You can import all of your past betting data into TSM using the TSM Import Wizard. This allows you to import data directly from spreadsheet programs such as Microsoft Excel or OpenOffice.
You can also Import CSV or TXT Files. You can simply copy/paste the relevant data or load the file directly into TSM. The Import Wizard will walk you through the process of extracting the data needed. This video is using TSM Version 4.0 however the principles are the same for TSM Version 5.0