diff --git a/colorbleed/maya/__init__.py b/colorbleed/maya/__init__.py
index 4e7bb677b4..6e6d0ca869 100644
--- a/colorbleed/maya/__init__.py
+++ b/colorbleed/maya/__init__.py
@@ -98,18 +98,24 @@ def on_init(_):
             utils.executeDeferred(_fn)
         except Exception as exc:
             print(exc)
-    
+
     # Force load Alembic so referenced alembics
     # work correctly on scene open
     cmds.loadPlugin("AbcImport", quiet=True)
     cmds.loadPlugin("AbcExport", quiet=True)
-    
+
     # Force load objExport plug-in (requested by artists)
     cmds.loadPlugin("objExport", quiet=True)
 
-    from .customize import override_component_mask_commands
+    from .customize import (
+        override_component_mask_commands,
+        override_toolbox_ui
+    )
     safe_deferred(override_component_mask_commands)
 
+    if not IS_HEADLESS:
+        safe_deferred(override_toolbox_ui)
+
 
 def on_before_save(return_code, _):
     """Run validation for scene's FPS prior to saving"""
diff --git a/colorbleed/maya/customize.py b/colorbleed/maya/customize.py
index 64f33d5aae..4de78fba43 100644
--- a/colorbleed/maya/customize.py
+++ b/colorbleed/maya/customize.py
@@ -3,6 +3,7 @@
 import maya.cmds as mc
 import maya.mel as mel
 from functools import partial
+import os
 import logging
 
 
@@ -17,7 +18,7 @@ def override_component_mask_commands():
     This implements special behavior for Maya's component
     mask menu items where a ctrl+click will instantly make
     it an isolated behavior disabling all others.
-    
+
     Tested in Maya 2016 and 2018
 
     """
@@ -64,3 +65,76 @@ def override_component_mask_commands():
         original = COMPONENT_MASK_ORIGINAL[btn]
         new_fn = partial(on_changed_callback, original)
         mc.iconTextCheckBox(btn, edit=True, cc=new_fn)
+
+
+def override_toolbox_ui():
+    """Add custom buttons in Toolbox as replacement for Maya web help icon."""
+
+    import colorbleed
+    res = os.path.join(os.path.dirname(os.path.dirname(colorbleed.__file__)),
+                       "res")
+    icons = os.path.join(res, "icons")
+
+    import avalon.tools.cbsceneinventory as inventory
+    import avalon.tools.cbloader as loader
+
+    # Ensure the maya web icon on toolbox exists
+    web_button = "ToolBox|MainToolboxLayout|mayaWebButton"
+    if not mc.iconTextButton(web_button, query=True, exists=True):
+        return
+
+    mc.iconTextButton(web_button, edit=True, visible=False)
+
+    # real = 32, but 36 with padding - according to toolbox mel script
+    icon_size = 36
+    parent = web_button.rsplit("|", 1)[0]
+
+    # Ensure the parent is a formLayout
+    if not mc.objectTypeUI(parent) == "formLayout":
+        return
+
+    # Create our controls
+    controls = []
+
+    control = mc.iconTextButton(
+        "colorbleed_toolbox_loader",
+        annotation="Loader",
+        label="Loader",
+        image=os.path.join(icons, "loader.png"),
+        command=lambda: loader.show(use_context=True),
+        width=icon_size,
+        height=icon_size,
+        parent=parent)
+    controls.append(control)
+
+    control = mc.iconTextButton(
+        "colorbleed_toolbox_manager",
+        annotation="Inventory",
+        label="Inventory",
+        image=os.path.join(icons, "inventory.png"),
+        command=lambda: inventory.show(),
+        width=icon_size,
+        height=icon_size,
+        parent=parent)
+    controls.append(control)
+
+    control = mc.iconTextButton(
+        "colorbleed_toolbox",
+        annotation="Colorbleed",
+        label="Colorbleed",
+        image=os.path.join(icons, "colorbleed_logo_36x36.png"),
+        width=icon_size,
+        height=icon_size,
+        parent=parent)
+    controls.append(control)
+
+    # Add the buttons on the bottom and stack
+    # them above each other with side padding
+    controls.reverse()
+    for i, control in enumerate(controls):
+        previous = controls[i - 1] if i > 0 else web_button
+
+        mc.formLayout(parent, edit=True,
+                      attachControl=[control, "bottom", 1, previous],
+                      attachForm=([control, "left", 1],
+                                  [control, "right", 1]))
diff --git a/res/icons/colorbleed_logo_36x36.png b/res/icons/colorbleed_logo_36x36.png
new file mode 100644
index 0000000000..847a85c228
Binary files /dev/null and b/res/icons/colorbleed_logo_36x36.png differ
diff --git a/res/icons/inventory.png b/res/icons/inventory.png
new file mode 100644
index 0000000000..34f6488233
Binary files /dev/null and b/res/icons/inventory.png differ
diff --git a/res/icons/loader.png b/res/icons/loader.png
new file mode 100644
index 0000000000..1988fc76e9
Binary files /dev/null and b/res/icons/loader.png differ