If you are using the Jhewitt board and his latest Software. 1.20b5. with the bw16 mod for 5ghz. The latest software Auto Uploads to your wigle account once you set it up. Auto matically at start up . Or every time you power the device or Cycle the power . It works just like what you are asking . The Jhewitt board is a project that uses 2 esp32 boards 1 bw16 board a small gps board a memory card board and a small display .
https://wardriver.uk/ You can buy the board from him also if you have to order 5 from JLPCB.
https://www.tindie.com/products/jhewitt ... -pcb-only/. and components can be ordered online. for about 56-75 dollars shipped to your home and you solder it up together and flash the software for it.