A system and method for recording and tracking charitable donations over a period of one or more years, and for determining the tax consequence associated with such donations based upon taxing authority guidelines (including laws, regulations, rules, guidelines or other mandates) applicable to the time period in which such donations were made. One aspect of the invention is directed to a method implemented by software for tracking charitable donations over a period of years whereby a user is prompted to select a donation and a year in which the donation was made from a memory; the software retrieves a tax deductible valuation associated with that donation and stores the donation and value in the memory in association with each other. Another aspect of the invention is directed to a system for determining the tax deductible value of charitable donations whereby a partner server electronically captures sales data of items and sends the sales data to a system server that stores such data in memory.