System for transactional prediction and estimation

A system comprising:

• at least one server computer communicatively coupled to a network, the at least one server computer being configured to:
• a) assemble at least one of transactional data and financial data acquired from at least one online transaction partner of a transaction source, wherein the transaction source and the at least one online transaction partner are separate entities;
• b) analyze the at least one of transactional data and financial data to determine whether a predetermined threshold has been reached;
• c) generate a predicted regulatory reporting obligation based on step b);
• and
• d) upon determining the predicted regulatory reporting obligation includes a regulatory reporting about the transaction source by the at least one online transaction partner, generate a report of estimated financial reporting data including potential expenses incurred by the transaction source and indicating the potential expenses as reducing a gross financial total of the regulatory reporting about the transaction source by the at least one online transaction partner.