Hi @jweisd
Thank you for your response!
I saw that your jumper configuration okay, and that you have the UART jumpers (J31 and J32 fitted)
I was able to see UART output using the hello world demo from our MCUXpresso RT1050 EVKB SDK v2.13

To get the a similar test enviroment, Please take a look at this demo and this SDK version. Get package from https://mcuxpresso.nxp.com/en/builder?hw=EVKB-IMXRT1050 unzip the package and open the demo workspace.
This demo comes ready with the necesary UART and CMSIS DAP debugger setup.You may want to change it from ram_0x1400 to flexspi release.
Let me know your results.
Diego