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You can add historical data in bulk using excel files (xls, xlsx and csv). There is a HistoricalData.xls template file under the Program Files\Sword Tech\TradingDiary Pro\CSVExamples directory.
Please copy the file, fill it and then you can load this file into the software. Click on the Quote/Import menu, select the Excel as a data provider and load the previously saved file.
Please do not change the header of the file. Please note you must add the instrument first and then load the historical data for it.