Hi Brian,
As Igor has mentioned... You need to run the code from flash. What you're doing is running the code from RAM which is a volatile memory and so the .out file gets erased the moment you reset the power :)
For running the project from flash, all you've to do is Right click on the Project -> and select Run from Flash option.
TMS320F28069 projects havve that advantage, else you can always refer the above doc.
Regards,
Gautam