Raspberry Pi + VirtualHere + Arduino Nano

Hi,

We are using a Raspberry Pi 3B+, VirtualHere extension and a Arduino Nano to be able to upload code from a laptop through USB over IP. This works but only when I log in with the Username: pi and Password: Raspberry. When I power it off and then on, it doesn’t want to recognize the COM only when I login. Is there a way to when you power it back on again that you don’t have to login each time so that it recognizes the COM? Furthermore, we power the Raspberry Pi 3B+ via the pins 4 and 6 (5V and Ground) but when moving the wires or pulling hard there is a voltage drop so the Raspberry Pi isn’t powered anymore and the red light doesn’t blink anymore. Did you also experience this and if so how did you fix it?


This is how it looks when we connect it this way. The same connectors are used as you guys.
Thanks in advance for your help.