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CCS/LAUNCHXL-CC26X2R1: Can't run program without debugger

Part Number: LAUNCHXL-CC26X2R1

Tool/software: Code Composer Studio

I have a program that happily runs when I start it up in the debugger, but won't run when I disconnect the USB and reconnect. Not even sure where to start with this problem. I tried free run in case it was some sort of race condition, but free run works fine.