quick fix

.env.example

@@ -29,16 +29,16 @@ AI_TEMPERATURE=0.7
 # Bot Identity & Personality
 # ===========================================
 # The bot's name, used in the system prompt to tell the AI who it is
-BOT_NAME=My Bot
+BOT_NAME="My Bot"
 
 # Personality traits that define how the bot responds (used in system prompt)
-BOT_PERSONALITY=helpful and friendly
+BOT_PERSONALITY="helpful and friendly"
 
 # Message shown when someone mentions the bot without saying anything
-BOT_DESCRIPTION=I'm an AI assistant here to help you.
+BOT_DESCRIPTION="I'm an AI assistant here to help you."
 
 # Status message shown in Discord (displays as "Watching <BOT_STATUS>")
-BOT_STATUS=for mentions
+BOT_STATUS="for mentions"
 
 # Optional: Override the entire system prompt (leave commented to use auto-generated)
 # SYSTEM_PROMPT=You are a custom assistant...
@@ -104,7 +104,7 @@ FACT_EXTRACTION_RATE=0.3
 PROACTIVE_ENABLED=true
 
 # Enable cross-user associations (privacy-sensitive - shows shared interests)
-CROSS_USER_ENABLED=false
+CROSS_USER_ENABLED=true
 
 # Enable bot opinion formation (bot develops topic preferences)
 OPINION_FORMATION_ENABLED=true
@@ -119,18 +119,18 @@ MOOD_DECAY_RATE=0.1
 # Command Toggles
 # ===========================================
 # Master switch for all commands (when false, bot handles via conversation)
-COMMANDS_ENABLED=true
+COMMANDS_ENABLED=false
 
 # Individual command toggles
-CMD_RELATIONSHIP_ENABLED=true
+# CMD_RELATIONSHIP_ENABLED=true
-CMD_MOOD_ENABLED=true
+# CMD_MOOD_ENABLED=true
-CMD_BOTSTATS_ENABLED=true
+# CMD_BOTSTATS_ENABLED=true
-CMD_OURHISTORY_ENABLED=true
+# CMD_OURHISTORY_ENABLED=true
-CMD_BIRTHDAY_ENABLED=true
+# CMD_BIRTHDAY_ENABLED=true
-CMD_REMEMBER_ENABLED=true
+# CMD_REMEMBER_ENABLED=true
-CMD_SETNAME_ENABLED=true
+# CMD_SETNAME_ENABLED=true
-CMD_WHATDOYOUKNOW_ENABLED=true
+# CMD_WHATDOYOUKNOW_ENABLED=true
-CMD_FORGETME_ENABLED=true
+# CMD_FORGETME_ENABLED=true
 
 # ===========================================
 # Logging & Monitoring

docker-compose.yml

@@ -1,32 +1,33 @@
 services:
-    daemon-boyfriend:
+  daemon-boyfriend:
-        build: .
+    build: .
-        container_name: daemon-boyfriend
+    container_name: daemon-boyfriend
-        restart: unless-stopped
+    restart: unless-stopped
-        env_file:
+    env_file:
-            - .env
+      - .env
-        environment:
+    environment:
-            - PYTHONUNBUFFERED=1
+      - PYTHONUNBUFFERED=1
-            - DATABASE_URL=postgresql+asyncpg://daemon:${POSTGRES_PASSWORD:-daemon}@postgres:5432/daemon_boyfriend
+      - DATABASE_URL=postgresql+asyncpg://daemon:${POSTGRES_PASSWORD:-daemon}@postgres:5432/daemon_boyfriend
-        depends_on:
+    depends_on:
-            postgres:
+      postgres:
-                condition: service_healthy
+        condition: service_healthy
 
-    postgres:
+  postgres:
-        image: postgres:16-alpine
+    image: postgres:16-alpine
-        container_name: daemon-boyfriend-postgres
+    container_name: daemon-boyfriend-postgres
-        restart: unless-stopped
+    restart: unless-stopped
-        environment:
+    environment:
-            POSTGRES_USER: daemon
+      POSTGRES_USER: daemon
-            POSTGRES_PASSWORD: ${POSTGRES_PASSWORD:-daemon}
+      POSTGRES_PASSWORD: ${POSTGRES_PASSWORD:-daemon}
-            POSTGRES_DB: daemon_boyfriend
+      POSTGRES_DB: daemon_boyfriend
-        volumes:
+    volumes:
-            - postgres_data:/var/lib/postgresql/data
+      - postgres_data:/var/lib/postgresql/data
-        healthcheck:
+      - ./schema.sql:/docker-entrypoint-initdb.d/schema.sql:ro
-            test: ["CMD-SHELL", "pg_isready -U daemon -d daemon_boyfriend"]
+    healthcheck:
-            interval: 10s
+      test: ["CMD-SHELL", "pg_isready -U daemon -d daemon_boyfriend"]
-            timeout: 5s
+      interval: 10s
-            retries: 5
+      timeout: 5s
+      retries: 5
 
 volumes:
-    postgres_data:
+  postgres_data:

src/daemon_boyfriend/models/base.py

@@ -1,11 +1,17 @@
 """SQLAlchemy base model and metadata configuration."""
 
-from datetime import datetime
+from datetime import datetime, timezone
 
-from sqlalchemy import MetaData
+from sqlalchemy import DateTime, MetaData
 from sqlalchemy.ext.asyncio import AsyncAttrs
 from sqlalchemy.orm import DeclarativeBase, Mapped, mapped_column
 
+
+def utc_now() -> datetime:
+    """Return current UTC time as timezone-aware datetime."""
+    return datetime.now(timezone.utc)
+
+
 # Naming convention for constraints (helps with migrations)
 convention = {
     "ix": "ix_%(column_0_label)s",
@@ -23,6 +29,8 @@ class Base(AsyncAttrs, DeclarativeBase):
 
     metadata = metadata
 
-    # Common timestamp columns
+    # Common timestamp columns - use timezone-aware datetimes
-    created_at: Mapped[datetime] = mapped_column(default=datetime.utcnow)
+    created_at: Mapped[datetime] = mapped_column(DateTime(timezone=True), default=utc_now)
-    updated_at: Mapped[datetime] = mapped_column(default=datetime.utcnow, onupdate=datetime.utcnow)
+    updated_at: Mapped[datetime] = mapped_column(
+        DateTime(timezone=True), default=utc_now, onupdate=utc_now
+    )

src/daemon_boyfriend/models/conversation.py

@@ -3,10 +3,10 @@
 from datetime import datetime
 from typing import TYPE_CHECKING
 
-from sqlalchemy import ARRAY, BigInteger, Boolean, ForeignKey, Integer, String, Text
+from sqlalchemy import ARRAY, BigInteger, Boolean, DateTime, ForeignKey, Integer, String, Text
 from sqlalchemy.orm import Mapped, mapped_column, relationship
 
-from .base import Base
+from .base import Base, utc_now
 
 if TYPE_CHECKING:
     from .user import User
@@ -21,8 +21,10 @@ class Conversation(Base):
     user_id: Mapped[int] = mapped_column(ForeignKey("users.id", ondelete="CASCADE"), index=True)
     guild_id: Mapped[int | None] = mapped_column(BigInteger)
     channel_id: Mapped[int | None] = mapped_column(BigInteger, index=True)
-    started_at: Mapped[datetime] = mapped_column(default=datetime.utcnow)
+    started_at: Mapped[datetime] = mapped_column(DateTime(timezone=True), default=utc_now)
-    last_message_at: Mapped[datetime] = mapped_column(default=datetime.utcnow, index=True)
+    last_message_at: Mapped[datetime] = mapped_column(
+        DateTime(timezone=True), default=utc_now, index=True
+    )
     message_count: Mapped[int] = mapped_column(Integer, default=0)
     is_active: Mapped[bool] = mapped_column(Boolean, default=True, index=True)
 

src/daemon_boyfriend/models/guild.py

@@ -3,11 +3,20 @@
 from datetime import datetime
 from typing import TYPE_CHECKING
 
-from sqlalchemy import ARRAY, BigInteger, Boolean, ForeignKey, String, Text, UniqueConstraint
+from sqlalchemy import (
+    ARRAY,
+    BigInteger,
+    Boolean,
+    DateTime,
+    ForeignKey,
+    String,
+    Text,
+    UniqueConstraint,
+)
 from sqlalchemy.dialects.postgresql import JSONB
 from sqlalchemy.orm import Mapped, mapped_column, relationship
 
-from .base import Base
+from .base import Base, utc_now
 
 if TYPE_CHECKING:
     from .user import User
@@ -21,7 +30,7 @@ class Guild(Base):
     id: Mapped[int] = mapped_column(primary_key=True)
     discord_id: Mapped[int] = mapped_column(BigInteger, unique=True, index=True)
     name: Mapped[str] = mapped_column(String(255))
-    joined_at: Mapped[datetime] = mapped_column(default=datetime.utcnow)
+    joined_at: Mapped[datetime] = mapped_column(DateTime(timezone=True), default=utc_now)
     is_active: Mapped[bool] = mapped_column(Boolean, default=True)
     settings: Mapped[dict] = mapped_column(JSONB, default=dict)
 
@@ -41,7 +50,7 @@ class GuildMember(Base):
     user_id: Mapped[int] = mapped_column(ForeignKey("users.id", ondelete="CASCADE"), index=True)
     guild_nickname: Mapped[str | None] = mapped_column(String(255))
     roles: Mapped[list[str] | None] = mapped_column(ARRAY(Text), default=None)
-    joined_guild_at: Mapped[datetime | None] = mapped_column(default=None)
+    joined_guild_at: Mapped[datetime | None] = mapped_column(DateTime(timezone=True), default=None)
 
     # Relationships
     guild: Mapped["Guild"] = relationship(back_populates="members")

src/daemon_boyfriend/models/living_ai.py

@@ -3,11 +3,20 @@
 from datetime import datetime
 from typing import TYPE_CHECKING
 
-from sqlalchemy import BigInteger, Boolean, Float, ForeignKey, String, Text, UniqueConstraint
+from sqlalchemy import (
+    BigInteger,
+    Boolean,
+    DateTime,
+    Float,
+    ForeignKey,
+    String,
+    Text,
+    UniqueConstraint,
+)
 from sqlalchemy.dialects.postgresql import JSONB
 from sqlalchemy.orm import Mapped, mapped_column, relationship
 
-from .base import Base
+from .base import Base, utc_now
 
 if TYPE_CHECKING:
     from .user import User, UserFact
@@ -24,13 +33,13 @@ class BotState(Base):
     # Current mood state (valence-arousal model)
     mood_valence: Mapped[float] = mapped_column(Float, default=0.0)  # -1.0 (sad) to 1.0 (happy)
     mood_arousal: Mapped[float] = mapped_column(Float, default=0.0)  # -1.0 (calm) to 1.0 (excited)
-    mood_updated_at: Mapped[datetime] = mapped_column(default=datetime.utcnow)
+    mood_updated_at: Mapped[datetime] = mapped_column(DateTime(timezone=True), default=utc_now)
 
     # Bot statistics
     total_messages_sent: Mapped[int] = mapped_column(default=0)
     total_facts_learned: Mapped[int] = mapped_column(default=0)
     total_users_known: Mapped[int] = mapped_column(default=0)
-    first_activated_at: Mapped[datetime] = mapped_column(default=datetime.utcnow)
+    first_activated_at: Mapped[datetime] = mapped_column(DateTime(timezone=True), default=utc_now)
 
     # Bot preferences (evolved over time)
     preferences: Mapped[dict] = mapped_column(JSONB, default=dict)
@@ -50,8 +59,8 @@ class BotOpinion(Base):
     discussion_count: Mapped[int] = mapped_column(default=0)
 
     reasoning: Mapped[str | None] = mapped_column(Text)
-    formed_at: Mapped[datetime] = mapped_column(default=datetime.utcnow)
+    formed_at: Mapped[datetime] = mapped_column(DateTime(timezone=True), default=utc_now)
-    last_reinforced_at: Mapped[datetime] = mapped_column(default=datetime.utcnow)
+    last_reinforced_at: Mapped[datetime] = mapped_column(DateTime(timezone=True), default=utc_now)
 
     __table_args__ = (UniqueConstraint("guild_id", "topic"),)
 
@@ -81,8 +90,8 @@ class UserRelationship(Base):
     # Inside jokes / shared references
     shared_references: Mapped[dict] = mapped_column(JSONB, default=dict)
 
-    first_interaction_at: Mapped[datetime] = mapped_column(default=datetime.utcnow)
+    first_interaction_at: Mapped[datetime] = mapped_column(DateTime(timezone=True), default=utc_now)
-    last_interaction_at: Mapped[datetime] = mapped_column(default=datetime.utcnow)
+    last_interaction_at: Mapped[datetime] = mapped_column(DateTime(timezone=True), default=utc_now)
 
     # Relationships
     user: Mapped["User"] = relationship(back_populates="relationships")
@@ -128,7 +137,7 @@ class ScheduledEvent(Base):
     channel_id: Mapped[int | None] = mapped_column(BigInteger)
 
     event_type: Mapped[str] = mapped_column(String(50), index=True)
-    trigger_at: Mapped[datetime] = mapped_column(index=True)
+    trigger_at: Mapped[datetime] = mapped_column(DateTime(timezone=True), index=True)
 
     title: Mapped[str] = mapped_column(String(255))
     context: Mapped[dict] = mapped_column(JSONB, default=dict)
@@ -137,7 +146,7 @@ class ScheduledEvent(Base):
     recurrence_rule: Mapped[str | None] = mapped_column(String(100))
 
     status: Mapped[str] = mapped_column(String(20), default="pending", index=True)
-    triggered_at: Mapped[datetime | None] = mapped_column(default=None)
+    triggered_at: Mapped[datetime | None] = mapped_column(DateTime(timezone=True), default=None)
 
     # Relationships
     user: Mapped["User"] = relationship(back_populates="scheduled_events")
@@ -159,7 +168,7 @@ class FactAssociation(Base):
 
     association_type: Mapped[str] = mapped_column(String(50))
     strength: Mapped[float] = mapped_column(Float, default=0.5)
-    discovered_at: Mapped[datetime] = mapped_column(default=datetime.utcnow)
+    discovered_at: Mapped[datetime] = mapped_column(DateTime(timezone=True), default=utc_now)
 
     # Relationships
     fact_1: Mapped["UserFact"] = relationship(foreign_keys=[fact_id_1])
@@ -183,4 +192,6 @@ class MoodHistory(Base):
     trigger_user_id: Mapped[int | None] = mapped_column(ForeignKey("users.id", ondelete="SET NULL"))
     trigger_description: Mapped[str | None] = mapped_column(Text)
 
-    recorded_at: Mapped[datetime] = mapped_column(default=datetime.utcnow, index=True)
+    recorded_at: Mapped[datetime] = mapped_column(
+        DateTime(timezone=True), default=utc_now, index=True
+    )

src/daemon_boyfriend/models/user.py

@@ -3,10 +3,19 @@
 from datetime import datetime
 from typing import TYPE_CHECKING
 
-from sqlalchemy import BigInteger, Boolean, Float, ForeignKey, String, Text, UniqueConstraint
+from sqlalchemy import (
+    BigInteger,
+    Boolean,
+    DateTime,
+    Float,
+    ForeignKey,
+    String,
+    Text,
+    UniqueConstraint,
+)
 from sqlalchemy.orm import Mapped, mapped_column, relationship
 
-from .base import Base
+from .base import Base, utc_now
 
 if TYPE_CHECKING:
     from .conversation import Conversation, Message
@@ -24,8 +33,8 @@ class User(Base):
     discord_username: Mapped[str] = mapped_column(String(255))
     discord_display_name: Mapped[str | None] = mapped_column(String(255))
     custom_name: Mapped[str | None] = mapped_column(String(255))
-    first_seen_at: Mapped[datetime] = mapped_column(default=datetime.utcnow)
+    first_seen_at: Mapped[datetime] = mapped_column(DateTime(timezone=True), default=utc_now)
-    last_seen_at: Mapped[datetime] = mapped_column(default=datetime.utcnow)
+    last_seen_at: Mapped[datetime] = mapped_column(DateTime(timezone=True), default=utc_now)
     is_active: Mapped[bool] = mapped_column(Boolean, default=True)
 
     # Relationships
@@ -88,8 +97,10 @@ class UserFact(Base):
     confidence: Mapped[float] = mapped_column(Float, default=1.0)
     source: Mapped[str] = mapped_column(String(50), default="conversation")
     is_active: Mapped[bool] = mapped_column(Boolean, default=True, index=True)
-    learned_at: Mapped[datetime] = mapped_column(default=datetime.utcnow)
+    learned_at: Mapped[datetime] = mapped_column(DateTime(timezone=True), default=utc_now)
-    last_referenced_at: Mapped[datetime | None] = mapped_column(default=None)
+    last_referenced_at: Mapped[datetime | None] = mapped_column(
+        DateTime(timezone=True), default=None
+    )
 
     # Relationships
     user: Mapped["User"] = relationship(back_populates="facts")

src/daemon_boyfriend/services/association_service.py

@@ -1,7 +1,7 @@
 """Association Service - discovers and manages cross-user fact associations."""
 
 import logging
-from datetime import datetime
+from datetime import datetime, timezone
 
 from sqlalchemy import and_, select
 from sqlalchemy.ext.asyncio import AsyncSession
@@ -97,7 +97,7 @@ class AssociationService:
             fact_id_2=fact_2.id,
             association_type=association_type,
             strength=strength,
-            discovered_at=datetime.utcnow(),
+            discovered_at=datetime.now(timezone.utc),
         )
         self._session.add(assoc)
         await self._session.flush()

src/daemon_boyfriend/services/fact_extraction_service.py

@@ -3,7 +3,7 @@
 import json
 import logging
 import random
-from datetime import datetime
+from datetime import datetime, timezone
 
 from sqlalchemy import select
 from sqlalchemy.ext.asyncio import AsyncSession
@@ -311,7 +311,7 @@ Return ONLY the JSON array, no other text."""
                 confidence=fact_data.get("confidence", 0.8),
                 source="auto_extraction",
                 is_active=True,
-                learned_at=datetime.utcnow(),
+                learned_at=datetime.now(timezone.utc),
                 # New fields from Living AI
                 category=fact_data["type"],
                 importance=fact_data.get("importance", 0.5),

src/daemon_boyfriend/services/mood_service.py

@@ -2,7 +2,7 @@
 
 import logging
 from dataclasses import dataclass
-from datetime import datetime
+from datetime import datetime, timezone
 from enum import Enum
 
 from sqlalchemy import select
@@ -60,7 +60,9 @@ class MoodService:
         bot_state = await self.get_or_create_bot_state(guild_id)
 
         # Apply time decay toward neutral
-        hours_since_update = (datetime.utcnow() - bot_state.mood_updated_at).total_seconds() / 3600
+        hours_since_update = (
+            datetime.now(timezone.utc) - bot_state.mood_updated_at
+        ).total_seconds() / 3600
         decay_factor = max(0, 1 - (settings.mood_decay_rate * hours_since_update))
 
         valence = bot_state.mood_valence * decay_factor
@@ -105,7 +107,7 @@ class MoodService:
         bot_state = await self.get_or_create_bot_state(guild_id)
         bot_state.mood_valence = new_valence
         bot_state.mood_arousal = new_arousal
-        bot_state.mood_updated_at = datetime.utcnow()
+        bot_state.mood_updated_at = datetime.now(timezone.utc)
 
         # Record history
         await self._record_mood_history(
@@ -140,7 +142,7 @@ class MoodService:
     async def get_stats(self, guild_id: int | None = None) -> dict:
         """Get bot statistics."""
         bot_state = await self.get_or_create_bot_state(guild_id)
-        age_delta = datetime.utcnow() - bot_state.first_activated_at
+        age_delta = datetime.now(timezone.utc) - bot_state.first_activated_at
 
         return {
             "age_days": age_delta.days,

src/daemon_boyfriend/services/opinion_service.py

@@ -1,7 +1,7 @@
 """Opinion Service - manages bot opinion formation on topics."""
 
 import logging
-from datetime import datetime
+from datetime import datetime, timezone
 
 from sqlalchemy import select
 from sqlalchemy.ext.asyncio import AsyncSession
@@ -77,7 +77,7 @@ class OpinionService:
         )
         opinion.interest_level = max(0.0, min(1.0, opinion.interest_level))
 
-        opinion.last_reinforced_at = datetime.utcnow()
+        opinion.last_reinforced_at = datetime.now(timezone.utc)
 
         logger.debug(
             f"Updated opinion on '{topic}': sentiment={opinion.sentiment:.2f}, "

src/daemon_boyfriend/services/persistent_conversation.py

@@ -1,7 +1,7 @@
 """Persistent conversation management using PostgreSQL."""
 
 import logging
-from datetime import datetime, timedelta
+from datetime import datetime, timedelta, timezone
 
 from sqlalchemy import select
 from sqlalchemy.ext.asyncio import AsyncSession
@@ -38,7 +38,7 @@ class PersistentConversationManager:
             Conversation model instance
         """
         # Look for recent active conversation in this channel
-        cutoff = datetime.utcnow() - self._timeout
+        cutoff = datetime.now(timezone.utc) - self._timeout
 
         stmt = select(Conversation).where(
             Conversation.user_id == user.id,
@@ -133,7 +133,7 @@ class PersistentConversationManager:
         self._session.add(message)
 
         # Update conversation stats
-        conversation.last_message_at = datetime.utcnow()
+        conversation.last_message_at = datetime.now(timezone.utc)
         conversation.message_count += 1
 
         await self._session.flush()

src/daemon_boyfriend/services/proactive_service.py

@@ -3,7 +3,7 @@
 import json
 import logging
 import re
-from datetime import datetime, timedelta
+from datetime import datetime, timedelta, timezone
 
 from sqlalchemy import select
 from sqlalchemy.ext.asyncio import AsyncSession
@@ -71,7 +71,7 @@ Examples:
             if result and result.get("has_event"):
                 days_until = result.get("days_until", 1) or 1
                 # Schedule follow-up for 1 day after the event
-                trigger_at = datetime.utcnow() + timedelta(days=days_until + 1)
+                trigger_at = datetime.now(timezone.utc) + timedelta(days=days_until + 1)
 
                 event = ScheduledEvent(
                     user_id=user.id,
@@ -159,7 +159,7 @@ Examples:
                 break
 
         # Create the event
-        trigger_at = datetime.utcnow() + timedelta(days=days_until + 1)
+        trigger_at = datetime.now(timezone.utc) + timedelta(days=days_until + 1)
 
         event = ScheduledEvent(
             user_id=user.id,
@@ -300,7 +300,7 @@ Examples:
 
     def _next_birthday(self, birthday: datetime) -> datetime:
         """Calculate the next occurrence of a birthday."""
-        today = datetime.utcnow().date()
+        today = datetime.now(timezone.utc).date()
         this_year = birthday.replace(year=today.year)
 
         if this_year.date() < today:
@@ -322,7 +322,7 @@ Examples:
 
     async def get_pending_events(self, before: datetime | None = None) -> list[ScheduledEvent]:
         """Get events that should be triggered."""
-        cutoff = before or datetime.utcnow()
+        cutoff = before or datetime.now(timezone.utc)
         stmt = (
             select(ScheduledEvent)
             .where(
@@ -390,7 +390,7 @@ Examples:
     async def mark_event_triggered(self, event: ScheduledEvent) -> None:
         """Mark an event as triggered and handle recurrence."""
         event.status = "triggered"
-        event.triggered_at = datetime.utcnow()
+        event.triggered_at = datetime.now(timezone.utc)
 
         # Handle recurring events
         if event.is_recurring and event.recurrence_rule:

src/daemon_boyfriend/services/relationship_service.py

@@ -1,7 +1,7 @@
 """Relationship Service - manages relationship tracking with users."""
 
 import logging
-from datetime import datetime
+from datetime import datetime, timezone
 from enum import Enum
 
 from sqlalchemy import select
@@ -69,7 +69,7 @@ class RelationshipService:
         rel = await self.get_or_create_relationship(user, guild_id)
 
         rel.total_interactions += 1
-        rel.last_interaction_at = datetime.utcnow()
+        rel.last_interaction_at = datetime.now(timezone.utc)
 
         # Track sentiment
         if sentiment > 0.2:
@@ -211,7 +211,7 @@ class RelationshipService:
         level = self.get_level(rel.relationship_score)
 
         # Calculate time since first interaction
-        time_known = datetime.utcnow() - rel.first_interaction_at
+        time_known = datetime.now(timezone.utc) - rel.first_interaction_at
         days_known = time_known.days
 
         return {

src/daemon_boyfriend/services/self_awareness_service.py

@@ -1,7 +1,7 @@
 """Self Awareness Service - provides bot self-reflection and statistics."""
 
 import logging
-from datetime import datetime
+from datetime import datetime, timezone
 
 from sqlalchemy import func, select
 from sqlalchemy.ext.asyncio import AsyncSession
@@ -36,7 +36,7 @@ class SelfAwarenessService:
             await self._session.flush()
 
         # Calculate age
-        age_delta = datetime.utcnow() - bot_state.first_activated_at
+        age_delta = datetime.now(timezone.utc) - bot_state.first_activated_at
 
         # Count users (from database)
         user_count = await self._count_users()
@@ -76,7 +76,7 @@ class SelfAwarenessService:
         facts_count = facts_result.scalar() or 0
 
         if rel:
-            days_known = (datetime.utcnow() - rel.first_interaction_at).days
+            days_known = (datetime.now(timezone.utc) - rel.first_interaction_at).days
             return {
                 "first_met": rel.first_interaction_at,
                 "days_known": days_known,

src/daemon_boyfriend/services/user_service.py

@@ -1,7 +1,7 @@
 """User management service."""
 
 import logging
-from datetime import datetime
+from datetime import datetime, timezone
 
 from sqlalchemy import select
 from sqlalchemy.ext.asyncio import AsyncSession
@@ -40,7 +40,7 @@ class UserService:
 
         if user:
             # Update last seen and current name
-            user.last_seen_at = datetime.utcnow()
+            user.last_seen_at = datetime.now(timezone.utc)
             user.discord_username = username
             if display_name:
                 user.discord_display_name = display_name
@@ -232,7 +232,7 @@ class UserService:
             for fact in facts[:20]:  # Limit to 20 most recent facts
                 lines.append(f"- [{fact.fact_type}] {fact.fact_content}")
                 # Mark as referenced
-                fact.last_referenced_at = datetime.utcnow()
+                fact.last_referenced_at = datetime.now(timezone.utc)
 
         return "\n".join(lines)