Arduino Uno / ESP8266 configuration options

Tried to find info about Arduino Uno equipped with a ESP8266 wifi Shield under this HW tag.
I'm new both to the HW and the development environment, running the online IDE for a start.
Bought the osoyoo IoT-kit:
http://osoyoo.com/2020/05/30/arduino-wifi-iot-lesson-7-remote-control-a-servo-motor-sg90-with-udp-protocol/
Everything works fairly well but can't find much info about the following;

  1. Uno: How to Autoboot offline?
    Can it be done by on board memory?
  2. Unthetered development:
    Want to develop without being attatched to the computer over USB. Can the bootloader get the executables over wifi or is there other boards with that capability?
    Tanks in advance for any knowledeable response ! :slight_smile: