Raspberry pi pico can't debug

You’ve correctly set the upload protocol to picoprobe, so since the platform deos not correctly respect that, you should open an issue at https://github.com/Wiz-IO/wizio-pico/.

On the other hand you can quickly check if the Picoprobe works by using my platform-raspeberry fork as documented. Just use a src/main.cpp of

#include <Arduino.h>

// the setup routine runs once when you press reset:
void setup() {
  // initialize the digital pin as an output.
  pinMode(LED_BUILTIN, OUTPUT);
}

// the loop routine runs over and over again forever:
void loop() {
  digitalWrite(LED_BUILTIN, HIGH);   // turn the LED on (HIGH is the voltage level)
  delay(1000);               // wait for a second
  digitalWrite(LED_BUILTIN, LOW);    // turn the LED off by making the voltage LOW
  delay(1000);               // wait for a second
}

and a platformio.ini of

[env]
platform = https://github.com/maxgerhardt/platform-raspberrypi.git
framework = arduino
board_build.core = earlephilhower
board_build.filesystem_size = 0.5m

[env:pico]
board = pico
upload_protocol = picoprobe
debug_tool = picoprobe