A system for acquiring rights to lease a drilling rig for periods of time and/or particular activities and including leassee client devices, leassor client devices, and a database server system is disclosed. The leassee client devices and leassor client devices communicate with the database server system. The database server system maintains a catalog of drilling rigs available to potential leassees via their respective client devices, comprising information on the drilling rigs available for lease. The database server maintains information on leassors with drilling rigs for lease and information on equipment used on drilling rigs for lease. The system allows leassees and leassors to request bids, formulate potential leassor distribution lists, and determine the best leasing conditions offered by the leassors. The system facilitates making an award to the potential leassor, which offers the best leasing conditions for the lease of a drilling rig most closely matching the formulated bid request.