Hi @VolcanicCheese ,
Thank you for your interest in the NXP MIMXRT product, I would like to provide service for you.
At first, I want to check with you:
1. How do you want to connect your MCU LINK debug to the MIMXRT1020-EVK board? not SWD, just the UART port, I mean you want to use the MCU LINK's on board TTL-USB, right?
2. If you want to use SWD, your connect is wrong, as I didn't find you connect the SWD interface between two board.
3. If you want to use the serial download mode, you need to use the correct RT1020 UART interface:



If you use other interface for GPIO_AD_B0_06 and GPIO_AD_B0_07, you need to disconnect J25, J26.
You also need to let the board enter the serial download mode instead of the internal boot mode. Then you can use the MCUBootUtility to download it if your board doesn't have issues.
Best Regards,
Kerry