diff --git a/apple/RNGestureHandlerPointerTracker.m b/apple/RNGestureHandlerPointerTracker.m
index acb242790f..2bef5e5d40 100644
--- a/apple/RNGestureHandlerPointerTracker.m
+++ b/apple/RNGestureHandlerPointerTracker.m
@@ -71,8 +71,10 @@ - (int)registeredTouchesCount
 - (NSDictionary *)extractPointerData:(int)index forTouch:(RNGHUITouch *)touch
 {
 #if TARGET_OS_OSX
-  CGPoint absolutePos = [touch locationInWindow];
-  CGPoint relativePos = [touch.window.contentView convertPoint:absolutePos fromView:_gestureHandler.recognizer.view];
+  CGFloat windowHeight = touch.window.contentView.frame.size.height;
+  CGPoint yFlippedAbsolutePos = [touch locationInWindow];
+  CGPoint absolutePos = CGPointMake(yFlippedAbsolutePos.x, windowHeight - yFlippedAbsolutePos.y);
+  CGPoint relativePos = [_gestureHandler.recognizer.view convertPoint:absolutePos fromView:touch.window.contentView];
 #else
   CGPoint relativePos = [touch locationInView:_gestureHandler.recognizer.view];
   CGPoint absolutePos = [touch locationInView:_gestureHandler.recognizer.view.window];
diff --git a/src/components/Pressable/Pressable.tsx b/src/components/Pressable/Pressable.tsx
index ccb80436ad..4518e20fc2 100644
--- a/src/components/Pressable/Pressable.tsx
+++ b/src/components/Pressable/Pressable.tsx
@@ -302,7 +302,7 @@ export default function Pressable(props: PressableProps) {
       Gesture.Native()
         .onBegin(() => {
           // Android sets BEGAN state on press down
-          if (Platform.OS === 'android') {
+          if (Platform.OS === 'android' || Platform.OS === 'macos') {
             isTouchPropagationAllowed.current = true;
           }
         })
@@ -358,11 +358,7 @@ export default function Pressable(props: PressableProps) {
     gesture.enabled(isPressableEnabled);
     gesture.runOnJS(true);
     gesture.hitSlop(appliedHitSlop);
-    gesture.shouldCancelWhenOutside(false);
-
-    if (Platform.OS !== 'web') {
-      gesture.shouldCancelWhenOutside(true);
-    }
+    gesture.shouldCancelWhenOutside(Platform.OS === 'web' ? false : true);
   }
 
   // Uses different hitSlop, to activate on hitSlop area instead of pressRetentionOffset area