It seems that the directory for the iOS Simulator has changed. It used to be in ~/Library/Application\ Support/iPhone\ Simulator/
and now it's in ~/Library/Developer/CoreSimulator/Devices/
.
After you launch your Simulator, in Charles, go to Help → SSL Proxying →Install Charles Root Certificate in iOS Simulators.
Open Settings, tap Wi-Fi and verify you're connected to the same network as your computer. Then, tap the ⓘ button next to your Wi-Fi network. Scroll down to the HTTP Proxy section, select Configure Proxy and then tap Manual. Enter your Mac's IP address for Server and the Charles HTTP Proxy port number for Port.
Update: Charles 3.9.3+ has a built-in function to configure your iOS Simulators (i.e. installing the Charles SSL Certificate). This can be found in the Help menu within the Charles application. (Help > SSL Proxying > Install Charles Root Certificate in iOS Simulators
)
The following applies to Charles 3.9.2:
Download the configuration shell script from the Charles Proxy website. Then, replace the script with the following, and run it on your Mac:
#/bin/bash install() { if [ -f "$SQLITEDBPATH" ]; then cp -n "$SQLITEDBPATH" "$SQLITEDBPATH.charlesbackup" sqlite3 "$SQLITEDBPATH" <<EOF INSERT INTO "tsettings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fi } for SQLITEDBPATH in ~/Library/Developer/CoreSimulator/Devices/*/data/Library/Keychains/TrustStore.sqlite3; do echo $SQLITEDBPATH install done echo "The Charles SSL CA Certificate has been installed for the iPhone Simulator"
Some things to note:
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