The author shares their experience creating dflow.sh, an open-source platform aimed at providing an alternative to services like Railway, Heroku, and Vercel. Initially, they planned to allow customers to connect their servers using SSH keys through the UI. However, concerns from users about the security of sharing these keys led to a reconsideration of their approach. They pivoted to offer AWS integration and their own cloud service, which allowed them to reduce costs and attract more users with a promotional free server offer. As the platform grew, they faced issues with server abuse, where users exploited the system for phishing or other malicious activities. In response, they implemented stricter terms of service and added manual reviews for accounts claiming free servers. The turning point came when they discovered Tailscale, which allowed seamless connectivity without the need to manage SSH keys. With a simple command, users could connect their servers, effectively isolating them through access control lists (ACLs) and tags. The integration of Tailscale proved transformative. It enabled their orchestrator to dynamically join a secure network without persistent credentials, ensuring secure connections to customer machines. This setup simplifies server management and enhances security, addressing earlier concerns about key management. The author envisions further improvements, such as allowing users to set up their own tailnets, which would give them more control while maintaining security. They invite feedback from the community on scaling this setup.