The problem here seems to be the groups variable is not populated yet, it 
only contains all.localhost and upgrouped.localhost

On Tuesday, January 12, 2016 at 3:45:45 PM UTC-5, Michael Baydoun wrote:
>
> Just upgraded to ansible 2.0 in our sandbox environment
> In our site.yml we include a number of playbooks like so
>
> - include: coolapp.yml
>   when: groups.coolapp is defined
>
> This allows our code to not fail if the production coolapp server hasn't 
> been built yet.
>
> Now in 2.0, these includes are all being skipped
>
> "skipping playbook include 'coolapp.yml' due to conditional test failure"
>
> Even running with -vvvv doesn't supply any additional information
>
> Obviously we need to change our design for 2.0.  Suggestions?
>

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