diff --git a/CHANGELOG.md b/CHANGELOG.md
index 675ae3447..23e33245e 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -12,6 +12,8 @@
 
 - Add more expressive debug logs to Native Frames Integration ([#3880](https://github.com/getsentry/sentry-react-native/pull/3880))
 - Add missing tracing integrations when using `client.init()` ([#3882](https://github.com/getsentry/sentry-react-native/pull/3882))
+- Ensure `sentry-cli` doesn't trigger Xcode `error:` prefix ([#3887](https://github.com/getsentry/sentry-react-native/pull/3887))
+  - Fixes `--allow-failure` failing Xcode builds
 
 ### Dependencies
 
diff --git a/scripts/sentry-xcode-debug-files.sh b/scripts/sentry-xcode-debug-files.sh
index 8fcc403fb..236a4df7d 100755
--- a/scripts/sentry-xcode-debug-files.sh
+++ b/scripts/sentry-xcode-debug-files.sh
@@ -35,5 +35,14 @@ if [ "$SENTRY_DISABLE_AUTO_UPLOAD" == true ]; then
 elif echo "$XCODE_BUILD_CONFIGURATION" | grep -iq "debug"; then # case insensitive check for "debug"
   echo "Skipping debug files upload for *Debug* configuration"
 else
-  /bin/sh -c "\"$LOCAL_NODE_BINARY\" $UPLOAD_DEBUG_FILES"
+  # 'warning:' triggers a warning in Xcode, 'error:' triggers an error
+  set +x +e # disable printing commands otherwise we might print `error:` by accident and allow continuing on error
+  SENTRY_UPLOAD_COMMAND_OUTPUT=$(/bin/sh -c "\"$LOCAL_NODE_BINARY\" $UPLOAD_DEBUG_FILES" 2>&1)
+  if [ $? -eq 0 ]; then
+    echo "$SENTRY_UPLOAD_COMMAND_OUTPUT" | awk '{print "output: sentry-cli - " $0}'
+  else
+    echo "error: sentry-cli - To disable native debug files auto upload, set SENTRY_DISABLE_AUTO_UPLOAD=true in your environment variables. Or to allow failing upload, set SENTRY_ALLOW_FAILURE=true"
+    echo "error: sentry-cli - $SENTRY_UPLOAD_COMMAND_OUTPUT"
+  fi
+  set -x -e # re-enable
 fi
diff --git a/scripts/sentry-xcode.sh b/scripts/sentry-xcode.sh
index 3752345c3..e36fa74e0 100755
--- a/scripts/sentry-xcode.sh
+++ b/scripts/sentry-xcode.sh
@@ -23,7 +23,16 @@ ARGS="$NO_AUTO_RELEASE $SENTRY_CLI_EXTRA_ARGS $SENTRY_CLI_RN_XCODE_EXTRA_ARGS"
 REACT_NATIVE_XCODE_WITH_SENTRY="\"$SENTRY_CLI_EXECUTABLE\" react-native xcode $ARGS \"$REACT_NATIVE_XCODE\""
 
 if [ "$SENTRY_DISABLE_AUTO_UPLOAD" != true ]; then
-  /bin/sh -c "\"$LOCAL_NODE_BINARY\" $REACT_NATIVE_XCODE_WITH_SENTRY"
+  # 'warning:' triggers a warning in Xcode, 'error:' triggers an error
+  set +x +e # disable printing commands otherwise we might print `error:` by accident and allow continuing on error
+  SENTRY_XCODE_COMMAND_OUTPUT=$(/bin/sh -c "\"$LOCAL_NODE_BINARY\" $REACT_NATIVE_XCODE_WITH_SENTRY" 2>&1)
+  if [ $? -eq 0 ]; then
+    echo "$SENTRY_XCODE_COMMAND_OUTPUT" | awk '{print "output: sentry-cli - " $0}'
+  else
+    echo "error: sentry-cli - To disable source maps auto upload, set SENTRY_DISABLE_AUTO_UPLOAD=true in your environment variables. Or to allow failing upload, set SENTRY_ALLOW_FAILURE=true"
+    echo "error: sentry-cli - $SENTRY_XCODE_COMMAND_OUTPUT"
+  fi
+  set -x -e # re-enable
 else
   echo "SENTRY_DISABLE_AUTO_UPLOAD=true, skipping sourcemaps upload"
   /bin/sh -c "$REACT_NATIVE_XCODE"