Hello, I had a 2021 1500 Custom Trail Boss, with the 7″ infotainment 3 system. It had the USB C and the standard USB A 1.0 at the lower middle console.
I was trying to use a USB drive to hold my MP3s. I originally purchased a 64G USB 3.0 and it did not work, not sure if it was too power hungry or too large of a size. Then I tried a very old 8GB USB 2.0 and it worked. I did not want the 3 inch stick acting like a lever to break off in the slot. So, I found the one below and it worked. Also I can leave it in without fear of it breaking off. It only sticks out a 1/4 to 1/3 inch. And it is like 7 bucks on amazon right now.
SanDisk 16GB Cruzer Fit USB 2.0 Flash Drive – SDCZ33-016G-G35
Not sure if this is what you are looking for, but it worked for promosoundgroup. I was able to tag favorite songs from it on the touch screen. If I remember correctly it played albums correctly, but if you played all I think it ran thru all the songs on the drive in alphabetical order. Can remember exactly, I sold that in September and ordered a 2022 2500 as well, still waiting for it.