If you don't see these options, it could be you have an older version of Adobe Reader. You might also need to change the Default Signing Format to CAdES-Equivalent Make sure Enable CryptoTokenKit framework support is checked. In the Creation and Appearance section, click More Under Categories, scroll down to Signatures
Select the words Adobe Reader (at the top of the screen) This is only when using the native Apple Smart Card Ability and Adobe Reader, please verify these settings on your Mac:
Mac OS 10.12.x (Sierra) through 10.15.x (Catalina) users need to make some adjustments in Adobe to be able to sign PDFs. Try this, used it successfully with Adobe DC Pro at home with my CAC and it worked: