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LP-AM243: Board Debugging Breaks after Re-Building CCS Code a few times

Part Number: LP-AM243

When in the process of debugging and loading new code to the board, I sometimes get:
No source available for "_Application_8_Texas Instruments XDS110 USB Debug Probe_0/MAIN_Cortex_R5_0_0_Texas Instruments XDS110 USB Debug Probe_0/MAIN_Cortex_R5_0_0_stack_frame_0" 

Then if I reconnect to the target I end up here (attached)

The board gets LD10 and LD11 lighting up at the same time. This is fixed if I unplug both the power supply and USB and then relaunch the target config, which leaves me with:
"Break at address "0x44" with no debug information available, or outside of program code."

and if I see that message, loading the same program and all will work as it did before. Is this a known issue and is there anything I can do to avoid having to unplug and replug everything when doing a lot of building and loading?