@WernerOK, I finally figured this out and it's not my wiring job What's happening is the Duo uses DRX pin (debug receive) for PWM, so if I wire up a LED it will not boot. If I remove that wire it will boot up. After it boots I can connect wire and it will work as expected, so something changed in Armbian_21.08.1_Nanopiduo_focal_current_5.10.60.img. I suspect that no one noticed this unless they were doing hardware PWM, I guess I need to disable serial console?