In the deregulated market structure, transmission provider will need optimization and decision making tools to be efficient. It will need better reliability analysis tools, which are probabilistic to enhance its service, make long-term investment decisions and use its resources efficiently through higher utilization and priority servicing. With these enhanced services, intelligent decision making mechanisms will enable the provider to maximize its profits. A dynamic programming approach is proposed for the transmission provider to make decisions season-ahead by accepting or rejecting requests for bilateral agreements over its assets. Transmission provider can simulate the season spot market with anticipated load and energy costs and determine which set of bilateral agreements in addition to the spot market will return the highest profits. Experimental setup with preliminary results and simulation challenges will be presented.