diff --git a/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/builtins/deliverables/agent.py b/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/builtins/deliverables/agent.py
index e7eeec4db..775624a6f 100644
--- a/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/builtins/deliverables/agent.py
+++ b/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/builtins/deliverables/agent.py
@@ -14,6 +14,7 @@ from app.agents.multi_agent_with_deepagents.subagents.shared.md_file_reader impo
 from app.agents.multi_agent_with_deepagents.subagents.shared.permissions import (
     ToolsPermissions,
     merge_tools_permissions,
+    middleware_gated_interrupt_on,
 )
 from app.agents.multi_agent_with_deepagents.subagents.shared.subagent_builder import (
     pack_subagent,
@@ -38,7 +39,7 @@ def build_subagent(
         for row in (*merged_tools_bucket["allow"], *merged_tools_bucket["ask"])
         if row.get("tool") is not None
     ]
-    interrupt_on = {r["name"]: True for r in merged_tools_bucket["ask"] if r.get("name")}
+    interrupt_on = middleware_gated_interrupt_on(merged_tools_bucket)
     description = read_md_file(__package__, "description").strip()
     if not description:
         description = "Handles deliverables tasks for this workspace."
diff --git a/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/builtins/memory/agent.py b/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/builtins/memory/agent.py
index 2d231e383..f9ee96938 100644
--- a/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/builtins/memory/agent.py
+++ b/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/builtins/memory/agent.py
@@ -14,6 +14,7 @@ from app.agents.multi_agent_with_deepagents.subagents.shared.md_file_reader impo
 from app.agents.multi_agent_with_deepagents.subagents.shared.permissions import (
     ToolsPermissions,
     merge_tools_permissions,
+    middleware_gated_interrupt_on,
 )
 from app.agents.multi_agent_with_deepagents.subagents.shared.subagent_builder import (
     pack_subagent,
@@ -38,7 +39,7 @@ def build_subagent(
         for row in (*merged_tools_bucket["allow"], *merged_tools_bucket["ask"])
         if row.get("tool") is not None
     ]
-    interrupt_on = {r["name"]: True for r in merged_tools_bucket["ask"] if r.get("name")}
+    interrupt_on = middleware_gated_interrupt_on(merged_tools_bucket)
     description = read_md_file(__package__, "description").strip()
     if not description:
         description = "Handles memory tasks for this workspace."
diff --git a/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/builtins/research/agent.py b/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/builtins/research/agent.py
index c04330607..8211686e4 100644
--- a/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/builtins/research/agent.py
+++ b/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/builtins/research/agent.py
@@ -14,6 +14,7 @@ from app.agents.multi_agent_with_deepagents.subagents.shared.md_file_reader impo
 from app.agents.multi_agent_with_deepagents.subagents.shared.permissions import (
     ToolsPermissions,
     merge_tools_permissions,
+    middleware_gated_interrupt_on,
 )
 from app.agents.multi_agent_with_deepagents.subagents.shared.subagent_builder import (
     pack_subagent,
@@ -38,7 +39,7 @@ def build_subagent(
         for row in (*merged_tools_bucket["allow"], *merged_tools_bucket["ask"])
         if row.get("tool") is not None
     ]
-    interrupt_on = {r["name"]: True for r in merged_tools_bucket["ask"] if r.get("name")}
+    interrupt_on = middleware_gated_interrupt_on(merged_tools_bucket)
     description = read_md_file(__package__, "description").strip()
     if not description:
         description = "Handles research tasks for this workspace."
diff --git a/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/airtable/agent.py b/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/airtable/agent.py
index 215e995df..583df0078 100644
--- a/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/airtable/agent.py
+++ b/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/airtable/agent.py
@@ -14,6 +14,7 @@ from app.agents.multi_agent_with_deepagents.subagents.shared.md_file_reader impo
 from app.agents.multi_agent_with_deepagents.subagents.shared.permissions import (
     ToolsPermissions,
     merge_tools_permissions,
+    middleware_gated_interrupt_on,
 )
 from app.agents.multi_agent_with_deepagents.subagents.shared.subagent_builder import (
     pack_subagent,
@@ -38,7 +39,7 @@ def build_subagent(
         for row in (*merged_tools_bucket["allow"], *merged_tools_bucket["ask"])
         if row.get("tool") is not None
     ]
-    interrupt_on = {r["name"]: True for r in merged_tools_bucket["ask"] if r.get("name")}
+    interrupt_on = middleware_gated_interrupt_on(merged_tools_bucket)
     description = read_md_file(__package__, "description").strip()
     if not description:
         description = "Handles airtable tasks for this workspace."
diff --git a/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/calendar/agent.py b/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/calendar/agent.py
index 89117fd6e..378f2095a 100644
--- a/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/calendar/agent.py
+++ b/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/calendar/agent.py
@@ -14,6 +14,7 @@ from app.agents.multi_agent_with_deepagents.subagents.shared.md_file_reader impo
 from app.agents.multi_agent_with_deepagents.subagents.shared.permissions import (
     ToolsPermissions,
     merge_tools_permissions,
+    middleware_gated_interrupt_on,
 )
 from app.agents.multi_agent_with_deepagents.subagents.shared.subagent_builder import (
     pack_subagent,
@@ -38,7 +39,7 @@ def build_subagent(
         for row in (*merged_tools_bucket["allow"], *merged_tools_bucket["ask"])
         if row.get("tool") is not None
     ]
-    interrupt_on = {r["name"]: True for r in merged_tools_bucket["ask"] if r.get("name")}
+    interrupt_on = middleware_gated_interrupt_on(merged_tools_bucket)
     description = read_md_file(__package__, "description").strip()
     if not description:
         description = "Handles calendar tasks for this workspace."
diff --git a/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/clickup/agent.py b/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/clickup/agent.py
index fd404cdb0..a4a193332 100644
--- a/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/clickup/agent.py
+++ b/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/clickup/agent.py
@@ -14,6 +14,7 @@ from app.agents.multi_agent_with_deepagents.subagents.shared.md_file_reader impo
 from app.agents.multi_agent_with_deepagents.subagents.shared.permissions import (
     ToolsPermissions,
     merge_tools_permissions,
+    middleware_gated_interrupt_on,
 )
 from app.agents.multi_agent_with_deepagents.subagents.shared.subagent_builder import (
     pack_subagent,
@@ -38,7 +39,7 @@ def build_subagent(
         for row in (*merged_tools_bucket["allow"], *merged_tools_bucket["ask"])
         if row.get("tool") is not None
     ]
-    interrupt_on = {r["name"]: True for r in merged_tools_bucket["ask"] if r.get("name")}
+    interrupt_on = middleware_gated_interrupt_on(merged_tools_bucket)
     description = read_md_file(__package__, "description").strip()
     if not description:
         description = "Handles clickup tasks for this workspace."
diff --git a/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/confluence/agent.py b/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/confluence/agent.py
index 3b27d39e8..11c4fc0e8 100644
--- a/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/confluence/agent.py
+++ b/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/confluence/agent.py
@@ -14,6 +14,7 @@ from app.agents.multi_agent_with_deepagents.subagents.shared.md_file_reader impo
 from app.agents.multi_agent_with_deepagents.subagents.shared.permissions import (
     ToolsPermissions,
     merge_tools_permissions,
+    middleware_gated_interrupt_on,
 )
 from app.agents.multi_agent_with_deepagents.subagents.shared.subagent_builder import (
     pack_subagent,
@@ -38,7 +39,7 @@ def build_subagent(
         for row in (*merged_tools_bucket["allow"], *merged_tools_bucket["ask"])
         if row.get("tool") is not None
     ]
-    interrupt_on = {r["name"]: True for r in merged_tools_bucket["ask"] if r.get("name")}
+    interrupt_on = middleware_gated_interrupt_on(merged_tools_bucket)
     description = read_md_file(__package__, "description").strip()
     if not description:
         description = "Handles confluence tasks for this workspace."
diff --git a/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/discord/agent.py b/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/discord/agent.py
index 793de429f..9e1eb964a 100644
--- a/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/discord/agent.py
+++ b/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/discord/agent.py
@@ -14,6 +14,7 @@ from app.agents.multi_agent_with_deepagents.subagents.shared.md_file_reader impo
 from app.agents.multi_agent_with_deepagents.subagents.shared.permissions import (
     ToolsPermissions,
     merge_tools_permissions,
+    middleware_gated_interrupt_on,
 )
 from app.agents.multi_agent_with_deepagents.subagents.shared.subagent_builder import (
     pack_subagent,
@@ -38,7 +39,7 @@ def build_subagent(
         for row in (*merged_tools_bucket["allow"], *merged_tools_bucket["ask"])
         if row.get("tool") is not None
     ]
-    interrupt_on = {r["name"]: True for r in merged_tools_bucket["ask"] if r.get("name")}
+    interrupt_on = middleware_gated_interrupt_on(merged_tools_bucket)
     description = read_md_file(__package__, "description").strip()
     if not description:
         description = "Handles discord tasks for this workspace."
diff --git a/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/dropbox/agent.py b/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/dropbox/agent.py
index dc26c181b..60a01c20a 100644
--- a/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/dropbox/agent.py
+++ b/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/dropbox/agent.py
@@ -14,6 +14,7 @@ from app.agents.multi_agent_with_deepagents.subagents.shared.md_file_reader impo
 from app.agents.multi_agent_with_deepagents.subagents.shared.permissions import (
     ToolsPermissions,
     merge_tools_permissions,
+    middleware_gated_interrupt_on,
 )
 from app.agents.multi_agent_with_deepagents.subagents.shared.subagent_builder import (
     pack_subagent,
@@ -38,7 +39,7 @@ def build_subagent(
         for row in (*merged_tools_bucket["allow"], *merged_tools_bucket["ask"])
         if row.get("tool") is not None
     ]
-    interrupt_on = {r["name"]: True for r in merged_tools_bucket["ask"] if r.get("name")}
+    interrupt_on = middleware_gated_interrupt_on(merged_tools_bucket)
     description = read_md_file(__package__, "description").strip()
     if not description:
         description = "Handles dropbox tasks for this workspace."
diff --git a/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/gmail/agent.py b/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/gmail/agent.py
index de4971e1c..6910030c4 100644
--- a/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/gmail/agent.py
+++ b/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/gmail/agent.py
@@ -14,6 +14,7 @@ from app.agents.multi_agent_with_deepagents.subagents.shared.md_file_reader impo
 from app.agents.multi_agent_with_deepagents.subagents.shared.permissions import (
     ToolsPermissions,
     merge_tools_permissions,
+    middleware_gated_interrupt_on,
 )
 from app.agents.multi_agent_with_deepagents.subagents.shared.subagent_builder import (
     pack_subagent,
@@ -38,7 +39,7 @@ def build_subagent(
         for row in (*merged_tools_bucket["allow"], *merged_tools_bucket["ask"])
         if row.get("tool") is not None
     ]
-    interrupt_on = {r["name"]: True for r in merged_tools_bucket["ask"] if r.get("name")}
+    interrupt_on = middleware_gated_interrupt_on(merged_tools_bucket)
     description = read_md_file(__package__, "description").strip()
     if not description:
         description = "Handles gmail tasks for this workspace."
diff --git a/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/google_drive/agent.py b/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/google_drive/agent.py
index 091f431f3..e8601ab54 100644
--- a/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/google_drive/agent.py
+++ b/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/google_drive/agent.py
@@ -14,6 +14,7 @@ from app.agents.multi_agent_with_deepagents.subagents.shared.md_file_reader impo
 from app.agents.multi_agent_with_deepagents.subagents.shared.permissions import (
     ToolsPermissions,
     merge_tools_permissions,
+    middleware_gated_interrupt_on,
 )
 from app.agents.multi_agent_with_deepagents.subagents.shared.subagent_builder import (
     pack_subagent,
@@ -38,7 +39,7 @@ def build_subagent(
         for row in (*merged_tools_bucket["allow"], *merged_tools_bucket["ask"])
         if row.get("tool") is not None
     ]
-    interrupt_on = {r["name"]: True for r in merged_tools_bucket["ask"] if r.get("name")}
+    interrupt_on = middleware_gated_interrupt_on(merged_tools_bucket)
     description = read_md_file(__package__, "description").strip()
     if not description:
         description = "Handles google drive tasks for this workspace."
diff --git a/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/jira/agent.py b/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/jira/agent.py
index 8e606a129..a21662eb5 100644
--- a/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/jira/agent.py
+++ b/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/jira/agent.py
@@ -14,6 +14,7 @@ from app.agents.multi_agent_with_deepagents.subagents.shared.md_file_reader impo
 from app.agents.multi_agent_with_deepagents.subagents.shared.permissions import (
     ToolsPermissions,
     merge_tools_permissions,
+    middleware_gated_interrupt_on,
 )
 from app.agents.multi_agent_with_deepagents.subagents.shared.subagent_builder import (
     pack_subagent,
@@ -38,7 +39,7 @@ def build_subagent(
         for row in (*merged_tools_bucket["allow"], *merged_tools_bucket["ask"])
         if row.get("tool") is not None
     ]
-    interrupt_on = {r["name"]: True for r in merged_tools_bucket["ask"] if r.get("name")}
+    interrupt_on = middleware_gated_interrupt_on(merged_tools_bucket)
     description = read_md_file(__package__, "description").strip()
     if not description:
         description = "Handles jira tasks for this workspace."
diff --git a/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/linear/agent.py b/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/linear/agent.py
index f95d07010..82fdb245f 100644
--- a/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/linear/agent.py
+++ b/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/linear/agent.py
@@ -14,6 +14,7 @@ from app.agents.multi_agent_with_deepagents.subagents.shared.md_file_reader impo
 from app.agents.multi_agent_with_deepagents.subagents.shared.permissions import (
     ToolsPermissions,
     merge_tools_permissions,
+    middleware_gated_interrupt_on,
 )
 from app.agents.multi_agent_with_deepagents.subagents.shared.subagent_builder import (
     pack_subagent,
@@ -38,7 +39,7 @@ def build_subagent(
         for row in (*merged_tools_bucket["allow"], *merged_tools_bucket["ask"])
         if row.get("tool") is not None
     ]
-    interrupt_on = {r["name"]: True for r in merged_tools_bucket["ask"] if r.get("name")}
+    interrupt_on = middleware_gated_interrupt_on(merged_tools_bucket)
     description = read_md_file(__package__, "description").strip()
     if not description:
         description = "Handles linear tasks for this workspace."
diff --git a/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/luma/agent.py b/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/luma/agent.py
index 7b53d4edd..81a95270b 100644
--- a/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/luma/agent.py
+++ b/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/luma/agent.py
@@ -14,6 +14,7 @@ from app.agents.multi_agent_with_deepagents.subagents.shared.md_file_reader impo
 from app.agents.multi_agent_with_deepagents.subagents.shared.permissions import (
     ToolsPermissions,
     merge_tools_permissions,
+    middleware_gated_interrupt_on,
 )
 from app.agents.multi_agent_with_deepagents.subagents.shared.subagent_builder import (
     pack_subagent,
@@ -38,7 +39,7 @@ def build_subagent(
         for row in (*merged_tools_bucket["allow"], *merged_tools_bucket["ask"])
         if row.get("tool") is not None
     ]
-    interrupt_on = {r["name"]: True for r in merged_tools_bucket["ask"] if r.get("name")}
+    interrupt_on = middleware_gated_interrupt_on(merged_tools_bucket)
     description = read_md_file(__package__, "description").strip()
     if not description:
         description = "Handles luma tasks for this workspace."
diff --git a/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/notion/agent.py b/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/notion/agent.py
index 7d15e5cc0..9ff3105b4 100644
--- a/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/notion/agent.py
+++ b/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/notion/agent.py
@@ -14,6 +14,7 @@ from app.agents.multi_agent_with_deepagents.subagents.shared.md_file_reader impo
 from app.agents.multi_agent_with_deepagents.subagents.shared.permissions import (
     ToolsPermissions,
     merge_tools_permissions,
+    middleware_gated_interrupt_on,
 )
 from app.agents.multi_agent_with_deepagents.subagents.shared.subagent_builder import (
     pack_subagent,
@@ -38,7 +39,7 @@ def build_subagent(
         for row in (*merged_tools_bucket["allow"], *merged_tools_bucket["ask"])
         if row.get("tool") is not None
     ]
-    interrupt_on = {r["name"]: True for r in merged_tools_bucket["ask"] if r.get("name")}
+    interrupt_on = middleware_gated_interrupt_on(merged_tools_bucket)
     description = read_md_file(__package__, "description").strip()
     if not description:
         description = "Handles notion tasks for this workspace."
diff --git a/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/onedrive/agent.py b/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/onedrive/agent.py
index 698a5ce5f..edf90c1ea 100644
--- a/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/onedrive/agent.py
+++ b/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/onedrive/agent.py
@@ -14,6 +14,7 @@ from app.agents.multi_agent_with_deepagents.subagents.shared.md_file_reader impo
 from app.agents.multi_agent_with_deepagents.subagents.shared.permissions import (
     ToolsPermissions,
     merge_tools_permissions,
+    middleware_gated_interrupt_on,
 )
 from app.agents.multi_agent_with_deepagents.subagents.shared.subagent_builder import (
     pack_subagent,
@@ -38,7 +39,7 @@ def build_subagent(
         for row in (*merged_tools_bucket["allow"], *merged_tools_bucket["ask"])
         if row.get("tool") is not None
     ]
-    interrupt_on = {r["name"]: True for r in merged_tools_bucket["ask"] if r.get("name")}
+    interrupt_on = middleware_gated_interrupt_on(merged_tools_bucket)
     description = read_md_file(__package__, "description").strip()
     if not description:
         description = "Handles onedrive tasks for this workspace."
diff --git a/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/slack/agent.py b/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/slack/agent.py
index 31de5e2f2..aa8198827 100644
--- a/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/slack/agent.py
+++ b/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/slack/agent.py
@@ -14,6 +14,7 @@ from app.agents.multi_agent_with_deepagents.subagents.shared.md_file_reader impo
 from app.agents.multi_agent_with_deepagents.subagents.shared.permissions import (
     ToolsPermissions,
     merge_tools_permissions,
+    middleware_gated_interrupt_on,
 )
 from app.agents.multi_agent_with_deepagents.subagents.shared.subagent_builder import (
     pack_subagent,
@@ -38,7 +39,7 @@ def build_subagent(
         for row in (*merged_tools_bucket["allow"], *merged_tools_bucket["ask"])
         if row.get("tool") is not None
     ]
-    interrupt_on = {r["name"]: True for r in merged_tools_bucket["ask"] if r.get("name")}
+    interrupt_on = middleware_gated_interrupt_on(merged_tools_bucket)
     description = read_md_file(__package__, "description").strip()
     if not description:
         description = "Handles slack tasks for this workspace."
diff --git a/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/teams/agent.py b/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/teams/agent.py
index 9d09bcf65..b8fc5d1ba 100644
--- a/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/teams/agent.py
+++ b/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/connectors/teams/agent.py
@@ -14,6 +14,7 @@ from app.agents.multi_agent_with_deepagents.subagents.shared.md_file_reader impo
 from app.agents.multi_agent_with_deepagents.subagents.shared.permissions import (
     ToolsPermissions,
     merge_tools_permissions,
+    middleware_gated_interrupt_on,
 )
 from app.agents.multi_agent_with_deepagents.subagents.shared.subagent_builder import (
     pack_subagent,
@@ -38,7 +39,7 @@ def build_subagent(
         for row in (*merged_tools_bucket["allow"], *merged_tools_bucket["ask"])
         if row.get("tool") is not None
     ]
-    interrupt_on = {r["name"]: True for r in merged_tools_bucket["ask"] if r.get("name")}
+    interrupt_on = middleware_gated_interrupt_on(merged_tools_bucket)
     description = read_md_file(__package__, "description").strip()
     if not description:
         description = "Handles teams tasks for this workspace."
diff --git a/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/mcp_tools/index.py b/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/mcp_tools/index.py
index 087110974..1e635cae5 100644
--- a/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/mcp_tools/index.py
+++ b/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/mcp_tools/index.py
@@ -21,7 +21,7 @@ from app.agents.multi_agent_with_deepagents.subagents.mcp_tools.permissions impo
 from app.agents.multi_agent_with_deepagents.subagents.shared.permissions import (
     ToolPermissionItem,
     ToolsPermissions,
-    tool_permission_row,
+    mcp_tool_permission_row,
 )
 from app.agents.new_chat.tools.mcp_tool import load_mcp_tools
 from app.db import SearchSourceConnector
@@ -125,15 +125,15 @@ def _split_tools_by_permissions(
     for t in tools:
         meta: dict[str, Any] = getattr(t, "metadata", None) or {}
         if meta.get("hitl") is False:
-            allow.append(tool_permission_row(t))
+            allow.append(mcp_tool_permission_row(t))
             continue
         key = _get_mcp_tool_name(t)
         if key in allow_names:
-            allow.append(tool_permission_row(t))
+            allow.append(mcp_tool_permission_row(t))
         elif key in ask_names:
-            ask.append(tool_permission_row(t))
+            ask.append(mcp_tool_permission_row(t))
         else:
-            ask.append(tool_permission_row(t))
+            ask.append(mcp_tool_permission_row(t))
     return {"allow": allow, "ask": ask}
 
 
@@ -143,8 +143,14 @@ async def load_mcp_tools_by_connector(
     session: AsyncSession,
     search_space_id: int,
 ) -> dict[str, ToolsPermissions]:
-    """Load MCP tools and split rows using ``TOOLS_PERMISSIONS_BY_AGENT`` name sets."""
-    flat = await load_mcp_tools(session, search_space_id)
+    """Load MCP tools and split rows using ``TOOLS_PERMISSIONS_BY_AGENT`` name sets.
+
+    Pass ``bypass_internal_hitl=True`` so the subagent's
+    ``HumanInTheLoopMiddleware`` is the single HITL gate.
+    """
+    flat = await load_mcp_tools(
+        session, search_space_id, bypass_internal_hitl=True
+    )
     id_map, name_map = await fetch_mcp_connector_metadata_maps(session, search_space_id)
     buckets = partition_mcp_tools_by_connector(flat, id_map, name_map)
     return {
diff --git a/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/shared/permissions.py b/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/shared/permissions.py
index 20a9433e7..649478485 100644
--- a/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/shared/permissions.py
+++ b/surfsense_backend/app/agents/multi_agent_with_deepagents/subagents/shared/permissions.py
@@ -2,16 +2,21 @@
 
 from __future__ import annotations
 
-from typing import NotRequired, TypedDict
+from typing import Literal, NotRequired, TypedDict
 
 from langchain_core.tools import BaseTool
 
+# ``native`` rows self-gate via ``request_approval`` in the tool body;
+# ``mcp`` rows are gated by ``HumanInTheLoopMiddleware`` via ``interrupt_on``.
+ToolKind = Literal["native", "mcp"]
+
 
 class ToolPermissionItem(TypedDict):
-    """``name`` is always set; ``tool`` is present when a bound tool exists."""
+    """``name`` is always set; ``tool`` is present when a bound tool exists; ``kind`` defaults to ``native`` when absent."""
 
     name: str
     tool: NotRequired[BaseTool]
+    kind: NotRequired[ToolKind]
 
 
 class ToolsPermissions(TypedDict):
@@ -26,6 +31,11 @@ def tool_permission_row(tool: BaseTool) -> ToolPermissionItem:
     return {"name": getattr(tool, "name", "") or "", "tool": tool}
 
 
+def mcp_tool_permission_row(tool: BaseTool) -> ToolPermissionItem:
+    """Build one allow/ask row tagged ``kind="mcp"`` so it routes through ``HumanInTheLoopMiddleware``."""
+    return {"name": getattr(tool, "name", "") or "", "tool": tool, "kind": "mcp"}
+
+
 def merge_tools_permissions(
     base: ToolsPermissions,
     extra: ToolsPermissions | None,
@@ -37,3 +47,14 @@ def merge_tools_permissions(
         "allow": [*base["allow"], *extra["allow"]],
         "ask": [*base["ask"], *extra["ask"]],
     }
+
+
+def middleware_gated_interrupt_on(
+    bucket: ToolsPermissions,
+) -> dict[str, bool]:
+    """``interrupt_on`` for ``ask`` rows whose bodies don't self-gate via ``request_approval``."""
+    return {
+        r["name"]: True
+        for r in bucket["ask"]
+        if r.get("name") and r.get("kind") == "mcp"
+    }