It looks like chef is being called thusly:

D      [WinRM] 
plaintext::http://redacted.ip.address:5985/wsman<{:disable_sspi=>true, 
:basic_auth_only=>true, :user=>"vagrant", :pass=>"redacted"}> (

$env:PATH = [System.Environment]::GetEnvironmentVariable("PATH","Machine")


& $env:systemdrive\opscode\chef\bin\chef-solo.bat --config 
$env:TEMP\kitchen\solo.rb --log_level debug --force-formatter --no-color 
--json-attributes $env:TEMP\kitchen\dna.json)

       [2015-06-15T15:20:15-07:00] DEBUG: Creating directory 
C:/Users/vagrant/AppData/Local/Temp/kitchen/cache

       Starting Chef Client, version 12.3.0


(where chef-solo.bat does not contain any scheduled task wrapping).

So short-term, wrap that install in a scheduled task, and long term, work 
with test kitchen to get it wrapped and/or wait for Windows SSH?

Thanks again!
-Dave

On Monday, June 15, 2015 at 4:38:41 PM UTC-4, Shawn Neal wrote:
>
> I'd have to look at the code, but IIRC doesn't test-kitchen use its own 
> communicator to execute Chef? If so, then I doubt test-kitchen wraps Chef 
> execution in a scheduled task like Vagrant does. Directly installing SQL 
> Server over WinRM without breaking out of the process via a scheduled task 
> does NOT work.
>
> On Mon, Jun 15, 2015 at 12:02 PM Dave Casey <[email protected] 
> <javascript:>> wrote:
>
>> Thanks for looking at this, we really appreciate it.
>>
>> We are building inside test kitchen, this is the Vagrantfile being 
>> generated by test kitchen:
>>
>> Vagrant.configure("2") do |c|
>>
>>   c.berkshelf.enabled = false if Vagrant.has_plugin?("vagrant-berkshelf")
>>
>>   c.vm.box = "local/windows-2008-r2-sp1-x64"
>>
>>   c.vm.communicator = "winrm"
>>
>>   c.vm.synced_folder ".", "/vagrant", disabled: true
>>
>>   c.vm.provider :vmware_fusion do |p|
>>
>>   end
>>
>> end
>>
>>
>> We are doing an install from a local copy of 
>> en_visual_studio_team_system_2008_development_x86_dvd_x14-26382.iso.  
>> We are doing this from behind a firewall, but I'm not seeing an indication 
>> that we are running into a Windows Update access issue. (It is entirely 
>> possible that I am not looking in the right place, though.)
>>
>>
>> Thanks,
>>
>> -Dave
>>
>>
>>
>> On Saturday, June 13, 2015 at 10:32:55 AM UTC-4, Shawn Neal wrote:
>>>
>>> That's odd, I've had SQL Server 2008 R2 installing on Vagrant boxes via 
>>> Chef for a while now without any issues. I just checked my CI build for our 
>>> SQL Server cookbook and its running fine through Vagrant 1.6.5 and our 
>>> custom Packer build that uses WinRM. Mind sharing your Vagrantfile? 
>>>
>>> On Friday, June 12, 2015 at 8:22:56 AM UTC-7, Dave Casey wrote:
>>>>
>>>> Unattended install of Visual Studio fails during the installation of 
>>>> SQL Server.  This appears to be due to the vagrant user not being able to 
>>>> use the CryptProtectData API when running via WinRM. Running the same 
>>>> unattended install while logged onto the guest as vagrant succeeds.
>>>>
>>>> This appears to be related to CredSSP as discussed in 
>>>> https://tickets.opscode.com/browse/COOK-1172, which appears to have 
>>>> been fixed https://github.com/WinRb/vagrant-windows/issues/16
>>>>
>>>> 1) Do I have set CredSSP up on the guest box correctly? (see winrm 
>>>> config below)
>>>> 2) Is there anything I need to specify in my Vagrantfile (or, 
>>>> preferalby .kitchen.yml) to get this to work?
>>>>
>>>>
>>>> Vagrant 1.7.2
>>>>
>>>> kitchen-vagrant (0.16.0)
>>>>
>>>> vagrant-cachier (1.2.0)
>>>>
>>>> vagrant-share (1.1.3, system)
>>>>
>>>> vagrant-vmware-fusion (3.2.5)
>>>>
>>>> vagrant-winrm (0.7.0)
>>>>
>>>>
>>>>  On Guest: (Guest is Windows Server 2008 R2 Enterprise Service Pack 1)
>>>>
>>>> Windows PowerShell
>>>>
>>>> Copyright (C) 2009 Microsoft Corporation. All rights reserved.
>>>>
>>>>
>>>> PS C:\Users\vagrant> winrm get winrm/config
>>>>
>>>> Config
>>>>
>>>>     MaxEnvelopeSizekb = 150
>>>>
>>>>     MaxTimeoutms = 1800000
>>>>
>>>>     MaxBatchItems = 32000
>>>>
>>>>     MaxProviderRequests = 4294967295
>>>>
>>>>     Client
>>>>
>>>>         NetworkDelayms = 5000
>>>>
>>>>         URLPrefix = wsman
>>>>
>>>>         AllowUnencrypted = false
>>>>
>>>>         Auth
>>>>
>>>>             Basic = true
>>>>
>>>>             Digest = true
>>>>
>>>>             Kerberos = true
>>>>
>>>>             Negotiate = true
>>>>
>>>>             Certificate = true
>>>>
>>>>             CredSSP = true [Source="GPO"]
>>>>
>>>>         DefaultPorts
>>>>
>>>>             HTTP = 5985
>>>>
>>>>             HTTPS = 5986
>>>>
>>>>         TrustedHosts = * [Source="GPO"]
>>>>
>>>>     Service
>>>>
>>>>         RootSDDL = 
>>>> O:NSG:BAD:P(A;;GA;;;BA)S:P(AU;FA;GA;;;WD)(AU;SA;GWGX;;;WD)
>>>>
>>>>         MaxConcurrentOperations = 4294967295
>>>>
>>>>         MaxConcurrentOperationsPerUser = 15
>>>>
>>>>         EnumerationTimeoutms = 60000
>>>>
>>>>         MaxConnections = 25
>>>>
>>>>         MaxPacketRetrievalTimeSeconds = 120
>>>>
>>>>         AllowUnencrypted = true
>>>>
>>>>         Auth
>>>>
>>>>             Basic = true
>>>>
>>>>             Kerberos = true
>>>>
>>>>             Negotiate = true
>>>>
>>>>             Certificate = false
>>>>
>>>>             CredSSP = true [Source="GPO"]
>>>>
>>>>             CbtHardeningLevel = Relaxed
>>>>
>>>>         DefaultPorts
>>>>
>>>>             HTTP = 5985
>>>>
>>>>             HTTPS = 5986
>>>>
>>>>         IPv4Filter = *
>>>>
>>>>         IPv6Filter = *
>>>>
>>>>         EnableCompatibilityHttpListener = false
>>>>
>>>>         EnableCompatibilityHttpsListener = false
>>>>
>>>>         CertificateThumbprint
>>>>
>>>>     Winrs
>>>>
>>>>         AllowRemoteShellAccess = true
>>>>
>>>>         IdleTimeout = 180000
>>>>
>>>>         MaxConcurrentUsers = 5
>>>>
>>>>         MaxShellRunTime = 2147483647
>>>>
>>>>         MaxProcessesPerShell = 15
>>>>
>>>>         MaxMemoryPerShellMB = 512
>>>>
>>>>         MaxShellsPerUser = 5
>>>>
>>>>
>>>> SQL Setup Error:
>>>>
>>>> Loaded DLL:c:\867bf4eabd84ae7cf3790a83657144\xmlrw.dll 
>>>> Version:2.0.3609.0
>>>>
>>>> Complete: ParseBootstrapOptionsAction at: 2015/5/11 22:42:11, returned 
>>>> false
>>>>
>>>> Error: Action "ParseBootstrapOptionsAction" failed during execution.  
>>>> Error information reported during run:
>>>>
>>>> Could not parse command line due to datastore exception.
>>>>
>>>>   Source File Name: utillib\persisthelpers.cpp
>>>>
>>>> Compiler Timestamp: Wed Jun 14 16:30:14 2006
>>>>
>>>>      Function Name: writeEncryptedString
>>>>
>>>> Source Line Number: 124
>>>>
>>>> ----------------------------------------------------------
>>>>
>>>> writeEncryptedString() failed
>>>>
>>>>   Source File Name: utillib\persisthelpers.cpp
>>>>
>>>> Compiler Timestamp: Wed Jun 14 16:30:14 2006
>>>>
>>>>      Function Name: writeEncryptedString
>>>>
>>>> Source Line Number: 123
>>>>
>>>> ----------------------------------------------------------
>>>>
>>>>         Error Code: 0x80070005 (5)
>>>>
>>>> Windows Error Text: Access is denied.
>>>>
>>>>   Source File Name: cryptohelper\cryptsameusersamemachine.cpp
>>>>
>>>> Compiler Timestamp: Wed Jun 14 16:28:04 2006
>>>>
>>>>      Function Name: sqls::CryptSameUserSameMachine::ProtectData
>>>>
>>>> Source Line Number: 50
>>>>
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