i've run into the same issue and found the easiest solution to be 
completely disabling css generation in production; e.g. add

Sass::Plugin.options[:never_update] = true

to `config/environments/production.rb`

On Thursday, June 28, 2012 1:55:54 AM UTC-5, jsmorris wrote:
>
> Due to my site having low volume, heroku spins down/idles my dyno.  So, 
> when the first request comes in I get a 500 Internal Server Error.  Then, 
> when I refresh, the app comes up as expected.
>
> Has anyone experienced this and could help with a solution?
>
> The interesting line in the log output is
>
> 2012-06-28T04:18:31+00:00 app[web.1]:   Permission denied - 
> /app/public/stylesheets/admin/assets.css
>
> Thanks,
> Jason
>
> Here is my log when this happens
>
> 2012-06-28T03:42:45+00:00 heroku[web.1]: Unidling
> 2012-06-28T03:42:45+00:00 heroku[web.1]: State changed from down to 
> starting
> 2012-06-28T03:42:50+00:00 heroku[web.1]: Starting process with command 
> `thin -p 52699 -e staging -R /home/heroku_rack/heroku.ru start`
> 2012-06-28T03:42:57+00:00 app[web.1]: There is no support for CoffeeScript
> 2012-06-28T03:42:58+00:00 app[web.1]: [Clipped] Using image thumbnailer: 
> ImageMagick 6.6.0-4 2010-06-01 Q16 http://www.imagemagick.org
> 2012-06-28T03:42:59+00:00 app[web.1]: >> Thin web server (v1.2.6 codename 
> Crazy Delicious)
> 2012-06-28T03:42:59+00:00 app[web.1]: >> Listening on 0.0.0.0:52699, 
> CTRL+C to stop
> 2012-06-28T03:42:59+00:00 app[web.1]: >> Maximum connections set to 1024
> 2012-06-28T03:43:00+00:00 heroku[web.1]: State changed from starting to up
> 2012-06-28T03:43:03+00:00 heroku[router]: GET 
> pisr-staging.heroku.com/favicon.ico dyno=web.1 queue=0 wait=0ms 
> service=9ms status=200 bytes=0
> 2012-06-28T04:18:31+00:00 heroku[router]: GET 
> pisr-staging.heroku.com/cleanple-home/ dyno=web.1 queue=0 wait=0ms 
> service=1746ms status=500 bytes=309
> 2012-06-28T04:18:31+00:00 app[web.1]:     
> /app/.bundle/gems/ruby/1.8/gems/sass-3.1.19/rails/../lib/sass/../sass/plugin/compiler.rb:356:in
>  
> `initialize'
> 2012-06-28T04:18:31+00:00 app[web.1]: /!\ FAILSAFE /!\  Wed Jun 27 
> 21:18:31 -0700 2012
> 2012-06-28T04:18:31+00:00 app[web.1]:     
> /app/.bundle/gems/ruby/1.8/gems/sass-3.1.19/rails/../lib/sass/../sass/plugin/compiler.rb:356:in
>  
> `open'
> 2012-06-28T04:18:31+00:00 app[web.1]:   Permission denied - 
> /app/public/stylesheets/admin/assets.css
> 2012-06-28T04:18:31+00:00 app[web.1]:     
> /app/.bundle/gems/ruby/1.8/gems/sass-3.1.19/rails/../lib/sass/../sass/plugin/compiler.rb:356:in
>  
> `write_file'
> 2012-06-28T04:18:31+00:00 app[web.1]:     
> /app/.bundle/gems/ruby/1.8/gems/sass-3.1.19/rails/../lib/sass/../sass/plugin/compiler.rb:349:in
>  
> `update_stylesheet'
> 2012-06-28T04:18:31+00:00 app[web.1]:   Status: 500 Internal Server Error
> 2012-06-28T04:18:31+00:00 app[web.1]:     
> /app/.bundle/gems/ruby/1.8/gems/sass-3.1.19/rails/../lib/sass/../sass/plugin/compiler.rb:202:in
>  
> `update_stylesheets'
> 2012-06-28T04:18:31+00:00 app[web.1]:     
> /app/.bundle/gems/ruby/1.8/gems/sass-3.1.19/rails/../lib/sass/../sass/plugin/compiler.rb:200:in
>  
> `each'
> 2012-06-28T04:18:31+00:00 app[web.1]:     
> /app/.bundle/gems/ruby/1.8/gems/sass-3.1.19/rails/../lib/sass/../sass/plugin.rb:81:in
>  
> `update_stylesheets'
> 2012-06-28T04:18:31+00:00 app[web.1]:     
> /app/.bundle/gems/ruby/1.8/gems/sass-3.1.19/rails/../lib/sass/../sass/plugin/rack.rb:51:in
>  
> `call'
> 2012-06-28T04:18:31+00:00 app[web.1]:     
> /app/.bundle/gems/ruby/1.8/gems/sass-3.1.19/rails/../lib/sass/../sass/plugin/compiler.rb:200:in
>  
> `update_stylesheets'
> 2012-06-28T04:18:31+00:00 app[web.1]:     
> /app/.bundle/gems/ruby/1.8/gems/sass-3.1.19/rails/../lib/sass/../sass/plugin.rb:54:in
>  
> `check_for_updates'
> 2012-06-28T04:18:31+00:00 app[web.1]:     
> /app/.bundle/gems/ruby/1.8/gems/rack-cache-1.0.3/lib/rack/cache/context.rb:132:in
>  
> `forward'
> 2012-06-28T04:18:31+00:00 app[web.1]:     
> /app/.bundle/gems/ruby/1.8/gems/rack-cache-1.0.3/lib/rack/cache/context.rb:243:in
>  
> `fetch'
> 2012-06-28T04:18:31+00:00 app[web.1]:     
> /app/.bundle/gems/ruby/1.8/gems/rack-cache-1.0.3/lib/rack/cache/context.rb:181:in
>  
> `lookup'
> 2012-06-28T04:18:31+00:00 app[web.1]:     
> /app/.bundle/gems/ruby/1.8/gems/rack-cache-1.0.3/lib/rack/cache/context.rb:65:in
>  
> `call!'
> 2012-06-28T04:18:31+00:00 app[web.1]:     
> /app/.bundle/gems/ruby/1.8/gems/rack-cache-1.0.3/lib/rack/cache/context.rb:50:in
>  
> `call'
> 2012-06-28T04:18:31+00:00 app[web.1]:     
> /app/.bundle/gems/ruby/1.8/gems/actionpack-2.3.14/lib/action_controller/string_coercion.rb:25:in
>  
> `call'
> 2012-06-28T04:18:31+00:00 app[web.1]:     
> /app/.bundle/gems/ruby/1.8/gems/rack-1.1.3/lib/rack/head.rb:9:in `call'
> 2012-06-28T04:18:31+00:00 app[web.1]:     
> /app/.bundle/gems/ruby/1.8/gems/rack-1.1.3/lib/rack/methodoverride.rb:24:in 
> `call'
> 2012-06-28T04:18:31+00:00 app[web.1]:     
> /app/.bundle/gems/ruby/1.8/gems/actionpack-2.3.14/lib/action_controller/params_parser.rb:15:in
>  
> `call'
> 2012-06-28T04:18:31+00:00 app[web.1]:     
> /app/.bundle/gems/ruby/1.8/gems/actionpack-2.3.14/lib/action_controller/session/cookie_store.rb:99:in
>  
> `call'
> 2012-06-28T04:18:31+00:00 app[web.1]:     
> /app/.bundle/gems/ruby/1.8/gems/actionpack-2.3.14/lib/action_controller/failsafe.rb:26:in
>  
> `call'
> 2012-06-28T04:18:31+00:00 app[web.1]:     
> /app/.bundle/gems/ruby/1.8/gems/rack-1.1.3/lib/rack/lock.rb:11:in 
> `synchronize'
> 2012-06-28T04:18:31+00:00 app[web.1]:     
> /app/.bundle/gems/ruby/1.8/gems/rack-1.1.3/lib/rack/lock.rb:11:in `call'
> 2012-06-28T04:18:31+00:00 app[web.1]:     
> /app/.bundle/gems/ruby/1.8/gems/rack-1.1.3/lib/rack/lock.rb:11:in `call'
> 2012-06-28T04:18:31+00:00 app[web.1]:     
> /app/.bundle/gems/ruby/1.8/gems/actionpack-2.3.14/lib/action_controller/dispatcher.rb:106:in
>  
> `call'
> 2012-06-28T04:18:31+00:00 app[web.1]:     
> /usr/ruby1.8.7/lib/ruby/gems/1.8/gems/thin-1.2.6/lib/rack/adapter/rails.rb:74:in
>  
> `call'
> 2012-06-28T04:18:31+00:00 app[web.1]:     
> /home/heroku_rack/lib/last_access.rb:15:in `call'
> 2012-06-28T04:18:31+00:00 app[web.1]:     
> /home/heroku_rack/lib/static_assets.rb:9:in `call'
> 2012-06-28T04:18:31+00:00 app[web.1]:     
> /app/.bundle/gems/ruby/1.8/gems/rack-1.1.3/lib/rack/urlmap.rb:47:in `call'
> 2012-06-28T04:18:31+00:00 app[web.1]:     
> /app/.bundle/gems/ruby/1.8/gems/rack-1.1.3/lib/rack/urlmap.rb:41:in `each'
> 2012-06-28T04:18:31+00:00 app[web.1]:     
> /home/heroku_rack/lib/date_header.rb:14:in `call'
> 2012-06-28T04:18:31+00:00 app[web.1]:     
> /app/.bundle/gems/ruby/1.8/gems/rack-1.1.3/lib/rack/urlmap.rb:41:in `call'
> 2012-06-28T04:18:31+00:00 app[web.1]:     
> /app/.bundle/gems/ruby/1.8/gems/rack-1.1.3/lib/rack/builder.rb:77:in `call'
> 2012-06-28T04:18:31+00:00 app[web.1]:     
> /usr/ruby1.8.7/lib/ruby/gems/1.8/gems/thin-1.2.6/lib/thin/connection.rb:76:in 
> `pre_process'
> 2012-06-28T04:18:31+00:00 app[web.1]:     
> /usr/ruby1.8.7/lib/ruby/gems/1.8/gems/thin-1.2.6/lib/thin/connection.rb:74:in 
> `catch'
> 2012-06-28T04:18:31+00:00 app[web.1]:     
> /usr/ruby1.8.7/lib/ruby/gems/1.8/gems/thin-1.2.6/lib/thin/connection.rb:74:in 
> `pre_process'
> 2012-06-28T04:18:31+00:00 app[web.1]:     
> /usr/ruby1.8.7/lib/ruby/gems/1.8/gems/thin-1.2.6/lib/thin/connection.rb:42:in 
> `receive_data'
> 2012-06-28T04:18:31+00:00 app[web.1]:     
> /usr/ruby1.8.7/lib/ruby/gems/1.8/gems/thin-1.2.6/lib/thin/connection.rb:57:in 
> `process'
> 2012-06-28T04:18:31+00:00 app[web.1]:     
> /usr/ruby1.8.7/lib/ruby/gems/1.8/gems/eventmachine-0.12.10/lib/eventmachine.rb:256:in
>  
> `run_machine'
> 2012-06-28T04:18:31+00:00 app[web.1]:     
> /usr/ruby1.8.7/lib/ruby/gems/1.8/gems/eventmachine-0.12.10/lib/eventmachine.rb:256:in
>  
> `run'
> 2012-06-28T04:18:31+00:00 app[web.1]:     
> /usr/ruby1.8.7/lib/ruby/gems/1.8/gems/thin-1.2.6/lib/thin/backends/base.rb:57:in
>  
> `start'
> 2012-06-28T04:18:31+00:00 app[web.1]:     
> /usr/ruby1.8.7/lib/ruby/gems/1.8/gems/thin-1.2.6/lib/thin/server.rb:156:in 
> `start'
> 2012-06-28T04:18:31+00:00 app[web.1]:     
> /usr/ruby1.8.7/lib/ruby/gems/1.8/gems/thin-1.2.6/lib/thin/controllers/controller.rb:80:in
>  
> `start'
> 2012-06-28T04:18:31+00:00 app[web.1]:     
> /usr/ruby1.8.7/lib/ruby/gems/1.8/gems/thin-1.2.6/lib/thin/runner.rb:177:in 
> `send'
> 2012-06-28T04:18:31+00:00 app[web.1]:     
> /usr/ruby1.8.7/lib/ruby/gems/1.8/gems/thin-1.2.6/lib/thin/runner.rb:177:in 
> `run_command'
> 2012-06-28T04:18:31+00:00 app[web.1]:     
> /usr/ruby1.8.7/lib/ruby/gems/1.8/gems/thin-1.2.6/lib/thin/runner.rb:143:in 
> `run!'
> 2012-06-28T04:18:31+00:00 app[web.1]:     
> /usr/ruby1.8.7/lib/ruby/gems/1.8/gems/thin-1.2.6/bin/thin:6
> 2012-06-28T04:18:31+00:00 app[web.1]:     /usr/ruby1.8.7/bin/thin:19:in 
> `load'
> 2012-06-28T04:18:31+00:00 app[web.1]:     /usr/ruby1.8.7/bin/thin:19
>

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