If you enable jwt in cas.properties by defining these two properties:

cas.authn.token.crypto.enabled=true
cas.authn.token.crypto.encryptionEnabled=true


But leave these commented out:

cas.authn.token.crypto.signing.key
cas.authn.token.crypto.encryption.key


Your catalina.out should log the generation of both keys, different each 
time you start the app of course.  I would just grab the values, then 
define in your cas.properties, then restart tomcat.

Log lines to look for:

WARN [org.apereo.cas.util.cipher.BaseStringCipherExecutor] - <Secret key 
for encryption is not defined for [Token/JWT Tickets]; CAS will attempt to 
auto-generate the encryption key>

WARN [org.apereo.cas.util.cipher.BaseStringCipherExecutor] - <Generated 
encryption key [pzyyqMTLT..................................] of size [256] 
for [Token/JWT Tickets]. The generated key MUST be added to CAS settings 
under setting [cas.authn.token.crypto.encryption.key].>


WARN [org.apereo.cas.util.cipher.BaseStringCipherExecutor] - <Secret key 
for signing is not defined for [Token/JWT Tickets]. CAS will attempt to 
auto-generate the signing key>

WARN [org.apereo.cas.util.cipher.BaseStringCipherExecutor] - <Generated 
signing key [tR8gQgES...................] of size [512] for [Token/JWT 
Tickets]. The generated key MUST be added to CAS settings under setting 
[cas.authn.token.crypto.signing.key].>


-W

On Thursday, September 13, 2018 at 3:01:26 PM UTC-5, Curtis Ruck wrote:
>
> The problem is due to the chicken and egg issue.  I need to prepopulate 
> the cas.properties, so the service can start up and work (without human 
> intervention).  I'm trying my best to avoid having to start a service, 
> parse the logs, and modify config, then restart the service.  The 
> documentation seems very light on these keys.
>
> On Thursday, September 13, 2018 at 10:03:02 AM UTC-4, William E. wrote:
>>
>> +1
>>
>> I ended up grabbing values from the cas startup logs and setting in my 
>> cas.properties.  Seems to work.
>>
>>
>> On Wednesday, September 12, 2018 at 3:34:32 PM UTC-5, Curtis Ruck wrote:
>>>
>>> So i'm trying to automate the generation and persistence of the 
>>> cas.tgc.crypto and cas.webflow.crypto encryption and signing keys.
>>>
>>> I'm using the jwk-gen.jar, and when i store the key in cas.properties, 
>>> i end up with "Invalid AES key length: 43 bytes" when trying to access the 
>>> login page.
>>>
>>>
>>> If I let CAS generate a key, its the same exact string length (43 
>>> bytes). What is different between my key versus cas's generated keys? Then 
>>> i'm extracting the k value from the json, and inserting it into my 
>>> cas.properties.
>>>
>>> java -jar jwk-gen.jar -t oct 256 -o tgc-enc.jwks
>>> java -jar jwk-gen.jar -t oct 512 -o tgc-sig.jwks
>>> java -jar jwk-gen.jar -t oct 256 -o webflow-enc.jwks
>>> java -jar jwk-gen.jar -t oct 512 -o webflow-sig.jwks
>>>
>>

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