #1458 INFO – : Rendered admin/_bundle_list.html.erb (6.3ms)
I, 2016-10-11T15:42:05.198937 #1458 INFO – : Rendered admin/show.js.erb (9.0ms)
I, 2016-10-11T15:42:05.199524 #1458 INFO – : Completed 200 OK in 21ms (Views: 10.1ms)
I, 2016-10-11T15:42:05.205022 #1464 INFO – : Rendered layouts/_error_links.html.erb (1.2ms)
I, 2016-10-11T15:42:05.205266 #1464 INFO – : Rendered errors/500.html.erb within layouts/errors (3.0ms)
I, 2016-10-11T15:42:05.207736 #1464 INFO – : Completed 500 Internal Server Error in 16ms (Views: 14.3ms)