OMG I got it working...

I don't even really know how yet, but I'll reverse engineer what I did and 
advise back here.

On Friday, 7 May 2021 at 10:43:29 am UTC+10 Aaron Nicoli wrote:

> So, I'm thinking this is the issue I'm running into, but still not sure 
> how to resolve it:
>
> https://www.atcomputing.nl/blog/certificate-authority-and-puppet-6/
>
> Need to run puppetserver ca import - before starting the puppetserver.
>
> However, it seems `--private-key` `--crl-chain` and `--cert-bundle` are 
> mandatory.
>
> What should I use for what?
> ```
> /etc/puppetlabs/puppet/ssl/certs/server-b.pem
> /etc/puppetlabs/puppet/ssl/certs/ca.pem
> /etc/puppetlabs/puppet/ssl/private_keys/server-b.pem
> /etc/puppetlabs/puppet/ssl/crl.pem
> ```
>
> I've tried:
> ```
> puppetserver ca import --config /etc/puppetlabs/puppet/puppet.conf 
> --private-key /etc/puppetlabs/puppet/ssl/private_keys/server-b.pem 
> --crl-chain /etc/puppetlabs/puppet/ssl/crl.pem --cert-bundle 
> /etc/puppetlabs/puppet/ssl/certs/ca.pem
> ```
>
> But, it gives me the error of:
> ```
> Error:
> Could not find certificate matching private key
> ```
>
>
> On Friday, 7 May 2021 at 10:09:50 am UTC+10 Aaron Nicoli wrote:
>
>> Cheers Warron,
>>
>> It was pretty obvious something on B is broken, but what who knows...
>>
>> I've just deleted everything related to B and C (A is prod, B and C are 
>> new dev) [rm -rf /etc/puppetlabs/puppet/ssl; rm -rf 
>> /etc/puppetlabs/puppetserver/ca; puppetserver ca clean x].
>>
>> After doing this, will both puppet and puppetserver services stopped on 
>> B, I've ran puppet agent -t...
>> Then signed the request on server-A
>>
>> Everything working on B (as an agent)...
>>
>> Then again everything stopped and deleted on C (agent)...
>> puppet agent -t, signed on A...
>>
>> Can't connect to the puppetmaster (server-B), because I haven't started 
>> the service, but other than that everything perfect.
>>
>> Start the puppetserver service on server-B... and then run puppet agent 
>> -t on server-C again...
>> ```
>> Error: Connection to https://server-B:8140/puppet/v3 failed, trying next 
>> route: Request to https://server-B:8140/puppet/v3 failed after 0.103 
>> seconds: SSL_connect returned=1 errno=0 state=error: sslv3 alert 
>> certificate unknown
>> Wrapped exception:
>> SSL_connect returned=1 errno=0 state=error: sslv3 alert certificate 
>> unknown
>> ```
>>
>> Pretty much back to where we started...
>>
>> Then I go back to server-B and run puppet agent -t... broken:
>> ```
>> Error: The CRL issued by 'CN=Puppet CA: server-A' is missing
>> Error: Could not run: The CRL issued by 'CN=Puppet CA: server-A' is 
>> missing
>> ```
>>
>> From what I can tell, the puppetserver service (upon startup on server-B) 
>> is "blatting" the correct certs on server-B...
>>
>> That's the best conclusion I can come to at this point.
>> On Friday, 7 May 2021 at 9:50:24 am UTC+10 [email protected] wrote:
>>
>>> @Aaron, good evening from the east coast of the USA.
>>>
>>> It looks like the first break in the chain is on ServerB, if that was 
>>> not also obvious to you.  To be clear, I have not worked with puppet since 
>>> version 4, and in my current professional role we don't use Puppet at all 
>>> (makes me sad actually).
>>>
>>> Anyway, I think you need to find The certificate for ServerB and confirm 
>>> the details about it's PEM file.
>>> Use *openssl x509  -noout  -text     **ServerB.pem*    (the server's 
>>> PEM file is a placeholder)
>>>
>>> Can you provide a list of fullpath/file.pem's back to me?   *This is 
>>> not a production system correct?*
>>>
>>>
>>>
>>> --------------------------
>>> Warron French
>>>
>>>
>>>
>>> On Thu, May 6, 2021 at 7:29 PM Aaron Nicoli <[email protected]> wrote:
>>>
>>>> G'day Warron,
>>>>
>>>> So, doing some ca/ssl info gathering (note puppet cert not being a 
>>>> thing anymore on 7x that I'm running):
>>>>
>>>> On server-A (CA & master 1):
>>>> puppetserver ca list --all
>>>> server-A (alt names: DNS:puppet, DNS:server-A)
>>>> server-B (alt names: DNS:server-B)
>>>> server-C (alt names: DNS:server-C)
>>>>
>>>> puppet ssl show
>>>> ```
>>>> ...
>>>> Issuer: CN=Puppet CA: server-A
>>>> ...
>>>> Subject: CN=server-A
>>>> ...
>>>> ```
>>>>
>>>> On server-B (master 2):
>>>> puppetserver ca list --all
>>>> ```
>>>>    Error: Failed connecting to 
>>>> https://server-A:8140/puppet-ca/v1/certificate_statuses/any_key
>>>>   Root cause: SSL_connect returned=1 errno=0 state=error: certificate 
>>>> verify failed (unable to get certificate CRL)
>>>> ```
>>>>
>>>> puppet ssl show
>>>> ```
>>>> Error: Could not run: The CRL issued by 'CN=Puppet CA: server-A' is 
>>>> missing
>>>> ```
>>>>
>>>> I also note that today, puppet agent -t, is now also failing with:
>>>> ```
>>>> Error: The CRL issued by 'CN=Puppet CA: server-A' is missing
>>>> Error: Could not run: The CRL issued by 'CN=Puppet CA: server-A' is 
>>>> missing
>>>> ```
>>>>
>>>> On server-C (agent):
>>>> puppet ssl show:
>>>> ```
>>>> ...
>>>> Issuer: CN=Puppet CA:server-A
>>>> ...
>>>> Subject: CN=server-B
>>>> ...
>>>> ```
>>>>
>>>> Hope this helps my case!
>>>> On Friday, 7 May 2021 at 8:42:46 am UTC+10 [email protected] wrote:
>>>>
>>>>> This, if I remember correctly, looks like a certificate chain issue.  
>>>>> Your Puppet Architecture is a "Master of Masters" architecture.
>>>>>
>>>>> Cert for Server B is signed by Cert for Server A?  Correct?
>>>>> Is the cert for Server C (the agent) signed by the CA certificate 
>>>>> chain?
>>>>>
>>>>> Try executing:  *puppet cert list* and confirm that all certificates 
>>>>> for all three servers are listed.  
>>>>>
>>>>> --------------------------
>>>>> Warron French
>>>>>
>>>>>
>>>>>
>>>>> On Thu, May 6, 2021 at 5:52 PM Aaron Nicoli <[email protected]> 
>>>>> wrote:
>>>>>
>>>>>> Hi all,
>>>>>>
>>>>>> I have the following puppet layout:
>>>>>> ```
>>>>>> Server A - Puppetserver (CA)
>>>>>>   Server B - Puppetserver
>>>>>>     Server C - Agent
>>>>>> ```
>>>>>>
>>>>>> With the agent (server C) having it's cert signed by the CA (server 
>>>>>> A) however pointed to (server B) as it's master.
>>>>>>
>>>>>> The issue I'm having is that when running `puppet agent -t` on the 
>>>>>> agent, I can create a request to the CA and have the CA sign it, but 
>>>>>> then 
>>>>>> when I go to run again:
>>>>>>
>>>>>> ```
>>>>>> Error: Connection to 
>>>>>> https://hostname-of-server-B-puppetserver:8140/puppet/v3 failed, 
>>>>>> trying next route: Request to 
>>>>>> https://hostname-of-server-B-puppetserver:8140/puppet/v3 failed 
>>>>>> after 0.094 seconds: SSL_connect returned=1 errno=0 state=error: sslv3 
>>>>>> alert certificate unknown
>>>>>> ```
>>>>>>
>>>>>> Now on the agent, I can see that the Server-B cert is signed by the 
>>>>>> CA Server-A and it's available on the agent (server C) under: 
>>>>>> `/etc/puppetlabs/puppet/ssl/certs/ca.pem`
>>>>>>
>>>>>> But yet - I still get the error... where is the puppet agent trying 
>>>>>> to find the `ca.pem` cert to verify the masters certificate?!?
>>>>>>
>>>>>> Any ideas?
>>>>>>
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>>>>>>  
>>>>>> <https://groups.google.com/d/msgid/puppet-users/58b21386-50b8-42b2-b903-8db68933e491n%40googlegroups.com?utm_medium=email&utm_source=footer>
>>>>>> .
>>>>>>
>>>>> -- 
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>>> To view this discussion on the web visit 
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>>>>  
>>>> <https://groups.google.com/d/msgid/puppet-users/803a0f0a-01c9-4001-9bb6-c8d8a26c783an%40googlegroups.com?utm_medium=email&utm_source=footer>
>>>> .
>>>>
>>>

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