Various embodiments of the present technology provide a distributed overwatch system that allows transactions with government-grade privacy and security. The security and privacy can be achieved by a combination of distributed trusted proxies, to which anonymous users connect with the overwatch of a variety of network security engines. The structured ecosystem provides mechanism for the blockchain to be monitored by an overwatch capability combining big data analytics, intelligent learning, and comprehensive vulnerability assessment to ensure any risks introduced by vulnerabilities are effectively mitigated. The system may include multiple proxy servers geographically distributed around the world. Each proxy can be associated with local network security engines to probe and analyze network traffic. Each proxy can mask sensitive data (e.g., personally identifiable information) within the transaction before it is stored. Various embodiments can interface with most blockchain or distributed ledger technologies that support multi-signature transactions and/or smart contracts.