diff --git a/src/void_tools/cli.py b/src/void_tools/cli.py
index 69e7f6b..7f906d3 100644
--- a/src/void_tools/cli.py
+++ b/src/void_tools/cli.py
@@ -94,29 +94,37 @@ def cmd_sync(args):
         
         # Initialize an empty outbox template if it doesn't exist
         if not os.path.exists("outbox.yaml"):
+            template_header = """# VOID OUTBOX SCHEMA
+# This file is processed by `void-cli dispatch`.
+# 
+# Supported Actions:
+#
+# 1. Standalone Post or Thread
+# - action: post
+#   posts:
+#     - "First post text"
+#     - "Second post text (automatically threads)"
+#
+# 2. Reply
+# - action: reply
+#   target_id: "notif_0"  # Resolves from inbox.yaml
+#   posts:
+#     - "My reply text"
+#
+# 3. Margin Annotation
+# - action: annotate
+#   target_id: "notif_1"  # Or explicit at:// URI
+#   text: "My archival observation"
+#   motivation: "commenting" # Optional: commenting, highlighting, describing
+#   quote: "exact text to anchor to" # Optional
+#
+"""
             template = {
                 "config": {"mark_seen": False},
-                "actions": [
-                    {
-                        "action": "reply",
-                        "target_id": "notif_0",
-                        "posts": ["First post of reply thread", "Second post"]
-                    },
-                    {
-                        "action": "post",
-                        "posts": ["Standalone post"]
-                    },
-                    {
-                        "action": "annotate",
-                        "target_id": "notif_0",
-                        "text": "Internal context or observation about this post.",
-                        "motivation": "commenting",
-                        "quote": "optional exact text to highlight"
-                    }
-                ]
+                "actions": []
             }
             with open("outbox.yaml", "w") as f:
-                f.write("# Example outbox\\n")
+                f.write(template_header)
                 yaml.dump(template, f, sort_keys=False, default_flow_style=False)
                 
     except Exception as e:
@@ -383,6 +391,51 @@ def cmd_profile(args):
             print(f"Error updating profile: {e}", file=sys.stderr)
             sys.exit(1)
 
+def cmd_annotate(args):
+    client = get_client()
+    target_uri = args.target_uri
+    
+    # Convert AT-URI to bsky.app HTTP URL for Margin compatibility
+    if target_uri.startswith("at://"):
+        parts = target_uri.replace("at://", "").split("/")
+        if len(parts) >= 3:
+            repo = parts[0]
+            rkey = parts[2]
+            target_uri = f"https://bsky.app/profile/{repo}/post/{rkey}"
+            
+    print(f"Dispatching annotation to {target_uri}...")
+    
+    try:
+        source_hash = hashlib.sha256(target_uri.encode()).hexdigest()
+        record = {
+            "$type": "at.margin.annotation",
+            "createdAt": client.get_current_time_iso(),
+            "target": {
+                "source": target_uri,
+                "sourceHash": source_hash,
+            },
+            "body": {
+                "value": args.text
+            },
+            "motivation": args.motivation
+        }
+        
+        if args.quote:
+            record["target"]["selector"] = {
+                "type": "TextQuoteSelector",
+                "exact": args.quote
+            }
+            
+        resp = client.com.atproto.repo.create_record({
+            'repo': client.me.did,
+            'collection': 'at.margin.annotation',
+            'record': record
+        })
+        print(f"Successfully annotated: {resp.uri}")
+    except Exception as e:
+        print(f"Error annotating {target_uri}: {e}", file=sys.stderr)
+        sys.exit(1)
+
 def main():
     parser = argparse.ArgumentParser(description="Void ATProto CLI Tools")
     subparsers = parser.add_subparsers(dest="command", required=True)
@@ -424,6 +477,13 @@ def main():
     dispatch_parser = subparsers.add_parser("dispatch", help="Dispatch posts from an outbox YAML file")
     dispatch_parser.add_argument("file", nargs="?", default="outbox.yaml", help="Path to outbox YAML file")
 
+    # Annotate
+    annotate_parser = subparsers.add_parser("annotate", help="Directly annotate a URI")
+    annotate_parser.add_argument("target_uri", help="The AT-URI or HTTP URL to annotate")
+    annotate_parser.add_argument("text", help="Annotation text")
+    annotate_parser.add_argument("--motivation", default="commenting", help="W3C motivation (default: commenting)")
+    annotate_parser.add_argument("--quote", help="Exact text to anchor the annotation to")
+
     args = parser.parse_args()
     
     if args.command == "notifs":
@@ -438,6 +498,8 @@ def main():
         cmd_search(args)
     elif args.command == "profile":
         cmd_profile(args)
+    elif args.command == "annotate":
+        cmd_annotate(args)
 
 if __name__ == "__main__":
     main()