Attached is the debug output that goes along with those SSL errors.

Debug: Applying settings catalog for sections main, agent, ssl
Debug: Caching environment 'production' (ttl = 0 sec)
Debug: Evicting cache entry for environment 'production'
Debug: Caching environment 'production' (ttl = 0 sec)
Debug: Evicting cache entry for environment 'production'
Debug: Caching environment 'production' (ttl = 0 sec)
Debug: Evicting cache entry for environment 'production'
Debug: Caching environment 'production' (ttl = 0 sec)
Debug: Using settings: adding file resource 'confdir': 
'File[/etc/puppet]{:path=>"/etc/puppet", :ensure=>:directory, 
:loglevel=>:debug, :links=>:follow, :backup=>false}'
Debug: Using settings: adding file resource 'codedir': 
'File[/etc/puppet/code]{:path=>"/etc/puppet/code", :ensure=>:directory, 
:loglevel=>:debug, :links=>:follow, :backup=>false}'
Debug: Evicting cache entry for environment 'production'
Debug: Caching environment 'production' (ttl = 0 sec)
Debug: Failed to load library 'cfpropertylist' for feature 
'cfpropertylist'
Debug: Evicting cache entry for environment 'production'
Debug: Caching environment 'production' (ttl = 0 sec)
Debug: Evicting cache entry for environment 'production'
Debug: Caching environment 'production' (ttl = 0 sec)
Debug: Puppet::Type::User::ProviderDirectoryservice: file 
/usr/bin/uuidgen does not exist
Debug: Failed to load library 'ldap' for feature 'ldap'
Debug: Puppet::Type::User::ProviderLdap: feature ldap is missing
Debug: Puppet::Type::User::ProviderPw: file pw does not exist
Debug: Puppet::Type::User::ProviderUser_role_add: file roleadd does not 
exist
Debug: /User[puppet]: Provider useradd does not support features 
libuser; not managing attribute forcelocal
Debug: Failed to load library 'cfpropertylist' for feature 
'cfpropertylist'
Debug: Puppet::Type::Group::ProviderDirectoryservice: file /usr/bin/dscl 
does not exist
Debug: Failed to load library 'ldap' for feature 'ldap'
Debug: Puppet::Type::Group::ProviderLdap: feature ldap is missing
Debug: Puppet::Type::Group::ProviderPw: file pw does not exist
Debug: /Group[puppet]: Provider groupadd does not support features 
libuser; not managing attribute forcelocal
Debug: Using settings: adding file resource 'vardir': 
'File[/var/cache/puppet]{:path=>"/var/cache/puppet", :owner=>"puppet", 
:group=>"puppet", :ensure=>:directory, :loglevel=>:debug, :links=>:follow, 
:backup=>false}'
Debug: Using settings: adding file resource 'logdir': 
'File[/var/log/puppet]{:path=>"/var/log/puppet", :mode=>"750", 
:owner=>"puppet", :group=>"puppet", :ensure=>:directory, :loglevel=>:debug, 
:links=>:follow, :backup=>false}'
Debug: Using settings: adding file resource 'statedir': 
'File[/var/cache/puppet/state]{:path=>"/var/cache/puppet/state", :mode=>"1755", 
:ensure=>:directory, :loglevel=>:debug, :links=>:follow, :backup=>false}'
Debug: Using settings: adding file resource 'rundir': 
'File[/run/puppet]{:path=>"/run/puppet", :mode=>"755", :owner=>"puppet", 
:group=>"puppet", :ensure=>:directory, :loglevel=>:debug, :links=>:follow, 
:backup=>false}'
Debug: Using settings: adding file resource 'libdir': 
'File[/var/cache/puppet/lib]{:path=>"/var/cache/puppet/lib", 
:ensure=>:directory, :loglevel=>:debug, :links=>:follow, :backup=>false}'
Debug: Using settings: adding file resource 'hiera_config': 
'File[/etc/puppet/hiera.yaml]{:path=>"/etc/puppet/hiera.yaml", :ensure=>:file, 
:loglevel=>:debug, :links=>:follow, :backup=>false}'
Debug: Using settings: adding file resource 'preview_outputdir': 
'File[/var/cache/puppet/preview]{:path=>"/var/cache/puppet/preview", 
:mode=>"750", :owner=>"puppet", :group=>"puppet", :ensure=>:directory, 
:loglevel=>:debug, :links=>:follow, :backup=>false}'
Debug: Using settings: adding file resource 'certdir': 
'File[/var/lib/puppet/ssl/certs]{:path=>"/var/lib/puppet/ssl/certs", 
:mode=>"755", :owner=>"puppet", :group=>"puppet", :ensure=>:directory, 
:loglevel=>:debug, :links=>:follow, :backup=>false}'
Debug: Using settings: adding file resource 'ssldir': 
'File[/var/lib/puppet/ssl]{:path=>"/var/lib/puppet/ssl", :mode=>"771", 
:owner=>"puppet", :group=>"puppet", :ensure=>:directory, :loglevel=>:debug, 
:links=>:follow, :backup=>false}'
Debug: Using settings: adding file resource 'publickeydir': 
'File[/var/lib/puppet/ssl/public_keys]{:path=>"/var/lib/puppet/ssl/public_keys",
 :mode=>"755", :owner=>"puppet", :group=>"puppet", :ensure=>:directory, 
:loglevel=>:debug, :links=>:follow, :backup=>false}'
Debug: Using settings: adding file resource 'requestdir': 
'File[/var/lib/puppet/ssl/certificate_requests]{:path=>"/var/lib/puppet/ssl/certificate_requests",
 :mode=>"755", :owner=>"puppet", :group=>"puppet", :ensure=>:directory, 
:loglevel=>:debug, :links=>:follow, :backup=>false}'
Debug: Using settings: adding file resource 'privatekeydir': 
'File[/var/lib/puppet/ssl/private_keys]{:path=>"/var/lib/puppet/ssl/private_keys",
 :mode=>"750", :owner=>"puppet", :group=>"puppet", :ensure=>:directory, 
:loglevel=>:debug, :links=>:follow, :backup=>false}'
Debug: Using settings: adding file resource 'privatedir': 
'File[/var/lib/puppet/ssl/private]{:path=>"/var/lib/puppet/ssl/private", 
:mode=>"750", :owner=>"puppet", :group=>"puppet", :ensure=>:directory, 
:loglevel=>:debug, :links=>:follow, :backup=>false}'
Debug: Facter: value for domain is still nil
Debug: Using settings: adding file resource 'hostcert': 
'File[/var/lib/puppet/ssl/certs/x220i.pem]{:path=>"/var/lib/puppet/ssl/certs/x220i.pem",
 :mode=>"644", :owner=>"puppet", :group=>"puppet", :ensure=>:file, 
:loglevel=>:debug, :links=>:follow, :backup=>false}'
Debug: Using settings: adding file resource 'hostprivkey': 
'File[/var/lib/puppet/ssl/private_keys/x220i.pem]{:path=>"/var/lib/puppet/ssl/private_keys/x220i.pem",
 :mode=>"640", :owner=>"puppet", :group=>"puppet", :ensure=>:file, 
:loglevel=>:debug, :links=>:follow, :backup=>false}'
Debug: Using settings: adding file resource 'hostpubkey': 
'File[/var/lib/puppet/ssl/public_keys/x220i.pem]{:path=>"/var/lib/puppet/ssl/public_keys/x220i.pem",
 :mode=>"644", :owner=>"puppet", :group=>"puppet", :ensure=>:file, 
:loglevel=>:debug, :links=>:follow, :backup=>false}'
Debug: Using settings: adding file resource 'localcacert': 
'File[/var/lib/puppet/ssl/certs/ca.pem]{:path=>"/var/lib/puppet/ssl/certs/ca.pem",
 :mode=>"644", :owner=>"puppet", :group=>"puppet", :ensure=>:file, 
:loglevel=>:debug, :links=>:follow, :backup=>false}'
Debug: Using settings: adding file resource 'hostcrl': 
'File[/var/lib/puppet/ssl/crl.pem]{:path=>"/var/lib/puppet/ssl/crl.pem", 
:mode=>"644", :owner=>"puppet", :group=>"puppet", :ensure=>:file, 
:loglevel=>:debug, :links=>:follow, :backup=>false}'
Debug: Using settings: adding file resource 'statefile': 
'File[/var/cache/puppet/state/state.yaml]{:path=>"/var/cache/puppet/state/state.yaml",
 :mode=>"660", :ensure=>:file, :loglevel=>:debug, :links=>:follow, 
:backup=>false}'
Debug: Using settings: adding file resource 'transactionstorefile': 
'File[/var/cache/puppet/state/transactionstore.yaml]{:path=>"/var/cache/puppet/state/transactionstore.yaml",
 :mode=>"660", :ensure=>:file, :loglevel=>:debug, :links=>:follow, 
:backup=>false}'
Debug: Using settings: adding file resource 'clientyamldir': 
'File[/var/cache/puppet/client_yaml]{:path=>"/var/cache/puppet/client_yaml", 
:mode=>"750", :ensure=>:directory, :loglevel=>:debug, :links=>:follow, 
:backup=>false}'
Debug: Using settings: adding file resource 'client_datadir': 
'File[/var/cache/puppet/client_data]{:path=>"/var/cache/puppet/client_data", 
:mode=>"750", :ensure=>:directory, :loglevel=>:debug, :links=>:follow, 
:backup=>false}'
Debug: Using settings: adding file resource 'classfile': 
'File[/var/cache/puppet/state/classes.txt]{:path=>"/var/cache/puppet/state/classes.txt",
 :mode=>"640", :owner=>"root", :ensure=>:file, :loglevel=>:debug, 
:links=>:follow, :backup=>false}'
Debug: Using settings: adding file resource 'resourcefile': 
'File[/var/cache/puppet/state/resources.txt]{:path=>"/var/cache/puppet/state/resources.txt",
 :mode=>"640", :owner=>"root", :ensure=>:file, :loglevel=>:debug, 
:links=>:follow, :backup=>false}'
Debug: Using settings: adding file resource 'clientbucketdir': 
'File[/var/cache/puppet/clientbucket]{:path=>"/var/cache/puppet/clientbucket", 
:mode=>"750", :ensure=>:directory, :loglevel=>:debug, :links=>:follow, 
:backup=>false}'
Debug: Using settings: adding file resource 'lastrunfile': 
'File[/var/cache/puppet/state/last_run_summary.yaml]{:path=>"/var/cache/puppet/state/last_run_summary.yaml",
 :mode=>"644", :ensure=>:file, :loglevel=>:debug, :links=>:follow, 
:backup=>false}'
Debug: Using settings: adding file resource 'lastrunreport': 
'File[/var/cache/puppet/state/last_run_report.yaml]{:path=>"/var/cache/puppet/state/last_run_report.yaml",
 :mode=>"640", :ensure=>:file, :loglevel=>:debug, :links=>:follow, 
:backup=>false}'
Debug: Using settings: adding file resource 'graphdir': 
'File[/var/cache/puppet/state/graphs]{:path=>"/var/cache/puppet/state/graphs", 
:ensure=>:directory, :loglevel=>:debug, :links=>:follow, :backup=>false}'
Debug: Using settings: adding file resource 'pluginfactdest': 
'File[/var/cache/puppet/facts.d]{:path=>"/var/cache/puppet/facts.d", 
:ensure=>:directory, :loglevel=>:debug, :links=>:follow, :backup=>false}'
Debug: /File[/etc/puppet/code]: Adding autorequire relationship with 
File[/etc/puppet]
Debug: /File[/var/cache/puppet/state]: Adding autorequire relationship 
with File[/var/cache/puppet]
Debug: /File[/var/cache/puppet/lib]: Adding autorequire relationship 
with File[/var/cache/puppet]
Debug: /File[/etc/puppet/hiera.yaml]: Adding autorequire relationship 
with File[/etc/puppet]
Debug: /File[/var/cache/puppet/preview]: Adding autorequire relationship 
with File[/var/cache/puppet]
Debug: /File[/var/lib/puppet/ssl/certs]: Adding autorequire relationship 
with File[/var/lib/puppet/ssl]
Debug: /File[/var/lib/puppet/ssl/public_keys]: Adding autorequire 
relationship with File[/var/lib/puppet/ssl]
Debug: /File[/var/lib/puppet/ssl/certificate_requests]: Adding 
autorequire relationship with File[/var/lib/puppet/ssl]
Debug: /File[/var/lib/puppet/ssl/private_keys]: Adding autorequire 
relationship with File[/var/lib/puppet/ssl]
Debug: /File[/var/lib/puppet/ssl/private]: Adding autorequire 
relationship with File[/var/lib/puppet/ssl]
Debug: /File[/var/lib/puppet/ssl/certs/x220i.pem]: Adding autorequire 
relationship with File[/var/lib/puppet/ssl/certs]
Debug: /File[/var/lib/puppet/ssl/private_keys/x220i.pem]: Adding 
autorequire relationship with File[/var/lib/puppet/ssl/private_keys]
Debug: /File[/var/lib/puppet/ssl/public_keys/x220i.pem]: Adding 
autorequire relationship with File[/var/lib/puppet/ssl/public_keys]
Debug: /File[/var/lib/puppet/ssl/certs/ca.pem]: Adding autorequire 
relationship with File[/var/lib/puppet/ssl/certs]
Debug: /File[/var/lib/puppet/ssl/crl.pem]: Adding autorequire 
relationship with File[/var/lib/puppet/ssl]
Debug: /File[/var/cache/puppet/state/state.yaml]: Adding autorequire 
relationship with File[/var/cache/puppet/state]
Debug: /File[/var/cache/puppet/state/transactionstore.yaml]: Adding 
autorequire relationship with File[/var/cache/puppet/state]
Debug: /File[/var/cache/puppet/client_yaml]: Adding autorequire 
relationship with File[/var/cache/puppet]
Debug: /File[/var/cache/puppet/client_data]: Adding autorequire 
relationship with File[/var/cache/puppet]
Debug: /File[/var/cache/puppet/state/classes.txt]: Adding autorequire 
relationship with File[/var/cache/puppet/state]
Debug: /File[/var/cache/puppet/state/resources.txt]: Adding autorequire 
relationship with File[/var/cache/puppet/state]
Debug: /File[/var/cache/puppet/clientbucket]: Adding autorequire 
relationship with File[/var/cache/puppet]
Debug: /File[/var/cache/puppet/state/last_run_summary.yaml]: Adding 
autorequire relationship with File[/var/cache/puppet/state]
Debug: /File[/var/cache/puppet/state/last_run_report.yaml]: Adding 
autorequire relationship with File[/var/cache/puppet/state]
Debug: /File[/var/cache/puppet/state/graphs]: Adding autorequire 
relationship with File[/var/cache/puppet/state]
Debug: /File[/var/cache/puppet/facts.d]: Adding autorequire relationship 
with File[/var/cache/puppet]
Debug: /File[/etc/puppet/code/environments/production]: Adding 
autorequire relationship with File[/etc/puppet/code]
Debug: Finishing transaction 47106147609740
Debug: Evicting cache entry for environment 'production'
Debug: Caching environment 'production' (ttl = 0 sec)
Debug: Evicting cache entry for environment 'production'
Debug: Caching environment 'production' (ttl = 0 sec)
Debug: Evicting cache entry for environment 'production'
Debug: Caching environment 'production' (ttl = 0 sec)
Debug: Evicting cache entry for environment 'production'
Debug: Caching environment 'production' (ttl = 0 sec)
Debug: Evicting cache entry for environment 'production'
Debug: Caching environment 'production' (ttl = 0 sec)
Debug: Evicting cache entry for environment 'production'
Debug: Caching environment 'production' (ttl = 0 sec)
Debug: Evicting cache entry for environment 'production'
Debug: Caching environment 'production' (ttl = 0 sec)
Debug: Runtime environment: puppet_version=4.10.4, ruby_version=2.3.6, 
run_mode=agent, default_encoding=UTF-8
Debug: Using cached certificate for ca
Debug: Using cached certificate for x220i
Debug: Evicting cache entry for environment 'production'
Debug: Caching environment 'production' (ttl = 0 sec)
Debug: Loaded state in 0.75 seconds
Debug: Evicting cache entry for environment 'production'
Debug: Caching environment 'production' (ttl = 0 sec)
Debug: Dynamically-bound server lookup failed, falling back to server 
setting
Debug: Dynamically-bound port lookup failed; falling back to masterport 
setting
Debug: Evicting cache entry for environment 'production'
Debug: Caching environment 'production' (ttl = 0 sec)
Debug: Failed to load library 'msgpack' for feature 'msgpack'
Debug: Puppet::Network::Format[msgpack]: feature msgpack is missing
Debug: node supports formats: pson yaml binary
Debug: Using cached certificate for ca
Debug: Using cached certificate for x220i
Debug: Creating new connection for https://puppet:8140
Debug: Using cached certificate_revocation_list for ca
Debug: Starting connection for https://puppet:8140
Debug: Closing connection for https://puppet:8140
Info: Retrieving pluginfacts
Debug: Evicting cache entry for environment 'production'
Debug: Caching environment 'production' (ttl = 0 sec)
Debug: Evicting cache entry for environment 'production'
Debug: Caching environment 'production' (ttl = 0 sec)
Debug: Dynamically-bound server lookup failed, falling back to server 
setting
Debug: Dynamically-bound port lookup failed; falling back to masterport 
setting
Debug: Failed to load library 'msgpack' for feature 'msgpack'
Debug: Puppet::Network::Format[msgpack]: feature msgpack is missing
Debug: file_metadata supports formats: pson yaml binary
Debug: Creating new connection for https://puppet:8140
Debug: Starting connection for https://puppet:8140
Debug: Closing connection for https://puppet:8140
Debug: Dynamically-bound server lookup failed, falling back to server 
setting
Debug: Dynamically-bound port lookup failed; falling back to masterport 
setting
Debug: Failed to load library 'msgpack' for feature 'msgpack'
Debug: Puppet::Network::Format[msgpack]: feature msgpack is missing
Debug: file_metadata supports formats: pson yaml binary
Debug: Creating new connection for https://puppet:8140
Debug: Starting connection for https://puppet:8140
Debug: Closing connection for https://puppet:8140
Debug: Finishing transaction 47106158139700
Info: Retrieving plugin
Debug: Dynamically-bound server lookup failed, falling back to server 
setting
Debug: Dynamically-bound port lookup failed; falling back to masterport 
setting
Debug: Failed to load library 'msgpack' for feature 'msgpack'
Debug: Puppet::Network::Format[msgpack]: feature msgpack is missing
Debug: file_metadata supports formats: pson yaml binary
Debug: Creating new connection for https://puppet:8140
Debug: Starting connection for https://puppet:8140
Debug: Closing connection for https://puppet:8140
Debug: Dynamically-bound server lookup failed, falling back to server 
setting
Debug: Dynamically-bound port lookup failed; falling back to masterport 
setting
Debug: Failed to load library 'msgpack' for feature 'msgpack'
Debug: Puppet::Network::Format[msgpack]: feature msgpack is missing
Debug: file_metadata supports formats: pson yaml binary
Debug: Creating new connection for https://puppet:8140
Debug: Starting connection for https://puppet:8140
Debug: Closing connection for https://puppet:8140
Debug: Finishing transaction 47106160405280
Debug: Evicting cache entry for environment 'production'
Debug: Caching environment 'production' (ttl = 0 sec)
Debug: Loading external facts from /var/cache/puppet/facts.d
Debug: Facter: Found no suitable resolves of 1 for ec2_metadata
Debug: Facter: value for ec2_metadata is still nil
Debug: Facter: value for agent_specified_environment is still nil
Debug: Facter: value for cfkey is still nil
Debug: Facter: Found no suitable resolves of 1 for dhcp_servers
Debug: Facter: value for dhcp_servers is still nil
Debug: Facter: value for domain is still nil
Debug: Facter: Found no suitable resolves of 1 for ec2_metadata
Debug: Facter: value for ec2_metadata is still nil
Debug: Facter: Found no suitable resolves of 1 for ec2_userdata
Debug: Facter: value for ec2_userdata is still nil
Debug: Facter: value for domain is still nil
Debug: Facter: Found no suitable resolves of 1 for gce
Debug: Facter: value for gce is still nil
Debug: Facter: value for ipaddress_enp0s25 is still nil
Debug: Facter: value for ipaddress6_enp0s25 is still nil
Debug: Facter: value for netmask_enp0s25 is still nil
Debug: Facter: value for ipaddress6_lo is still nil
Debug: Facter: value for macaddress_lo is still nil
Debug: Facter: value for ipaddress6_wlp3s0 is still nil
Debug: Facter: value for ipaddress6_zentuxnet is still nil
Debug: Facter: value for macaddress_zentuxnet is still nil
Debug: Facter: value for ipaddress6 is still nil
Debug: Facter: Found no suitable resolves of 2 for iphostnumber
Debug: Facter: value for iphostnumber is still nil
Debug: Facter: value for lsbminordistrelease is still nil
Debug: Facter: value for lsbrelease is still nil
Debug: Facter: Found no suitable resolves of 2 for swapencrypted
Debug: Facter: value for swapencrypted is still nil
Debug: Facter: value for network_enp0s25 is still nil
Debug: Facter: Found no suitable resolves of 1 for processor
Debug: Facter: value for processor is still nil
Debug: Facter: value for is_rsc is still nil
Debug: Facter: value for is_rsc is still nil
Debug: Facter: Found no suitable resolves of 1 for rsc_region
Debug: Facter: value for rsc_region is still nil
Debug: Facter: value for is_rsc is still nil
Debug: Facter: Found no suitable resolves of 1 for rsc_instance_id
Debug: Facter: value for rsc_instance_id is still nil
Debug: Facter: Found no suitable resolves of 1 for selinux_enforced
Debug: Facter: value for selinux_enforced is still nil
Debug: Facter: Found no suitable resolves of 1 for 
selinux_policyversion
Debug: Facter: value for selinux_policyversion is still nil
Debug: Facter: Found no suitable resolves of 1 for 
selinux_current_mode
Debug: Facter: value for selinux_current_mode is still nil
Debug: Facter: Found no suitable resolves of 1 for 
selinux_config_mode
Debug: Facter: value for selinux_config_mode is still nil
Debug: Facter: Found no suitable resolves of 1 for 
selinux_config_policy
Debug: Facter: value for selinux_config_policy is still nil
Debug: Facter: value for sshdsakey is still nil
Debug: Facter: value for sshdsakey is still nil
Debug: Facter: value for sshfp_dsa is still nil
Debug: Facter: Found no suitable resolves of 1 for system32
Debug: Facter: value for system32 is still nil
Debug: Facter: value for vlans is still nil
Debug: Facter: Found no suitable resolves of 1 for xendomains
Debug: Facter: value for xendomains is still nil
Debug: Facter: value for zfs_version is still nil
Debug: Facter: Found no suitable resolves of 1 for zonename
Debug: Facter: value for zonename is still nil
Debug: Facter: value for zpool_version is still nil
Debug: Dynamically-bound server lookup failed, falling back to server 
setting
Debug: Dynamically-bound port lookup failed; falling back to masterport 
setting
Debug: Failed to load library 'msgpack' for feature 'msgpack'
Debug: Puppet::Network::Format[msgpack]: feature msgpack is missing
Debug: catalog supports formats: pson yaml dot binary
Debug: Creating new connection for https://puppet:8140
Debug: Starting connection for https://puppet:8140
Debug: Closing connection for https://puppet:8140
Debug: Dynamically-bound server lookup failed, falling back to 
report_server setting
Debug: Dynamically-bound port lookup failed; falling back to report_port 
setting
Debug: Creating new connection for https://puppet:8140
Debug: Starting connection for https://puppet:8140
Debug: Closing connection for https://puppet:8140

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