diff --git a/db/constants.py b/db/constants.py
index 5bb13ef..df3dfa5 100644
--- a/db/constants.py
+++ b/db/constants.py
@@ -3,3 +3,6 @@ TIMELINE_ORDER_ISSUED = "ORDER_ISSUED"
 TIMELINE_ORDER_CONFIRMED = "ORDER_CONFIRMED"
 TIMELINE_ORDER_NOT_PUNISHED = "ORDER_NOT_PUNISHED"
 TIMELINE_ORDER_PUNISHED = "ORDER_PUNISHED"
+TIMELINE_ORDERS_POOL_CREATED = "ORDERS_POOL_CREATED"
+TIMELINE_ORDERS_POOL_UPDATED = "ORDERS_POOL_UPDATED"
+TIMELINE_ORDERS_POOL_DELETED = "ORDERS_POOL_DELETED"
diff --git a/db/models.py b/db/models.py
index 21c97cf..a918cfa 100644
--- a/db/models.py
+++ b/db/models.py
@@ -227,7 +227,7 @@ class TimelineEvent(BaseModel):
         OrdersPool,
         column_name='orders_pool_id',
         field='id',
-        null=False,
+        null=True,
         backref="timeline_events"
     )
 
diff --git a/db/queries.py b/db/queries.py
index 2e98e99..bc534d0 100644
--- a/db/queries.py
+++ b/db/queries.py
@@ -164,7 +164,7 @@ def order_status_outstanding():
     .having(fn.COUNT(Punishment.id) == 0)
   )
 
-def timeline_event_put(type, text, user, orders_pool, order_status=None, extra=None):
+def timeline_event_put(type, text, user, orders_pool=None, order_status=None, extra=None):
   return TimelineEvent.create(
     updated_at=sqlite_time(datetime.datetime.now(datetime.UTC)),
     type=type,
diff --git a/migrations/023_timeline_event_null_orders_pool.py b/migrations/023_timeline_event_null_orders_pool.py
new file mode 100644
index 0000000..ce77b17
--- /dev/null
+++ b/migrations/023_timeline_event_null_orders_pool.py
@@ -0,0 +1,50 @@
+"""Peewee migrations -- 023_timeline_event_null_orders_pool.py.
+
+Some examples (model - class or model name)::
+
+    > Model = migrator.orm['table_name']            # Return model in current state by name
+    > Model = migrator.ModelClass                   # Return model in current state by name
+
+    > migrator.sql(sql)                             # Run custom SQL
+    > migrator.run(func, *args, **kwargs)           # Run python function with the given args
+    > migrator.create_model(Model)                  # Create a model (could be used as decorator)
+    > migrator.remove_model(model, cascade=True)    # Remove a model
+    > migrator.add_fields(model, **fields)          # Add fields to a model
+    > migrator.change_fields(model, **fields)       # Change fields
+    > migrator.remove_fields(model, *field_names, cascade=True)
+    > migrator.rename_field(model, old_field_name, new_field_name)
+    > migrator.rename_table(model, new_table_name)
+    > migrator.add_index(model, *col_names, unique=False)
+    > migrator.add_not_null(model, *field_names)
+    > migrator.add_default(model, field_name, default)
+    > migrator.add_constraint(model, name, sql)
+    > migrator.drop_index(model, *col_names)
+    > migrator.drop_not_null(model, *field_names)
+    > migrator.drop_constraints(model, *constraints)
+
+"""
+
+from contextlib import suppress
+
+import peewee as pw
+from peewee_migrate import Migrator
+
+
+with suppress(ImportError):
+    import playhouse.postgres_ext as pw_pext
+
+
+def migrate(migrator: Migrator, database: pw.Database, *, fake=False):
+    """Write your migrations here."""
+    
+    # migrator.change_fields('timeline_event', orders_pool=pw.ForeignKeyField(column_name='orders_pool_id', field='id', model=migrator.orm['orders_pool'], null=True))
+
+    migrator.drop_not_null('timeline_event', 'orders_pool')
+
+
+def rollback(migrator: Migrator, database: pw.Database, *, fake=False):
+    """Write your rollback migrations here."""
+    
+    migrator.change_fields('timeline_event', orders_pool=pw.ForeignKeyField(column_name='orders_pool_id', field='id', model=migrator.orm['orders_pool']))
+
+    migrator.add_not_null('timeline_event', 'orders_pool')
diff --git a/web/api.py b/web/api.py
index 3db9286..aeeffd6 100644
--- a/web/api.py
+++ b/web/api.py
@@ -4,8 +4,9 @@ import json
 from functools import wraps
 from flask import Blueprint, jsonify, abort, request
 from flask_login import login_required, current_user
+from db.constants import TIMELINE_ORDERS_POOL_CREATED, TIMELINE_ORDERS_POOL_DELETED, TIMELINE_ORDERS_POOL_UPDATED
 from db.models import database, OrdersPool, Order, OrderAddOn, MastodonServer
-from db.queries import timeline_event_recent, user_get, domsubusers_list, orders_pool_list, orders_pool, mastodon_server_get, mastodon_server_put, user_mastodon_server_set, user_preferences_set
+from db.queries import timeline_event_put, timeline_event_recent, user_get, domsubusers_list, orders_pool_list, orders_pool, mastodon_server_get, mastodon_server_put, user_mastodon_server_set, user_preferences_set
 from settings import MASTODON_OAUTH_CLIENT_NAME, MASTODON_OAUTH_REDIRECT_URI, MASTODON_OAUTH_SCOPES, MASTODON_OAUTH_CLIENT_WEBSITE
 from util import time_sqlite
 
@@ -66,7 +67,7 @@ def timeline():
       "orders_pool": {
         "id": t.orders_pool.id,
         "name": t.orders_pool.name,
-      },
+      } if t.orders_pool is not None else None,
       "order_status": t.order_status.text if t.order_status is not None else None,
     } for t in timeline_event_recent(current_user.db_user.id)
   ])
@@ -231,7 +232,15 @@ def sub_order_set_create(username, sub):
             name=add_on_to_create['name'],
             probability=add_on_to_create['probability']
           )
-    except:
+
+      timeline_event_put(
+        TIMELINE_ORDERS_POOL_CREATED,
+        new_order_pool.name,
+        current_user.db_user,
+        new_order_pool
+      )
+    except Exception as e:
+      print(e)
       transaction.rollback()
       abort(500)
 
@@ -314,12 +323,30 @@ def sub_order_set(username, set_id, sub):
             )
 
             update_add_ons(order_to_update, updated_order['add_ons'])
+
+        timeline_event_put(
+          TIMELINE_ORDERS_POOL_UPDATED,
+          op.name,
+          current_user.db_user,
+          op
+        )
       except Exception as e:
         print(e)
         transaction.rollback()
         abort(500)
   elif request.method == 'DELETE':
-    op.delete_instance(recursive=True)
-    return ('', 204)
+    try:
+      op.delete_instance(recursive=True)
+
+      timeline_event_put(
+        TIMELINE_ORDERS_POOL_DELETED,
+        op.name,
+        current_user.db_user
+      )
+
+      return ('', 204)
+    except Exception as e:
+      print(e)
+      abort(500)
 
   return jsonify(op.to_dict())
diff --git a/web/vite/src/TimelineList.tsx b/web/vite/src/TimelineList.tsx
index d093d58..3020030 100644
--- a/web/vite/src/TimelineList.tsx
+++ b/web/vite/src/TimelineList.tsx
@@ -7,6 +7,10 @@ import {
   IconArrowBadgeRightFilled,
   IconCheck,
   IconExternalLink,
+  IconFileDiff,
+  IconFileMinus,
+  IconFilePlus,
+  IconPlaylistAdd,
   IconX,
 } from "@tabler/icons-react";
 
@@ -36,6 +40,21 @@ const TIMELINE_TYPE = {
     color: "red.6",
     bullet: <IconAlertCircle />,
   },
+  ORDERS_POOL_CREATED: {
+    title: "Orders pool created",
+    color: "green.3",
+    bullet: <IconFilePlus />,
+  },
+  ORDERS_POOL_UPDATED: {
+    title: "Orders pool updated",
+    color: "green.3",
+    bullet: <IconFileDiff />,
+  },
+  ORDERS_POOL_DELETED: {
+    title: "Orders pool deleted",
+    color: "red.3",
+    bullet: <IconFileMinus />,
+  },
 };
 
 export const TimelineList: React.FC<{