diff --git a/openpype/hooks/pre_mac_launch.py b/openpype/hooks/pre_mac_launch.py
new file mode 100644
index 0000000000..3f07ae07db
--- /dev/null
+++ b/openpype/hooks/pre_mac_launch.py
@@ -0,0 +1,34 @@
+import os
+from openpype.lib import PreLaunchHook
+
+
+class LaunchWithTerminal(PreLaunchHook):
+    """Mac specific pre arguments for application.
+
+    Mac applications should be launched using "open" argument which is internal
+    callbacks to open executable. We also add argument "-a" to tell it's
+    application open. This is used only for executables ending with ".app". It
+    is expected that these executables lead to app packages.
+    """
+    order = 1000
+
+    platforms = ["darwin"]
+
+    def execute(self):
+        executable = str(self.launch_context.executable)
+        # Skip executables not ending with ".app" or that are not folder
+        if not executable.endswith(".app") or not os.path.isdir(executable):
+            return
+
+        # Check if first argument match executable path
+        # - Few applications are not executed directly but through OpenPype
+        #   process (Photoshop, AfterEffects, Harmony, ...). These should not
+        #   use `open`.
+        if self.launch_context.launch_args[0] != executable:
+            return
+
+        # Tell `open` to pass arguments if there are any
+        if len(self.launch_context.launch_args) > 1:
+            self.launch_context.launch_args.insert(1, "--args")
+        # Prepend open arguments
+        self.launch_context.launch_args.insert(0, ["open", "-a"])
diff --git a/openpype/lib/applications.py b/openpype/lib/applications.py
index a44c43102f..d82b7cd847 100644
--- a/openpype/lib/applications.py
+++ b/openpype/lib/applications.py
@@ -440,7 +440,20 @@ class EnvironmentTool:
 
 
 class ApplicationExecutable:
+    """Representation of executable loaded from settings."""
+
     def __init__(self, executable):
+        # On MacOS check if exists path to executable when ends with `.app`
+        # - it is common that path will lead to "/Applications/Blender" but
+        #   real path is "/Applications/Blender.app"
+        if (
+            platform.system().lower() == "darwin"
+            and not os.path.exists(executable)
+        ):
+            _executable = executable + ".app"
+            if os.path.exists(_executable):
+                executable = _executable
+
         self.executable_path = executable
 
     def __str__(self):
@@ -1177,17 +1190,23 @@ def prepare_context_environments(data):
 
     try:
         workdir = get_workdir_with_workdir_data(workdir_data, anatomy)
-        if not os.path.exists(workdir):
-            log.debug(
-                "Creating workdir folder: \"{}\"".format(workdir)
-            )
-            os.makedirs(workdir)
 
     except Exception as exc:
         raise ApplicationLaunchFailed(
             "Error in anatomy.format: {}".format(str(exc))
         )
 
+    if not os.path.exists(workdir):
+        log.debug(
+            "Creating workdir folder: \"{}\"".format(workdir)
+        )
+        try:
+            os.makedirs(workdir)
+        except Exception as exc:
+            raise ApplicationLaunchFailed(
+                "Couldn't create workdir because: {}".format(str(exc))
+            )
+
     context_env = {
         "AVALON_PROJECT": project_doc["name"],
         "AVALON_ASSET": asset_doc["name"],