I ended up installing yet another puppetmaster, and I think that resolved 
my cert issues. However, my client still cannot get a test file from the 
puppetmaster. There is NO firewall or selinux running on the server (both 
disabled).

fileserver.conf has:

[files]
    path /var/lib/puppet/files
    allow *.example.com
    allow 10.0.0.0/8

 Here's the output:

C:\Windows\system32>puppet agent --test --debug --trace
debug: Failed to load library 'syslog' for feature 'syslog'
debug: Failed to load library 'selinux' for feature 'selinux'
debug: Puppet::Type::File::ProviderPosix: feature posix is missing
debug: Failed to load library 'ldap' for feature 'ldap'
debug: Failed to load library 'shadow' for feature 'libshadow'
debug: 
/File[C:/ProgramData/PuppetLabs/puppet/var/state/last_run_summary.yaml]: 
Autorequiring File[C:/ProgramData/PuppetLabs/puppet/var/state]
debug: /File[C:/ProgramData/PuppetLabs/puppet/var/client_yaml]: 
Autorequiring File[C:/ProgramData/PuppetLabs/puppet/var]
debug: /File[C:/ProgramData/PuppetLabs/puppet/etc/ssl/certs/ca.pem]: 
Autorequiring File[C:/ProgramData/PuppetLabs/puppet/etc/ssl/certs]
debug: /File[C:/ProgramData/PuppetLabs/puppet/etc/ssl/private]: 
Autorequiring File[C:/ProgramData/PuppetLabs/puppet/etc/ssl]
debug: 
/File[C:/ProgramData/PuppetLabs/puppet/etc/ssl/private_keys/devsttst01.pem]: 
Autorequiring File[C:/ProgramData/PuppetLabs/puppet/etc/ssl/private_keys]
debug: /File[C:/ProgramData/PuppetLabs/puppet/var/state/classes.txt]: 
Autorequiring File[C:/ProgramData/PuppetLabs/puppet/var/state]
debug: /File[C:/ProgramData/PuppetLabs/puppet/var/state/state.yaml]: 
Autorequiring File[C:/ProgramData/PuppetLabs/puppet/var/state]
debug: /File[C:/ProgramData/PuppetLabs/puppet/var/facts]: Autorequiring 
File[C:/ProgramData/PuppetLabs/puppet/var]
debug: 
/File[C:/ProgramData/PuppetLabs/puppet/etc/ssl/certs/devsttst01.pem]: 
Autorequiring File[C:/ProgramData/PuppetLabs/puppet/etc/ssl/certs]
debug: /File[C:/ProgramData/PuppetLabs/puppet/var/state/resources.txt]: 
Autorequiring File[C:/ProgramData/PuppetLabs/puppet/var/state]
debug: /File[C:/ProgramData/PuppetLabs/puppet/etc/ssl]: Autorequiring 
File[C:/ProgramData/PuppetLabs/puppet/etc]
debug: /File[C:/ProgramData/PuppetLabs/puppet/var/client_data]: 
Autorequiring File[C:/ProgramData/PuppetLabs/puppet/var]
debug: /File[C:/ProgramData/PuppetLabs/puppet/etc/puppet.conf]: 
Autorequiring File[C:/ProgramData/PuppetLabs/puppet/etc]
debug: /File[C:/ProgramData/PuppetLabs/puppet/etc/ssl/private_keys]: 
Autorequiring File[C:/ProgramData/PuppetLabs/puppet/etc/ssl]
debug: 
/File[C:/ProgramData/PuppetLabs/puppet/etc/ssl/public_keys/devsttst01.pem]: 
Autorequiring File[C:/ProgramData/PuppetLabs/puppet/etc/ssl/public_keys]
debug: /File[C:/ProgramData/PuppetLabs/puppet/var/state/graphs]: 
Autorequiring File[C:/ProgramData/PuppetLabs/puppet/var/state]
debug: /File[C:/ProgramData/PuppetLabs/puppet/var/log]: Autorequiring 
File[C:/ProgramData/PuppetLabs/puppet/var]
debug: /File[C:/ProgramData/PuppetLabs/puppet/var/run]: Autorequiring 
File[C:/ProgramData/PuppetLabs/puppet/var]
debug: 
/File[C:/ProgramData/PuppetLabs/puppet/etc/ssl/certificate_requests]: 
Autorequiring File[C:/ProgramData/PuppetLabs/puppet/etc/ssl]
debug: /File[C:/ProgramData/PuppetLabs/puppet/var/lib]: Autorequiring 
File[C:/ProgramData/PuppetLabs/puppet/var]
debug: 
/File[C:/ProgramData/PuppetLabs/puppet/var/state/last_run_report.yaml]: 
Autorequiring File[C:/ProgramData/PuppetLabs/puppet/var/state]
debug: /File[C:/ProgramData/PuppetLabs/puppet/var/clientbucket]: 
Autorequiring File[C:/ProgramData/PuppetLabs/puppet/var]
debug: /File[C:/ProgramData/PuppetLabs/puppet/var/state]: Autorequiring 
File[C:/ProgramData/PuppetLabs/puppet/var]
debug: /File[C:/ProgramData/PuppetLabs/puppet/etc/ssl/public_keys]: 
Autorequiring File[C:/ProgramData/PuppetLabs/puppet/etc/ssl]
debug: /File[C:/ProgramData/PuppetLabs/puppet/etc/ssl/certs]: Autorequiring 
File[C:/ProgramData/PuppetLabs/puppet/etc/ssl]
debug: /File[C:/ProgramData/PuppetLabs/puppet/etc/ssl/crl.pem]: 
Autorequiring File[C:/ProgramData/PuppetLabs/puppet/etc/ssl]
debug: Finishing transaction 130055220
debug: /File[C:/ProgramData/PuppetLabs/puppet/etc/ssl/crl.pem]: 
Autorequiring File[C:/ProgramData/PuppetLabs/puppet/etc/ssl]
debug: /File[C:/ProgramData/PuppetLabs/puppet/var/log]: Autorequiring 
File[C:/ProgramData/PuppetLabs/puppet/var]
debug: 
/File[C:/ProgramData/PuppetLabs/puppet/etc/ssl/public_keys/devsttst01.pem]: 
Autorequiring File[C:/ProgramData/PuppetLabs/puppet/etc/ssl/public_keys]
debug: 
/File[C:/ProgramData/PuppetLabs/puppet/etc/ssl/certificate_requests]: 
Autorequiring File[C:/ProgramData/PuppetLabs/puppet/etc/ssl]
debug: /File[C:/ProgramData/PuppetLabs/puppet/var/lib]: Autorequiring 
File[C:/ProgramData/PuppetLabs/puppet/var]
debug: /File[C:/ProgramData/PuppetLabs/puppet/etc/ssl/public_keys]: 
Autorequiring File[C:/ProgramData/PuppetLabs/puppet/etc/ssl]
debug: /File[C:/ProgramData/PuppetLabs/puppet/etc/ssl]: Autorequiring 
File[C:/ProgramData/PuppetLabs/puppet/etc]
debug: /File[C:/ProgramData/PuppetLabs/puppet/etc/ssl/certs/ca.pem]: 
Autorequiring File[C:/ProgramData/PuppetLabs/puppet/etc/ssl/certs]
debug: 
/File[C:/ProgramData/PuppetLabs/puppet/etc/ssl/private_keys/devsttst01.pem]: 
Autorequiring File[C:/ProgramData/PuppetLabs/puppet/etc/ssl/private_keys]
debug: 
/File[C:/ProgramData/PuppetLabs/puppet/etc/ssl/certs/devsttst01.pem]: 
Autorequiring File[C:/ProgramData/PuppetLabs/puppet/etc/ssl/certs]
debug: /File[C:/ProgramData/PuppetLabs/puppet/var/facts]: Autorequiring 
File[C:/ProgramData/PuppetLabs/puppet/var]
debug: /File[C:/ProgramData/PuppetLabs/puppet/var/run]: Autorequiring 
File[C:/ProgramData/PuppetLabs/puppet/var]
debug: /File[C:/ProgramData/PuppetLabs/puppet/etc/ssl/certs]: Autorequiring 
File[C:/ProgramData/PuppetLabs/puppet/etc/ssl]
debug: /File[C:/ProgramData/PuppetLabs/puppet/etc/ssl/private_keys]: 
Autorequiring File[C:/ProgramData/PuppetLabs/puppet/etc/ssl]
debug: /File[C:/ProgramData/PuppetLabs/puppet/var/state]: Autorequiring 
File[C:/ProgramData/PuppetLabs/puppet/var]
debug: /File[C:/ProgramData/PuppetLabs/puppet/etc/ssl/private]: 
Autorequiring File[C:/ProgramData/PuppetLabs/puppet/etc/ssl]
debug: Finishing transaction 40409412
debug: Using cached certificate for ca
debug: Using cached certificate for devsttst01
debug: Finishing transaction 131956356
debug: Loaded state in 0.00 seconds
info: Retrieving plugin
debug: file_metadata supports formats: b64_zlib_yaml pson raw yaml; using 
pson
debug: Using cached certificate for ca
debug: Using cached certificate for devsttst01
debug: Using cached certificate_revocation_list for ca
debug: file_metadata supports formats: b64_zlib_yaml pson raw yaml; using 
pson
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/parameter.rb:165:in `fail'
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/type/file/source.rb:166:in `metadata'
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/type/file/source.rb:112:in 
`copy_source_values'
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/type/file.rb:663:in `retrieve'
C:/Program Files (x86)/Puppet Labs/Puppet/puppet/lib/puppet/type.rb:728:in 
`retrieve_resource'
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/transaction/resource_harness.rb:32:in 
`perform_changes'
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/transaction/resource_harness.rb:133:in 
`evaluate'
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/transaction.rb:49:in `apply'
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/transaction.rb:84:in `eval_resource'
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/transaction.rb:104:in `evaluate'
C:/Program Files (x86)/Puppet Labs/Puppet/puppet/lib/puppet/util.rb:484:in 
`thinmark'
C:/Program Files (x86)/Puppet 
Labs/Puppet/sys/ruby/lib/ruby/1.8/benchmark.rb:308:in `realtime'
C:/Program Files (x86)/Puppet Labs/Puppet/puppet/lib/puppet/util.rb:483:in 
`thinmark'
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/transaction.rb:104:in `evaluate'
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/transaction.rb:386:in `traverse'
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/transaction.rb:99:in `evaluate'
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/resource/catalog.rb:141:in `apply'
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/configurer/downloader.rb:32:in `evaluate'
C:/Program Files (x86)/Puppet 
Labs/Puppet/sys/ruby/lib/ruby/1.8/timeout.rb:67:in `timeout'
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/configurer/downloader.rb:31:in `evaluate'
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/configurer/plugin_handler.rb:19:in 
`download_plugins'
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/configurer.rb:77:in `prepare'
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/configurer.rb:138:in `run'
C:/Program Files (x86)/Puppet Labs/Puppet/puppet/lib/puppet/agent.rb:43:in 
`run'
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/agent/locker.rb:21:in `lock'
C:/Program Files (x86)/Puppet Labs/Puppet/puppet/lib/puppet/agent.rb:43:in 
`run'
C:/Program Files (x86)/Puppet 
Labs/Puppet/sys/ruby/lib/ruby/1.8/sync.rb:230:in `synchronize'
C:/Program Files (x86)/Puppet Labs/Puppet/puppet/lib/puppet/agent.rb:43:in 
`run'
C:/Program Files (x86)/Puppet Labs/Puppet/puppet/lib/puppet/agent.rb:95:in 
`with_client'
C:/Program Files (x86)/Puppet Labs/Puppet/puppet/lib/puppet/agent.rb:41:in 
`run'
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/application.rb:172:in `call'
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/application.rb:172:in `controlled_run'
C:/Program Files (x86)/Puppet Labs/Puppet/puppet/lib/puppet/agent.rb:39:in 
`run'
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/application/agent.rb:337:in `onetime'
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/application/agent.rb:311:in `run_command'
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/application.rb:309:in `run'
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/application.rb:416:in `hook'
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/application.rb:309:in `run'
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/application.rb:407:in `exit_on_fail'
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/application.rb:309:in `run'
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/util/command_line.rb:69:in `execute'
C:/Program Files (x86)/Puppet Labs/Puppet/puppet/bin/puppet:4
err: /File[C:/ProgramData/PuppetLabs/puppet/var/lib]: Could not evaluate: 
Could not retrieve information from environment production source(s) 
puppet://myserver02.example.com/plugins
debug: Finishing transaction 131103432
debug: catalog supports formats: b64_zlib_yaml dot pson raw yaml; using pson
info: Caching catalog for devsttst01
debug: Creating default schedules
debug: Loaded state in 0.02 seconds
info: Applying configuration version '1337878417'
debug: /Schedule[daily]: Skipping device resources because running on a host
debug: /Schedule[monthly]: Skipping device resources because running on a 
host
debug: /Schedule[hourly]: Skipping device resources because running on a 
host
debug: file_metadata supports formats: b64_zlib_yaml pson raw yaml; using 
pson
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/parameter.rb:165:in `fail'
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/type/file/source.rb:163:in `metadata'
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/type/file/source.rb:155:in `each'
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/type/file/source.rb:155:in `metadata'
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/type/file/source.rb:112:in 
`copy_source_values'
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/type/file.rb:663:in `retrieve'
C:/Program Files (x86)/Puppet Labs/Puppet/puppet/lib/puppet/type.rb:728:in 
`retrieve_resource'
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/transaction/resource_harness.rb:32:in 
`perform_changes'
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/transaction/resource_harness.rb:133:in 
`evaluate'
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/transaction.rb:49:in `apply'
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/transaction.rb:84:in `eval_resource'
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/transaction.rb:104:in `evaluate'
C:/Program Files (x86)/Puppet Labs/Puppet/puppet/lib/puppet/util.rb:484:in 
`thinmark'
C:/Program Files (x86)/Puppet 
Labs/Puppet/sys/ruby/lib/ruby/1.8/benchmark.rb:308:in `realtime'
C:/Program Files (x86)/Puppet Labs/Puppet/puppet/lib/puppet/util.rb:483:in 
`thinmark'
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/transaction.rb:104:in `evaluate'
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/transaction.rb:386:in `traverse'
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/transaction.rb:99:in `evaluate'
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/resource/catalog.rb:141:in `apply'
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/configurer.rb:122:in 
`retrieve_and_apply_catalog'
C:/Program Files (x86)/Puppet Labs/Puppet/puppet/lib/puppet/util.rb:159:in 
`benchmark'
C:/Program Files (x86)/Puppet 
Labs/Puppet/sys/ruby/lib/ruby/1.8/benchmark.rb:308:in `realtime'
C:/Program Files (x86)/Puppet Labs/Puppet/puppet/lib/puppet/util.rb:158:in 
`benchmark'
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/configurer.rb:121:in 
`retrieve_and_apply_catalog'
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/configurer.rb:152:in `run'
C:/Program Files (x86)/Puppet Labs/Puppet/puppet/lib/puppet/agent.rb:43:in 
`run'
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/agent/locker.rb:21:in `lock'
C:/Program Files (x86)/Puppet Labs/Puppet/puppet/lib/puppet/agent.rb:43:in 
`run'
C:/Program Files (x86)/Puppet 
Labs/Puppet/sys/ruby/lib/ruby/1.8/sync.rb:230:in `synchronize'
C:/Program Files (x86)/Puppet Labs/Puppet/puppet/lib/puppet/agent.rb:43:in 
`run'
C:/Program Files (x86)/Puppet Labs/Puppet/puppet/lib/puppet/agent.rb:95:in 
`with_client'
C:/Program Files (x86)/Puppet Labs/Puppet/puppet/lib/puppet/agent.rb:41:in 
`run'
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/application.rb:172:in `call'
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/application.rb:172:in `controlled_run'
C:/Program Files (x86)/Puppet Labs/Puppet/puppet/lib/puppet/agent.rb:39:in 
`run'
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/application/agent.rb:337:in `onetime'
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/application/agent.rb:311:in `run_command'
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/application.rb:309:in `run'
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/application.rb:416:in `hook'
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/application.rb:309:in `run'
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/application.rb:407:in `exit_on_fail'
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/application.rb:309:in `run'
C:/Program Files (x86)/Puppet 
Labs/Puppet/puppet/lib/puppet/util/command_line.rb:69:in `execute'
C:/Program Files (x86)/Puppet Labs/Puppet/puppet/bin/puppet:4
err: /Stage[main]//File[C:\\engine\\engine.exe]: Could not evaluate: No 
connection could be made because the target machine actively refused it. - 
connect(
2) Could not retrieve file metadata for 
puppet://myserver02/files/engine/engine.exe: No connection could be made 
because the target machine activel
y refused it. - connect(2) at /etc/puppet/manifests/site.pp:7
debug: /Schedule[never]: Skipping device resources because running on a host
debug: /Schedule[weekly]: Skipping device resources because running on a 
host
debug: /Schedule[puppet]: Skipping device resources because running on a 
host
debug: Finishing transaction 39871896
debug: Storing state
debug: Stored state in 0.02 seconds
notice: Finished catalog run in 1.14 seconds
debug: Value of 'preferred_serialization_format' (pson) is invalid for 
report, using default (b64_zlib_yaml)
debug: report supports formats: b64_zlib_yaml raw yaml; using b64_zlib_yaml

C:\Windows\system32>

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