With over a decade of working in networking, cybersecurity, and systems engineering, I've developed an array of skills that would be perfect for this project. As a Linux and system administrator with vast experience handling intricate integrations like yours, I understand how crucial it is to quickly identify and rectify these types of connectivity errors.
My proficiency in network routing, switching, VPNs as well as my expertise in both Windows Server and Ubuntu gives me a unique edge to solve this complex TLS issue between your Plesk server and your Windows Server 2012. Whether it's the switch to OpenSSL 3.3 causing the problem or any other underlying factor, I can isolate the root cause and suggest the most effective solution for seamless communication.
Additionally, my deep understanding of cloud computing (including Cloudflare), dedicated servers, and VPS lends itself well to solving issues even across confirmed network setups. Above all else, my commitment lies in exceeding client expectations through my high-quality work - all within a time-frame that suits you best. Thanks for considering me for this task; I look forward to potentially working with you!