The public/private key pairs were generated with the following commands: openssl genrsa -out private_key.pem 2048 openssl rsa -in private_key.pem -pubout -out public_key.pem The signature was generated by: 1) Take the contents of payload.json and base64url encode them: cat payload.json | tr -d \\n | base64 -w0 | tr / _ | tr + \- | tr -d '=' > payload_encoded.txt 2) Put the contents of payload_encoded.txt into the "payload" field of verified_contents.json. 3) Copy the contents of the "protected" field from verified_contents.json into protected.txt. 4) Concatenate the "protected" and "payload" fields with a '.' separator. echo -n '.' | cat protected.txt - payload_encoded.txt > signature_input.txt 5) Sign it tr -d \\n < signature_input.txt | openssl dgst -sha256 -sign private_key.pem -binary | base64 -w0 | tr / _ | tr + \- | tr -d '=' > signature.txt 6) Put the contents of signature.txt into the "signature" field in verified_contents.json.