diff --git a/hermes_cli/tools_config.py b/hermes_cli/tools_config.py
index 3dc4cecce83..d0b024b7449 100644
--- a/hermes_cli/tools_config.py
+++ b/hermes_cli/tools_config.py
@@ -1736,6 +1736,32 @@ def _save_platform_tools(config: dict, platform: str, enabled_toolset_keys: Set[
         config.setdefault("known_plugin_toolsets", {})
         config["known_plugin_toolsets"][platform] = sorted(plugin_keys)
 
+    # Reconcile with agent.disabled_toolsets. _get_platform_tools() applies
+    # that list as a final override AFTER reading platform_toolsets.<platform>,
+    # so a toolset listed there stays permanently OFF no matter what this
+    # function writes — the toggle "saves" but silently can't ever take
+    # effect. Blank Slate installs pre-populate this list with ~27 toolsets,
+    # making most of the desktop Toolsets UI unusable for re-enabling
+    # anything (issue #49995).
+    #
+    # Only toolsets the user just explicitly enabled FOR THIS PLATFORM are
+    # cleared from the global disabled list — toolsets the user did not
+    # touch (still unchecked) or that remain disabled on other platforms
+    # are left alone, so agent.disabled_toolsets keeps working as a
+    # cross-platform suppression list for anything not actively re-enabled.
+    agent_cfg = config.get("agent")
+    if isinstance(agent_cfg, dict):
+        disabled_toolsets = agent_cfg.get("disabled_toolsets")
+        if isinstance(disabled_toolsets, list) and disabled_toolsets:
+            newly_enabled = enabled_toolset_keys - preserved_entries
+            if newly_enabled:
+                remaining = [
+                    ts for ts in disabled_toolsets
+                    if str(ts) not in newly_enabled
+                ]
+                if remaining != disabled_toolsets:
+                    agent_cfg["disabled_toolsets"] = remaining
+
     save_config(config)
 
 
diff --git a/tests/hermes_cli/test_tools_config.py b/tests/hermes_cli/test_tools_config.py
index 4280ab183af..dbe95a0cb5d 100644
--- a/tests/hermes_cli/test_tools_config.py
+++ b/tests/hermes_cli/test_tools_config.py
@@ -1676,3 +1676,83 @@ def test_vision_picker_custom_endpoint(tmp_path, monkeypatch):
     save_env.assert_called_once_with("OPENAI_API_KEY", "sk-secret")
 
 
+def test_save_platform_tools_clears_newly_enabled_from_disabled_toolsets():
+    """Enabling a toolset via the picker must remove it from
+    agent.disabled_toolsets, or _get_platform_tools() permanently masks it
+    back to OFF on the next read no matter what platform_toolsets says.
+
+    Blank Slate installs pre-populate disabled_toolsets with ~27 toolsets,
+    making the desktop Toolsets UI's enable toggle effectively a no-op for
+    any of them (issue #49995).
+    """
+    config = {
+        "platform_toolsets": {"cli": ["file", "terminal"]},
+        "agent": {"disabled_toolsets": ["todo", "memory", "browser"]},
+    }
+
+    with patch("hermes_cli.tools_config.save_config"):
+        _save_platform_tools(config, "cli", {"file", "terminal", "todo"})
+
+    # The toolset the user just enabled is cleared from the block-list...
+    assert "todo" not in config["agent"]["disabled_toolsets"]
+    # ...but toolsets the user did NOT touch stay disabled (no over-reach).
+    assert "memory" in config["agent"]["disabled_toolsets"]
+    assert "browser" in config["agent"]["disabled_toolsets"]
+    assert "todo" in config["platform_toolsets"]["cli"]
+
+
+def test_save_platform_tools_resolves_to_enabled_after_disabled_toolsets_reconcile():
+    """End-to-end: after _save_platform_tools() reconciles disabled_toolsets,
+    _get_platform_tools() must actually resolve the toolset as enabled --
+    this is the exact symptom from issue #49995 (toggle saves but the UI/agent
+    still reads it as OFF after reopen).
+    """
+    config = {
+        "platform_toolsets": {"cli": ["file", "terminal"]},
+        "agent": {"disabled_toolsets": ["todo", "memory"]},
+    }
+
+    # Before: todo is masked off despite not being in platform_toolsets yet.
+    assert "todo" not in _get_platform_tools(config, "cli")
+
+    with patch("hermes_cli.tools_config.save_config"):
+        _save_platform_tools(config, "cli", {"file", "terminal", "todo"})
+
+    # After: todo must resolve as enabled, and untouched 'memory' must
+    # remain masked off.
+    resolved = _get_platform_tools(config, "cli")
+    assert "todo" in resolved
+    assert "memory" not in resolved
+
+
+def test_save_platform_tools_no_disabled_toolsets_is_noop():
+    """When agent.disabled_toolsets is absent or empty, the reconcile step
+    must be a complete no-op (no KeyError, no spurious 'agent' key creation).
+    """
+    config = {"platform_toolsets": {"cli": ["file", "terminal"]}}
+
+    with patch("hermes_cli.tools_config.save_config"):
+        _save_platform_tools(config, "cli", {"file", "terminal", "todo"})
+
+    assert "todo" in config["platform_toolsets"]["cli"]
+    # No 'agent' key should be fabricated when none existed.
+    assert "agent" not in config
+
+
+def test_save_platform_tools_disabling_a_toolset_does_not_touch_disabled_toolsets():
+    """Turning a toolset OFF (not present in enabled_toolset_keys) must not
+    remove anything from agent.disabled_toolsets -- only toolsets the user
+    just explicitly enabled are reconciled.
+    """
+    config = {
+        "platform_toolsets": {"cli": ["file", "terminal", "todo"]},
+        "agent": {"disabled_toolsets": ["memory"]},
+    }
+
+    with patch("hermes_cli.tools_config.save_config"):
+        # User unchecks 'todo' -- it's no longer in enabled_toolset_keys.
+        _save_platform_tools(config, "cli", {"file", "terminal"})
+
+    assert "todo" not in config["platform_toolsets"]["cli"]
+    # disabled_toolsets is untouched by a disable action.
+    assert config["agent"]["disabled_toolsets"] == ["memory"]