The OpenSSL Software Foundation (OSF) represents the OpenSSL project in most legal capacities including contributor license agreements, managing donations, and so on. It is a Delaware (US) non-profit corporation with its own bylaws.
OpenSSL Software Services (OSS) also represents the OpenSSL project, for Support Contracts, and as the Vendor of Record for NIST Cryptographic Module #1747 (This is an open-source validation of FIPS-140 based on OpenSSL). It is a Delaware (US) corporation with its own bylaws.
The best way to contact OSF or OSS is by sending an email to firstname.lastname@example.org. For postal contact, use the following:
40 E Main St, Suite 744
Newark DE 19711