The Oracle docs work with the 2 provided steps when using Cloudshell, as it runs OpenSSL 1.1.1, which creates PKCS#1 by default. I had to introduce the interim step noted in my previous comment when creating keys using OpenSSL 3.5.0, which creates PKCS#8 by default. OpenSSL version is what explains the key difference.

I figured this out, yesterday. The commands listed in all of the Oracle docs and KB articles left out a key component for me. # STEP 1. Generate a new 4096-bit RSA private key: openssl genrsa -out private_pkcs8.key 4096 # STEP 2. Convert from PKCS#8 to PKCS#1 openssl rsa -in private_pkcs8.key -out private_pkcs1.key…

I'm stuck at the same point, PRATHEEK. It seems the product has changed since the docs and OBE were published.

To be clear, this would be only a native SQL Server user. Windows Authentication is not supported. Second, this is an excellent FAQ. I look forward to more updates/details. Thanks for posting this.