diff --git a/.devcontainer/Dockerfile b/.devcontainer/Dockerfile
new file mode 100644
index 0000000..9611148
--- /dev/null
+++ b/.devcontainer/Dockerfile
@@ -0,0 +1,24 @@
+FROM mcr.microsoft.com/devcontainers/python:1-3.13-bookworm
+
+ARG NODE_VERSION=20.20.1
+
+RUN rm -f /etc/apt/sources.list.d/yarn.list \
+    && apt-get update \
+    && apt-get install -y --no-install-recommends ca-certificates curl postgresql-client redis-tools xz-utils \
+    && rm -rf /var/lib/apt/lists/* \
+    && ARCH="$(dpkg --print-architecture)" \
+    && case "$ARCH" in \
+        amd64) NODE_ARCH='x64' ;; \
+        arm64) NODE_ARCH='arm64' ;; \
+        *) echo "Unsupported architecture: $ARCH" && exit 1 ;; \
+      esac \
+    && curl -fsSL "https://nodejs.org/dist/v${NODE_VERSION}/node-v${NODE_VERSION}-linux-${NODE_ARCH}.tar.xz" -o /tmp/node.tar.xz \
+    && tar -xJf /tmp/node.tar.xz -C /usr/local --strip-components=1 --no-same-owner \
+    && rm /tmp/node.tar.xz \
+    && python -m pip install --no-cache-dir poetry==1.8.3 \
+    && corepack enable \
+    && corepack prepare pnpm@10.27.0 --activate
+
+WORKDIR /workspace
+
+USER vscode
diff --git a/.devcontainer/devcontainer.json b/.devcontainer/devcontainer.json
new file mode 100644
index 0000000..181abc9
--- /dev/null
+++ b/.devcontainer/devcontainer.json
@@ -0,0 +1,42 @@
+{
+  "name": "chrono-guide",
+  "dockerComposeFile": [
+    "../docker-compose.yml",
+    "../docker-compose.override.yml"
+  ],
+  "service": "workspace",
+  "runServices": [
+    "workspace",
+    "db",
+    "redis",
+    "api",
+    "frontend",
+    "celery-worker",
+    "celery-beat"
+  ],
+  "workspaceFolder": "/workspace",
+  "shutdownAction": "stopCompose",
+  "remoteUser": "vscode",
+  "postCreateCommand": "bash -lc 'cd /workspace/backend && poetry install --no-interaction && cd /workspace/frontend && pnpm install'",
+  "customizations": {
+    "vscode": {
+      "extensions": [
+        "ms-python.python",
+        "ms-python.vscode-pylance",
+        "charliermarsh.ruff",
+        "esbenp.prettier-vscode",
+        "dbaeumer.vscode-eslint",
+        "bradlc.vscode-tailwindcss"
+      ],
+      "settings": {
+        "python.defaultInterpreterPath": "/workspace/backend/.venv/bin/python",
+        "eslint.workingDirectories": [
+          "frontend"
+        ]
+      }
+    }
+  },
+  "containerEnv": {
+    "DATABASE_URL": "postgresql+psycopg://chrono:chrono@db:5432/chrono"
+  }
+}
diff --git a/.vscode/settings.json b/.vscode/settings.json
index db43021..68c1db2 100644
--- a/.vscode/settings.json
+++ b/.vscode/settings.json
@@ -44,5 +44,9 @@
   "python.testing.unittestEnabled": false,
   "python.testing.pytestEnabled": true,
   "python.analysis.typeCheckingMode": "strict",
-  "python.analysis.extraPaths": ["${workspaceFolder}/backend"]
+  "python.analysis.extraPaths": [
+    "${workspaceFolder}/backend"
+  ],
+  "python-envs.defaultEnvManager": "ms-python.python:poetry",
+  "python-envs.defaultPackageManager": "ms-python.python:poetry"
 }
diff --git a/backend/app/alembic/versions/1a248b4f780b_add_calendar_connections_table.py b/backend/app/alembic/versions/1a248b4f780b_add_calendar_connections_table.py
new file mode 100644
index 0000000..d566f60
--- /dev/null
+++ b/backend/app/alembic/versions/1a248b4f780b_add_calendar_connections_table.py
@@ -0,0 +1,51 @@
+"""add calendar connections table
+
+Revision ID: 1a248b4f780b
+Revises: 4830093f7fc4
+Create Date: 2026-02-28 13:57:03.648000
+
+"""
+from typing import Sequence, Union
+
+from alembic import op
+import sqlalchemy as sa
+import sqlmodel
+
+
+# revision identifiers, used by Alembic.
+revision: str = '1a248b4f780b'
+down_revision: Union[str, None] = '4830093f7fc4'
+branch_labels: Union[str, Sequence[str], None] = None
+depends_on: Union[str, Sequence[str], None] = None
+
+
+def upgrade() -> None:
+    """Upgrade schema."""
+    # ### commands auto generated by Alembic - please adjust! ###
+    op.create_table('calendar_connections',
+    sa.Column('id', sa.Integer(), nullable=False),
+    sa.Column('user_id', sa.Integer(), nullable=False),
+    sa.Column('connection_type', sa.String(length=30), nullable=False),
+    sa.Column('label', sa.String(length=100), nullable=False),
+    sa.Column('calendar_url', sa.Text(), nullable=False),
+    sa.Column('username', sa.String(length=255), nullable=True),
+    sa.Column('key_id', sa.String(length=20), server_default='V1_KEY', nullable=True),
+    sa.Column('secret', sa.Text(), nullable=True),
+    sa.Column('last_error', sa.Text(), nullable=True),
+    sa.Column('is_active', sa.Boolean(), nullable=False),
+    sa.Column('last_synced_at', sa.DateTime(timezone=True), server_default=sa.text('now()'), nullable=True),
+    sa.Column('last_error_at', sa.DateTime(timezone=True), nullable=True),
+    sa.Column('secret_updated_at', sa.DateTime(timezone=True), nullable=True),
+    sa.Column('created_at', sa.DateTime(timezone=True), server_default=sa.text('now()'), nullable=True),
+    sa.Column('updated_at', sa.DateTime(timezone=True), server_default=sa.text('now()'), nullable=True),
+    sa.ForeignKeyConstraint(['user_id'], ['users.id'], ),
+    sa.PrimaryKeyConstraint('id')
+    )
+    # ### end Alembic commands ###
+
+
+def downgrade() -> None:
+    """Downgrade schema."""
+    # ### commands auto generated by Alembic - please adjust! ###
+    op.drop_table('calendar_connections')
+    # ### end Alembic commands ###
diff --git a/backend/app/alembic/versions/76d26839d559_adjust_schedule_item_for_external_sync.py b/backend/app/alembic/versions/76d26839d559_adjust_schedule_item_for_external_sync.py
new file mode 100644
index 0000000..574c0a7
--- /dev/null
+++ b/backend/app/alembic/versions/76d26839d559_adjust_schedule_item_for_external_sync.py
@@ -0,0 +1,48 @@
+"""adjust schedule item for external sync
+
+Revision ID: 76d26839d559
+Revises: 1a248b4f780b
+Create Date: 2026-03-13 07:43:53.387302
+
+"""
+from typing import Sequence, Union
+
+from alembic import op
+import sqlalchemy as sa
+
+
+# revision identifiers, used by Alembic.
+revision: str = '76d26839d559'
+down_revision: Union[str, None] = '1a248b4f780b'
+branch_labels: Union[str, Sequence[str], None] = None
+depends_on: Union[str, Sequence[str], None] = None
+
+
+def upgrade() -> None:
+    """Upgrade schema."""
+    # ### commands auto generated by Alembic - please adjust! ###
+    op.add_column('schedule_items', sa.Column('external_id', sa.String(length=255), nullable=True))
+    op.add_column('schedule_items', sa.Column('connection_id', sa.Integer(), nullable=True))
+    op.create_index('unique_external_id', 'schedule_items', ['user_id', 'source', 'external_id', 'connection_id'], unique=True, postgresql_where=sa.text('external_id IS NOT NULL AND connection_id IS NOT NULL'))
+    op.create_foreign_key(
+        'fk_schedule_items_connection_id_calendar_connections',
+        'schedule_items',
+        'calendar_connections',
+        ['connection_id'],
+        ['id'],
+    )
+    # ### end Alembic commands ###
+
+
+def downgrade() -> None:
+    """Downgrade schema."""
+    # ### commands auto generated by Alembic - please adjust! ###
+    op.drop_constraint(
+        'fk_schedule_items_connection_id_calendar_connections',
+        'schedule_items',
+        type_='foreignkey',
+    )
+    op.drop_index('unique_external_id', table_name='schedule_items', postgresql_where=sa.text('external_id IS NOT NULL AND connection_id IS NOT NULL'))
+    op.drop_column('schedule_items', 'connection_id')
+    op.drop_column('schedule_items', 'external_id')
+    # ### end Alembic commands ###
diff --git a/backend/app/api/routers/calendar/__init__.py b/backend/app/api/routers/calendar/__init__.py
new file mode 100644
index 0000000..0469a22
--- /dev/null
+++ b/backend/app/api/routers/calendar/__init__.py
@@ -0,0 +1,7 @@
+from fastapi import APIRouter
+
+from .connections import router as connections_router
+
+router: APIRouter = APIRouter(prefix="/calendar", tags=["calendar"])
+
+router.include_router(connections_router)
diff --git a/backend/app/api/routers/calendar/connections.py b/backend/app/api/routers/calendar/connections.py
new file mode 100644
index 0000000..3c42ff5
--- /dev/null
+++ b/backend/app/api/routers/calendar/connections.py
@@ -0,0 +1,21 @@
+from fastapi import APIRouter, Depends
+from sqlmodel import Session
+
+import app.crud.calendar_connection_crud as calendar_connection_crud
+from app.core.auth import get_current_user_id
+from app.core.db import get_db
+from app.schemas.calendar_connections import CalendarConnectionCreate
+
+router: APIRouter = APIRouter(prefix="/connections", tags=["connections"])
+
+
+@router.post("/")
+async def add_calendar_connection(
+    calendar_connection: CalendarConnectionCreate,
+    user_id: int = Depends(get_current_user_id),
+    session: Session = Depends(get_db),
+):
+    """Add a calendar connection for the user."""
+    return calendar_connection_crud.create_calendar_connection(
+        calendar_connection=calendar_connection, user_id=user_id, session=session
+    )
diff --git a/backend/app/api/routers/schedule.py b/backend/app/api/routers/schedule.py
index 3eea238..7d1ddf5 100644
--- a/backend/app/api/routers/schedule.py
+++ b/backend/app/api/routers/schedule.py
@@ -17,8 +17,8 @@
 from app.models.task import Task
 from app.schemas.schedule_item import ScheduleItemCreate, ScheduleItemResponse
 from app.schemas.schedule_requests import ScheduleGenerateRequest
+from app.services.caldav_service import export_calendar_from_schedule_items
 from app.services.greedy_scheduler import GreedyScheduler
-from app.services.ical_service import export_calendar_from_schedule_items
 from app.services.protocols import ChronoScheduler
 from app.services.scheduling_types import SchedulingConfig, SchedulingResponse
 from app.services.scheduling_utils import schedule_blocks_to_schedule_items
@@ -31,6 +31,7 @@ def get_task_scheduler() -> ChronoScheduler:
     return GreedyScheduler()
 
 
+# TODO: move this export endpoint into the calendar folder
 @router.get("/export")
 async def export_schedule(
     user_id: int = Depends(get_current_user_id), session: Session = Depends(get_db)
diff --git a/backend/app/app_factory.py b/backend/app/app_factory.py
index ec3502c..bfe1f86 100644
--- a/backend/app/app_factory.py
+++ b/backend/app/app_factory.py
@@ -5,7 +5,7 @@
 from fastapi.responses import JSONResponse
 from pydantic import ValidationError
 
-from app.api.routers import health, schedule, settings, tasks, users
+from app.api.routers import calendar, health, schedule, settings, tasks, users
 from app.core.config import APP_NAME, APP_VERSION
 from app.core.db import init_db
 from app.core.exceptions import NotFoundError, SystemError
@@ -67,6 +67,7 @@ async def system_error_handler(_request: Request, exc: SystemError) -> JSONRespo
     app.include_router(users.router)
     app.include_router(settings.router)
     app.include_router(schedule.router)
+    app.include_router(calendar.router)
     assert app.exception_handlers[NotFoundError] is not_found_error_handler
     assert app.exception_handlers[ValidationError] is validation_error_handler
     assert app.exception_handlers[SystemError] is system_error_handler
diff --git a/backend/app/celery_app.py b/backend/app/celery_app.py
index d0fc521..c8c7572 100644
--- a/backend/app/celery_app.py
+++ b/backend/app/celery_app.py
@@ -4,13 +4,20 @@
 
 redis_url = os.getenv("REDIS_URL", "redis://localhost:6379/0")
 
-celery_app = Celery(
+celery_app: Celery = Celery(
     "chrono_guide",
     broker=redis_url,
     backend=redis_url,
-    include=["app.tasks.ingestion_tasks"],
+    include=["app.tasks.ingestion_tasks", "app.tasks.periodic_sync"],
 )
 
+celery_app.conf.beat_schedule = {
+    "periodic-sync-every-15-minutes": {
+        "task": "app.tasks.periodic_sync.periodic_sync",
+        "schedule": 900.0,  # every 15 minutes
+    },
+}
+
 celery_app.conf.update(
     task_serializer="json",
     accept_content=["json"],
diff --git a/backend/app/crud/calendar_connection_crud.py b/backend/app/crud/calendar_connection_crud.py
new file mode 100644
index 0000000..6326db9
--- /dev/null
+++ b/backend/app/crud/calendar_connection_crud.py
@@ -0,0 +1,30 @@
+from sqlmodel import Session, select
+
+from app.core.timezone import now_utc
+from app.models.calender_connections import CalendarConnection
+from app.schemas.calendar_connections import CalendarConnectionCreate
+
+
+def create_calendar_connection(
+    calendar_connection: CalendarConnectionCreate, user_id: int, session: Session
+) -> CalendarConnection:
+    calendar_connection_model: CalendarConnection = CalendarConnection(
+        **calendar_connection.model_dump(),
+        user_id=user_id,
+        secret_updated_at=now_utc() if calendar_connection.secret else None,
+    )
+    calendar_connection_model.user_id = user_id
+    session.add(calendar_connection_model)
+    session.flush()
+    session.refresh(calendar_connection_model)
+    return calendar_connection_model
+
+
+def get_calendar_connections_by_user_id(
+    user_id: int, session: Session
+) -> list[CalendarConnection]:
+    return list(
+        session.exec(
+            select(CalendarConnection).where(CalendarConnection.user_id == user_id)
+        ).all()
+    )
diff --git a/backend/app/crud/schedule_item_crud.py b/backend/app/crud/schedule_item_crud.py
index c5e1c3f..953bc0d 100644
--- a/backend/app/crud/schedule_item_crud.py
+++ b/backend/app/crud/schedule_item_crud.py
@@ -50,6 +50,8 @@ def create_schedule_items_from_blocks(
             source=block.source,
             title=block.title,
             description=block.description,
+            external_id=None,
+            connection_id=None,
         )
         schedule_items.append(schedule_item)
         session.add(schedule_item)
@@ -59,3 +61,59 @@ def create_schedule_items_from_blocks(
         session.refresh(item)
 
     return schedule_items
+
+
+def sync_schedule_items_to_db(
+    schedule_items: list[ScheduleItemCreate], user_id: int, session: Session
+) -> list[ScheduleItem]:
+    """Sync schedule items for a user. This will create new items, update existing ones, and delete items that are no longer present."""
+    existing_items = get_user_schedule_items(user_id=user_id, session=session)
+    existing_items_map: dict[tuple[str, str, int], ScheduleItem] = {
+        (item.source, item.external_id, item.connection_id): item
+        for item in existing_items
+        if item.external_id is not None and item.connection_id is not None
+    }
+
+    new_items: list[ScheduleItem] = []
+    for item in schedule_items:
+        if (
+            item.external_id is None
+            or item.connection_id is None
+            or item.source is None
+        ):
+            continue
+        key: tuple[str, str, int] = (item.source, item.external_id, item.connection_id)
+        if key in existing_items_map:
+            # Update existing item
+            existing_item = existing_items_map[key]
+            existing_item.start_time = item.start_time
+            existing_item.end_time = item.end_time
+            existing_item.title = item.title
+            existing_item.description = item.description
+            new_items.append(existing_item)
+            del existing_items_map[key]
+        else:
+            # Create new item
+            new_item = ScheduleItem(
+                user_id=user_id,
+                task_id=item.task_id,
+                start_time=item.start_time,
+                end_time=item.end_time,
+                source=item.source,
+                title=item.title,
+                description=item.description,
+                external_id=item.external_id,
+                connection_id=item.connection_id,
+            )
+            session.add(new_item)
+            new_items.append(new_item)
+
+    # Delete items that are no longer present
+    for remaining_item in existing_items_map.values():
+        session.delete(remaining_item)
+
+    session.flush()
+    for item in new_items:
+        session.refresh(item)
+
+    return new_items
diff --git a/backend/app/crud/user_crud.py b/backend/app/crud/user_crud.py
index a60058f..a67c09d 100644
--- a/backend/app/crud/user_crud.py
+++ b/backend/app/crud/user_crud.py
@@ -45,3 +45,7 @@ def login(user: UserLogin, session: Session) -> dict[str, str]:
         data={"sub": str(existing_user.id), "email": existing_user.email}
     )
     return {"access_token": access_token, "token_type": "bearer"}
+
+
+def get_users(session: Session) -> list[User]:
+    return list(session.exec(select(User)).all())
diff --git a/backend/app/models/__init__.py b/backend/app/models/__init__.py
index 178ba26..ac12dee 100644
--- a/backend/app/models/__init__.py
+++ b/backend/app/models/__init__.py
@@ -5,6 +5,7 @@
 from .temp_upload import TempUpload
 from .user import User
 from .user_setting import UserSetting
+from .calender_connections import CalendarConnection
 
 __all__ = [
     "Task",
@@ -14,5 +15,6 @@
     "ScheduleItem",
     "UserSetting",
     "TempUpload",
+    "CalendarConnection",
     "CeleryJob",
 ]
diff --git a/backend/app/models/calender_connections.py b/backend/app/models/calender_connections.py
new file mode 100644
index 0000000..52d5301
--- /dev/null
+++ b/backend/app/models/calender_connections.py
@@ -0,0 +1,60 @@
+import datetime as dt
+from typing import Any
+
+from pydantic import model_validator
+from sqlalchemy import Text, func
+from sqlmodel import Boolean, Column, DateTime, Field, SQLModel, String
+
+from app.core.timezone import convert_model_datetimes_to_utc, now_utc
+
+
+class CalendarConnection(SQLModel, table=True):
+    __tablename__ = "calendar_connections"  # type: ignore[assignment]
+
+    id: int | None = Field(default=None, primary_key=True)
+    user_id: int = Field(foreign_key="users.id", nullable=False)
+    connection_type: str = Field(
+        sa_column=Column(String(30), nullable=False)
+    )  # e.g., "ics_url", "caldav_basic" and other types of connections
+    label: str = Field(
+        sa_column=Column(String(100), nullable=False)
+    )  # human readable name that can be assigne in the app
+    calendar_url: str = Field(sa_column=Column(Text, nullable=False))
+    username: str | None = Field(sa_column=Column(String(255), nullable=True))
+    key_id: str | None = Field(
+        default="V1_KEY",
+        sa_column=Column(String(20), nullable=True, server_default="V1_KEY"),
+    )  # e.g. for caldav connections, to specify which key from the key management table to use
+    secret: str | None = Field(default=None, sa_column=Column(Text, nullable=True))
+    last_error: str | None = Field(
+        default=None, sa_column=Column(Text, nullable=True, server_default=None)
+    )
+    is_active: bool = Field(
+        default=True, sa_column=Column(Boolean, nullable=False, server_default="true")
+    )  # Disable connection without deleting it
+    last_synced_at: dt.datetime = Field(
+        default_factory=now_utc,
+        sa_column=Column(DateTime(timezone=True), server_default=func.now()),
+    )
+    last_error_at: dt.datetime | None = Field(
+        default=None,
+        sa_column=Column(DateTime(timezone=True), nullable=True, server_default=None),
+    )
+    secret_updated_at: dt.datetime | None = Field(
+        default=None,
+        sa_column=Column(DateTime(timezone=True), nullable=True, server_default=None),
+    )
+    created_at: dt.datetime = Field(
+        default_factory=now_utc,
+        sa_column=Column(DateTime(timezone=True), server_default=func.now()),
+    )
+    updated_at: dt.datetime = Field(
+        default_factory=now_utc,
+        sa_column=Column(DateTime(timezone=True), server_default=func.now()),
+    )
+
+    @model_validator(mode="before")
+    @classmethod
+    def convert_datetimes_to_utc(cls, data: dict[str, Any]) -> dict[str, Any]:
+        """Convert all datetime fields to UTC before validation."""
+        return convert_model_datetimes_to_utc(data)
diff --git a/backend/app/models/schedule_item.py b/backend/app/models/schedule_item.py
index 8e3acf0..514043b 100644
--- a/backend/app/models/schedule_item.py
+++ b/backend/app/models/schedule_item.py
@@ -10,7 +10,20 @@
 
 class ScheduleItem(SQLModel, table=True):
     __tablename__ = "schedule_items"  # type: ignore[assignment]
-    __table_args__ = (Index("idx_schedule_items_user_start", "user_id", "start_time"),)
+    __table_args__ = (
+        Index("idx_schedule_items_user_start", "user_id", "start_time"),
+        Index(
+            "unique_external_id",
+            "user_id",
+            "source",
+            "external_id",
+            "connection_id",
+            unique=True,
+            postgresql_where=Column("external_id").isnot(None)
+            & Column("connection_id").isnot(None),
+        ),
+    )
+    # Unique constraint in migration for external values: UNIQUE (user_id, source, external_id, connection_id) WHERE external_id IS NOT NULL AND connection_id IS NOT NULL
 
     id: int | None = Field(default=None, primary_key=True)
     user_id: int = Field(foreign_key="users.id", nullable=False)
@@ -34,6 +47,14 @@ class ScheduleItem(SQLModel, table=True):
         default_factory=now_utc,
         sa_column=Column(DateTime(timezone=True), server_default=func.now()),
     )
+    external_id: str | None = Field(
+        default=None, sa_column=Column(String(255), nullable=True)
+    )  # e.g. for storing the event id from an external calendar
+    connection_id: int | None = Field(
+        default=None,
+        foreign_key="calendar_connections.id",
+        nullable=True,
+    )  # to link schedule items to a specific calendar connection if they were imported from an external calendar
 
     @model_validator(mode="before")
     @classmethod
diff --git a/backend/app/schemas/calendar_connections.py b/backend/app/schemas/calendar_connections.py
new file mode 100644
index 0000000..532533a
--- /dev/null
+++ b/backend/app/schemas/calendar_connections.py
@@ -0,0 +1,10 @@
+from pydantic import BaseModel
+
+
+class CalendarConnectionCreate(BaseModel):
+    connection_type: str
+    label: str
+    calendar_url: str
+    username: str | None = None
+    key_id: str | None = None
+    secret: str | None = None
diff --git a/backend/app/schemas/schedule_item.py b/backend/app/schemas/schedule_item.py
index 918633f..1df8e80 100644
--- a/backend/app/schemas/schedule_item.py
+++ b/backend/app/schemas/schedule_item.py
@@ -1,6 +1,6 @@
 import datetime as dt
 
-from pydantic import BaseModel, ConfigDict, Field, field_validator, model_validator
+from pydantic import BaseModel, ConfigDict, Field, model_validator
 
 from app.models.schedule_item import ScheduleItem
 
@@ -11,13 +11,8 @@ class ScheduleItemBase(BaseModel):
     title: str | None = None
     description: str | None = None
     source: str | None = Field(default="task")
-
-    @field_validator("start_time", "end_time")
-    @classmethod
-    def times_must_be_future(cls, v: dt.datetime) -> dt.datetime:
-        if v <= dt.datetime.now(dt.timezone.utc):
-            raise ValueError("Schedule times must be in the future")
-        return v
+    external_id: str | None = None
+    connection_id: int | None = None
 
     @model_validator(mode="after")
     def end_after_start(self) -> "ScheduleItemBase":
@@ -39,6 +34,8 @@ class ScheduleItemUpdate(ScheduleItemBase):
     title: str | None = None
     description: str | None = None
     source: str | None = None
+    external_id: str | None = None
+    connection_id: int | None = None
 
 
 class ScheduleItemRead(BaseModel):
@@ -51,6 +48,8 @@ class ScheduleItemRead(BaseModel):
     title: str | None = None
     description: str | None = None
     source: str = "task"
+    external_id: str | None = None
+    connection_id: int | None = None
     created_at: dt.datetime
     updated_at: dt.datetime
 
@@ -65,6 +64,8 @@ class ScheduleItemResponse(BaseModel):
     title: str | None = None
     description: str | None = None
     source: str = "task"
+    external_id: str | None = None
+    connection_id: int | None = None
     created_at: dt.datetime
     updated_at: dt.datetime
     user_timezone: str
@@ -82,6 +83,8 @@ def from_model(
             title=model.title,
             description=model.description,
             source=model.source,
+            external_id=model.external_id,
+            connection_id=model.connection_id,
             created_at=model.created_at,
             updated_at=model.updated_at,
             user_timezone=user_timezone,
diff --git a/backend/app/services/caldav_service.py b/backend/app/services/caldav_service.py
new file mode 100644
index 0000000..ae252d2
--- /dev/null
+++ b/backend/app/services/caldav_service.py
@@ -0,0 +1,97 @@
+import icalendar
+from caldav.collection import Calendar, Principal
+from caldav.davclient import DAVClient
+from sqlmodel import Session
+
+from app.crud.calendar_connection_crud import get_calendar_connections_by_user_id
+from app.models.calender_connections import CalendarConnection
+from app.models.schedule_item import ScheduleItem
+from app.schemas.schedule_item import ScheduleItemCreate
+
+
+def _create_caldav_basic(calendar_connection: CalendarConnection) -> Principal:
+    if calendar_connection.connection_type != "caldav_basic":
+        raise ValueError(
+            f"Unsupported connection type: {calendar_connection.connection_type}"
+        )
+    caldav_client: DAVClient = DAVClient(
+        url=calendar_connection.calendar_url,
+        username=calendar_connection.username,
+        password=calendar_connection.secret,
+    )
+
+    return caldav_client.get_principal()
+
+
+def _generate_uid(schedule_item: ScheduleItem) -> str:
+    return f"{schedule_item.id}-{schedule_item.user_id}@chrono-guide.com"
+
+
+def _generate_calender() -> icalendar.Calendar:
+    calendar = icalendar.Calendar()
+    calendar.add("prodid", "-//Chrono-Guide//EN")
+    calendar.add("version", "2.0")
+    return calendar
+
+
+def _generate_event(schedule_item: ScheduleItem) -> icalendar.Event:
+    event = icalendar.Event()
+    event.add("uid", _generate_uid(schedule_item))
+    event.add("summary", schedule_item.title)
+    if schedule_item.description:
+        event.add("description", schedule_item.description)
+    event.add("dtstart", schedule_item.start_time)
+    event.add("dtend", schedule_item.end_time)
+    return event
+
+
+def export_calendar_from_schedule_items(schedule_items: list[ScheduleItem]) -> bytes:
+    calendar = _generate_calender()
+    for schedule_item in schedule_items:
+        event = _generate_event(schedule_item)
+        calendar.add_component(event)
+    return calendar.to_ical()
+
+
+def create_clients(connections: list[CalendarConnection]) -> list[Principal]:
+    # TODO: Expand this to more then just basic caldav connections in the future
+    return [_create_caldav_basic(conn) for conn in connections]
+
+
+def sync_calendars(user: int, session: Session) -> None:
+    schedule_items: list[ScheduleItemCreate] = []
+    connections: list[CalendarConnection] = get_calendar_connections_by_user_id(
+        user_id=user, session=session
+    )
+    for connection in connections:
+        client = _create_caldav_basic(connection)
+        schedule_items.extend(get_schedule_items_for_principal(client, user, connection))
+
+
+def get_schedule_items_for_principal(
+    client: Principal, user_id: int, connection: CalendarConnection
+) -> list[ScheduleItemCreate]:
+    calendars: list[Calendar] = client.get_calendars()
+    schedule_items: list[ScheduleItemCreate] = []
+    for calendar in calendars:
+        events = calendar.events()
+        for event in events:
+            ical_event = event.icalendar_component
+            title = str(ical_event.get("summary"))
+            description = str(ical_event.get("description", ""))
+            start_time = ical_event.get("dtstart").dt
+            end_time = ical_event.get("dtend").dt
+            uid = ical_event.get("uid")
+            schedule_item = ScheduleItemCreate(
+                title=title,
+                description=description,
+                start_time=start_time,
+                end_time=end_time,
+                source="caldav",
+                task_id=None,
+                user_id=user_id,
+                external_id=str(uid) if uid is not None else None,
+                connection_id=connection.id,
+            )
+            schedule_items.append(schedule_item)
+    return schedule_items
diff --git a/backend/app/services/ical_service.py b/backend/app/services/ical_service.py
deleted file mode 100644
index be25b7d..0000000
--- a/backend/app/services/ical_service.py
+++ /dev/null
@@ -1,33 +0,0 @@
-import icalendar
-
-from app.models.schedule_item import ScheduleItem
-
-
-def _generate_uid(schedule_item: ScheduleItem) -> str:
-    return f"{schedule_item.id}-{schedule_item.user_id}@chrono-guide.com"
-
-
-def _generate_calender() -> icalendar.Calendar:
-    calendar = icalendar.Calendar()
-    calendar.add("prodid", "-//Chrono-Guide//EN")
-    calendar.add("version", "2.0")
-    return calendar
-
-
-def _generate_event(schedule_item: ScheduleItem) -> icalendar.Event:
-    event = icalendar.Event()
-    event.add("uid", _generate_uid(schedule_item))
-    event.add("summary", schedule_item.title)
-    if schedule_item.description:
-        event.add("description", schedule_item.description)
-    event.add("dtstart", schedule_item.start_time)
-    event.add("dtend", schedule_item.end_time)
-    return event
-
-
-def export_calendar_from_schedule_items(schedule_items: list[ScheduleItem]) -> bytes:
-    calendar = _generate_calender()
-    for schedule_item in schedule_items:
-        event = _generate_event(schedule_item)
-        calendar.add_component(event)
-    return calendar.to_ical()
diff --git a/backend/app/services/scheduling_utils.py b/backend/app/services/scheduling_utils.py
index 715cde1..4dd3609 100644
--- a/backend/app/services/scheduling_utils.py
+++ b/backend/app/services/scheduling_utils.py
@@ -82,6 +82,8 @@ def schedule_blocks_to_schedule_items(
             source=schedule_block.source,
             title=schedule_block.title,
             description=schedule_block.description,
+            external_id=None,
+            connection_id=None,
         )
         for schedule_block in schedule_blocks
     ]
diff --git a/backend/chrono_client/collection.bru b/backend/chrono_client/collection.bru
index c465012..396fc5c 100644
--- a/backend/chrono_client/collection.bru
+++ b/backend/chrono_client/collection.bru
@@ -1,3 +1,7 @@
+headers {
+  Set-Cookie: access_token=eyJhbGciOiJIUzI1NiIsInR5cCI6IkpXVCJ9.eyJzdWIiOiIxIiwiZW1haWwiOiJ0ZXN0QG1haWwuY29tIiwiZXhwIjoxNzc0MTY5MjQzLCJpYXQiOjE3NzQxNjc0NDN9.rIWbd8_PIH3RZXhcSKF9dsWghHHhVUKM76IMh0Id03E; HttpOnly; Path=/; SameSite=lax
+}
+
 vars:pre-request {
   base_url: http://localhost:8000
 }
diff --git a/backend/chrono_client/schedule/folder.bru b/backend/chrono_client/schedule/folder.bru
index 80b65a3..f49d99c 100644
--- a/backend/chrono_client/schedule/folder.bru
+++ b/backend/chrono_client/schedule/folder.bru
@@ -2,10 +2,6 @@ meta {
   name: schedule
 }
 
-headers {
-  Set-Cookie: access_token=eyJhbGciOiJIUzI1NiIsInR5cCI6IkpXVCJ9.eyJzdWIiOiIxIiwiZW1haWwiOiJ0ZXN0QG1haWwuY29tIiwiZXhwIjoxNzY3NTI4NTQwLCJpYXQiOjE3Njc1MjY3NDB9.mki0Qel87SsujwDRkz-Vjn8SziPppmiZPSZq-rvbwIc; HttpOnly; Path=/; SameSite=lax
-}
-
 auth {
   mode: inherit
 }
diff --git a/backend/pyproject.toml b/backend/pyproject.toml
index e9d32d4..9abdb79 100644
--- a/backend/pyproject.toml
+++ b/backend/pyproject.toml
@@ -24,6 +24,7 @@ dependencies = [
     "python-jose[cryptography]>=3.5.0,<4.0.0",
     "passlib[bcrypt]>=1.7.4,<2.0.0",
     "icalendar>=6.3.2,<7.0.0",
+    "caldav>=3.0.1,<4.0.0",
     "celery>=5.6.1,<6.0.0",
     "redis>=7.1.0,<8.0.0",
     "celery-types>=0.24.0,<0.25.0",
diff --git a/backend/tests/test_models/test_schedule_item.py b/backend/tests/test_models/test_schedule_item.py
index 589f685..ef43d81 100644
--- a/backend/tests/test_models/test_schedule_item.py
+++ b/backend/tests/test_models/test_schedule_item.py
@@ -134,29 +134,6 @@ def test_read(self, session: Session, schedule_item: ScheduleItem) -> None:
         assert read_from_dict.id == schedule_item.id  # type: ignore[attr-defined]
         assert read_from_dict.user_id == schedule_item.user_id  # type: ignore[attr-defined]
 
-    def test_create_past_datetime(self, task: Task) -> None:
-        tomorrow = dt.datetime.now(dt.timezone.utc) + dt.timedelta(days=-5)
-        start_time = tomorrow.replace(hour=14, minute=0, second=0, microsecond=0)
-        end_time = start_time + dt.timedelta(hours=2)
-
-        with pytest.raises(ValueError, match="Schedule times must be in the future"):
-            ScheduleItemCreate(
-                task_id=task.id,  # type: ignore[attr-defined]
-                start_time=start_time,
-                end_time=end_time,
-                title="Create Schedule Item",
-            )
-
-    def test_update_past_datetime(self) -> None:
-        yesterday = dt.datetime.now(dt.timezone.utc) + dt.timedelta(days=-5)
-        start_time = yesterday.replace(hour=14, minute=0, second=0, microsecond=0)
-        end_time = start_time + dt.timedelta(hours=2)
-        with pytest.raises(ValueError, match="Schedule times must be in the future"):
-            ScheduleItemUpdate(
-                start_time=start_time,
-                end_time=end_time,
-            )
-
     def test_update_end_before_start(self) -> None:
         yesterday = dt.datetime.now(dt.timezone.utc) + dt.timedelta(days=5)
         start_time = yesterday.replace(hour=14, minute=0, second=0, microsecond=0)
diff --git a/backend/uv.lock b/backend/uv.lock
index 2680f5e..0a18fa4 100644
--- a/backend/uv.lock
+++ b/backend/uv.lock
@@ -74,6 +74,7 @@ source = { editable = "." }
 dependencies = [
     { name = "alembic" },
     { name = "bcrypt" },
+    { name = "caldav" },
     { name = "celery" },
     { name = "celery-types" },
     { name = "fastapi", extra = ["standard"] },
@@ -111,6 +112,7 @@ dev = [
 requires-dist = [
     { name = "alembic", specifier = ">=1.12.1,<2.0.0" },
     { name = "bcrypt", specifier = "==4.0.1" },
+    { name = "caldav", specifier = ">=3.0.1,<4.0.0" },
     { name = "celery", specifier = ">=5.6.1,<6.0.0" },
     { name = "celery-types", specifier = ">=0.24.0,<0.25.0" },
     { name = "fastapi", extras = ["standard"], specifier = ">=0.114.2,<1.0.0" },
@@ -181,6 +183,26 @@ wheels = [
     { url = "https://files.pythonhosted.org/packages/cb/87/8bab77b323f16d67be364031220069f79159117dd5e43eeb4be2fef1ac9b/billiard-4.2.4-py3-none-any.whl", hash = "sha256:525b42bdec68d2b983347ac312f892db930858495db601b5836ac24e6477cde5", size = 87070, upload-time = "2025-11-30T13:28:47.016Z" },
 ]
 
+[[package]]
+name = "caldav"
+version = "3.2.0"
+source = { registry = "https://pypi.org/simple" }
+dependencies = [
+    { name = "dnspython" },
+    { name = "icalendar" },
+    { name = "icalendar-searcher" },
+    { name = "lxml" },
+    { name = "niquests" },
+    { name = "python-dateutil" },
+    { name = "pyyaml" },
+    { name = "recurring-ical-events" },
+    { name = "typing-extensions", marker = "python_full_version < '3.11'" },
+]
+sdist = { url = "https://files.pythonhosted.org/packages/76/61/c1e8bc2fe9c2dd63d95b0f1bca382541ba6d6ba631b1ad0a4f97d79ab104/caldav-3.2.0.tar.gz", hash = "sha256:d4df2c73843162af2fe7d324149830de8903690bfa094244029481d9bba320d0", size = 10347573, upload-time = "2026-04-24T16:18:19.667Z" }
+wheels = [
+    { url = "https://files.pythonhosted.org/packages/8b/66/c607905a5c588d8a1315b7c496483eb88680e0bda40066697506f4db8413/caldav-3.2.0-py3-none-any.whl", hash = "sha256:39361f460a96599b8e4efbbdd711382adb1bbe8fc278eac4650f23cb6155eca5", size = 214824, upload-time = "2026-04-24T16:18:13.98Z" },
+]
+
 [[package]]
 name = "celery"
 version = "5.6.3"
@@ -1011,6 +1033,19 @@ wheels = [
     { url = "https://files.pythonhosted.org/packages/06/ee/2ff96bb5bd88fe03ab90aedf5180f96dc0f3ae4648ca264b473055bcaaff/icalendar-6.3.2-py3-none-any.whl", hash = "sha256:d400e9c9bb8c025e5a3c77c236941bb690494be52528a0b43cc7e8b7c9505064", size = 242403, upload-time = "2025-11-05T12:49:30.691Z" },
 ]
 
+[[package]]
+name = "icalendar-searcher"
+version = "1.0.5"
+source = { registry = "https://pypi.org/simple" }
+dependencies = [
+    { name = "icalendar" },
+    { name = "recurring-ical-events" },
+]
+sdist = { url = "https://files.pythonhosted.org/packages/cb/c3/56e751b7ae4f6ca61bf807e207c98e67756fc29134d219196806beb8957d/icalendar_searcher-1.0.5.tar.gz", hash = "sha256:abd99bf1ac9c9d675d84151101db4883a97e9958755708804c55abd30df58f6c", size = 68064, upload-time = "2026-02-25T09:10:17.962Z" }
+wheels = [
+    { url = "https://files.pythonhosted.org/packages/d1/b6/7ab1dfb1c5ba3ba394ff5ea285cbeb5db9f71ec5b3b906d01efd235f00d1/icalendar_searcher-1.0.5-py3-none-any.whl", hash = "sha256:66f6f5ece50041ceda5ea91995cd2ed80fa0b065a42b3b3f420f89343614b2a3", size = 37294, upload-time = "2026-02-25T09:10:16.61Z" },
+]
+
 [[package]]
 name = "identify"
 version = "2.6.19"
@@ -1038,6 +1073,84 @@ wheels = [
     { url = "https://files.pythonhosted.org/packages/cb/b1/3846dd7f199d53cb17f49cba7e651e9ce294d8497c8c150530ed11865bb8/iniconfig-2.3.0-py3-none-any.whl", hash = "sha256:f631c04d2c48c52b84d0d0549c99ff3859c98df65b3101406327ecc7d53fbf12", size = 7484, upload-time = "2025-10-18T21:55:41.639Z" },
 ]
 
+[[package]]
+name = "jh2"
+version = "5.0.11"
+source = { registry = "https://pypi.org/simple" }
+sdist = { url = "https://files.pythonhosted.org/packages/a3/ea/ebd7cbba422317fdd4be5e04a5aa9a54192b8c483f20eb38c85cf9fb8adc/jh2-5.0.11.tar.gz", hash = "sha256:6c835b0b38d795dde7aaa4581626490ca5fcfbd4eefe9572ac18d9eb2427d215", size = 7320877, upload-time = "2026-04-05T07:33:51.119Z" }
+wheels = [
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platform_python_implementation == 'CPython' and sys_platform == 'linux') or (platform_machine == 'ARM64' and platform_python_implementation == 'CPython' and sys_platform == 'linux') or (platform_machine == 'aarch64' and platform_python_implementation == 'CPython' and sys_platform == 'linux') or (platform_machine == 'arm64' and platform_python_implementation == 'CPython' and sys_platform == 'linux') or (platform_machine == 'armv7l' and platform_python_implementation == 'CPython' and sys_platform == 'linux') or (platform_machine == 'i686' and platform_python_implementation == 'CPython' and sys_platform == 'linux') or (platform_machine == 'ppc64' and platform_python_implementation == 'CPython' and sys_platform == 'linux') or (platform_machine == 'ppc64le' and platform_python_implementation == 'CPython' and sys_platform == 'linux') or (platform_machine == 'riscv64' and platform_python_implementation == 'CPython' and sys_platform == 'linux') or (platform_machine == 'riscv64gc' and platform_python_implementation == 'CPython' and sys_platform == 'linux') or (platform_machine == 's390x' and platform_python_implementation == 'CPython' and sys_platform == 'linux') or (platform_machine == 'x86' and platform_python_implementation == 'CPython' and sys_platform == 'linux') or (platform_machine == 'x86_64' and platform_python_implementation == 'CPython' and sys_platform == 'linux') or (platform_machine == 'AMD64' and platform_python_implementation == 'CPython' and sys_platform == 'win32') or (platform_machine == 'ARM64' and platform_python_implementation == 'CPython' and sys_platform == 'win32') or (platform_machine == 'aarch64' and platform_python_implementation == 'CPython' and sys_platform == 'win32') or (platform_machine == 'arm64' and platform_python_implementation == 'CPython' and sys_platform == 'win32') or (platform_machine == 'armv7l' and platform_python_implementation == 'CPython' and sys_platform == 'win32') or (platform_machine == 'i686' and platform_python_implementation == 'CPython' and sys_platform == 'win32') or (platform_machine == 'ppc64' and platform_python_implementation == 'CPython' and sys_platform == 'win32') or (platform_machine == 'ppc64le' and platform_python_implementation == 'CPython' and sys_platform == 'win32') or (platform_machine == 'riscv64' and platform_python_implementation == 'CPython' and sys_platform == 'win32') or (platform_machine == 'riscv64gc' and platform_python_implementation == 'CPython' and sys_platform == 'win32') or (platform_machine == 's390x' and platform_python_implementation == 'CPython' and sys_platform == 'win32') or (platform_machine == 'x86' and platform_python_implementation == 'CPython' and sys_platform == 'win32') or (platform_machine == 'x86_64' and platform_python_implementation == 'CPython' and sys_platform == 'win32')" },
+]
+sdist = { url = "https://files.pythonhosted.org/packages/38/7e/4ebf8c1018528e999228f11b1857a90fd78ae8a7337f969af43fcb343181/urllib3_future-2.20.907.tar.gz", hash = "sha256:efeec147f9f31a9ccbefd0698f419441af3309c11ee114729d9d006ec000c0ad", size = 1287457, upload-time = "2026-05-22T04:40:17.547Z" }
+wheels = [
+    { url = "https://files.pythonhosted.org/packages/39/65/3e68c50435778b99cbfac9f3ab802b3729b83b20378658180c543123b52c/urllib3_future-2.20.907-py3-none-any.whl", hash = "sha256:a36d276585fc3ccff2334230bfc0f952460093ce221cf3bc552896a39a12fc5c", size = 761844, upload-time = "2026-05-22T04:40:14.49Z" },
+]
+
 [[package]]
 name = "uvicorn"
 version = "0.47.0"
@@ -2353,6 +2712,15 @@ wheels = [
     { url = "https://files.pythonhosted.org/packages/f4/34/a9dbe051de88a63eb7408ea66630bac38e72f7f6077d4be58737106860d9/virtualenv-21.3.3-py3-none-any.whl", hash = "sha256:7d5987d8369e098e41406efb780a3d4ca79280097293899e351a6407ee153ab3", size = 7594554, upload-time = "2026-05-13T18:01:27.815Z" },
 ]
 
+[[package]]
+name = "wassima"
+version = "2.1.0"
+source = { registry = "https://pypi.org/simple" }
+sdist = { url = "https://files.pythonhosted.org/packages/58/e0/10e0ff85dc4d48b5000aa76567dfacf33b9518c2fadd410e850e213c36b9/wassima-2.1.0.tar.gz", hash = "sha256:709f375c778d9be84568d802d1e1b62a2ed3942b1fa4c83830533a69cf36c243", size = 135950, upload-time = "2026-05-10T04:07:21.576Z" }
+wheels = [
+    { url = "https://files.pythonhosted.org/packages/53/f9/077b0aacd337c31d3f97eef7acfa89bcd522360b56614f961af84db0a3ca/wassima-2.1.0-py3-none-any.whl", hash = "sha256:4e8bc4b439f91f4da24bd2260be662fcb42d1cc439d7678420237d314e55a854", size = 128092, upload-time = "2026-05-10T04:07:19.9Z" },
+]
+
 [[package]]
 name = "watchfiles"
 version = "1.2.0"
@@ -2546,3 +2914,17 @@ wheels = [
     { url = "https://files.pythonhosted.org/packages/9a/3f/f70e03f40ffc9a30d817eef7da1be72ee4956ba8d7255c399a01b135902a/websockets-16.0-pp311-pypy311_pp73-win_amd64.whl", hash = "sha256:a653aea902e0324b52f1613332ddf50b00c06fdaf7e92624fbf8c77c78fa5767", size = 178735, upload-time = "2026-01-10T09:23:42.259Z" },
     { url = "https://files.pythonhosted.org/packages/6f/28/258ebab549c2bf3e64d2b0217b973467394a9cea8c42f70418ca2c5d0d2e/websockets-16.0-py3-none-any.whl", hash = "sha256:1637db62fad1dc833276dded54215f2c7fa46912301a24bd94d45d46a011ceec", size = 171598, upload-time = "2026-01-10T09:23:45.395Z" },
 ]
+
+[[package]]
+name = "x-wr-timezone"
+version = "2.0.1"
+source = { registry = "https://pypi.org/simple" }
+dependencies = [
+    { name = "click" },
+    { name = "icalendar" },
+    { name = "tzdata" },
+]
+sdist = { url = "https://files.pythonhosted.org/packages/79/2b/8ae5f59ab852c8fe32dd37c1aa058eb98aca118fec2d3af5c3cd56fffb7b/x_wr_timezone-2.0.1.tar.gz", hash = "sha256:9166c40e6ffd4c0edebabc354e1a1e2cffc1bb473f88007694793757685cc8c3", size = 18212, upload-time = "2025-02-06T17:10:40.913Z" }
+wheels = [
+    { url = "https://files.pythonhosted.org/packages/0f/b7/4bac35b4079b76c07d8faddf89467e9891b1610cfe8d03b0ebb5610e4423/x_wr_timezone-2.0.1-py3-none-any.whl", hash = "sha256:e74a53b9f4f7def8138455c240e65e47c224778bce3c024fcd6da2cbe91ca038", size = 11102, upload-time = "2025-02-06T17:10:39.192Z" },
+]
diff --git a/docker-compose.override.yml b/docker-compose.override.yml
index b93ce1c..08ed759 100644
--- a/docker-compose.override.yml
+++ b/docker-compose.override.yml
@@ -1,6 +1,23 @@
 version: "3.9"
 
 services:
+  workspace:
+    profiles: ["devcontainer"]
+    build:
+      context: .
+      dockerfile: .devcontainer/Dockerfile
+    command: sleep infinity
+    working_dir: /workspace
+    environment:
+      HOME: /home/vscode
+      POETRY_VIRTUALENVS_IN_PROJECT: "true"
+    ulimits:
+      nofile:
+        soft: 65536
+        hard: 65536
+    volumes:
+      - .:/workspace:cached
+
   api:
     build:
       target: dev
@@ -42,6 +59,20 @@ services:
       - ./backend/uv.lock:/backend/uv.lock
       - chrono_uploads:/tmp/chrono_uploads
 
+  celery-beat:
+    build:
+      target: dev
+    user: "${UID:-1000}:${GID:-1000}"
+    command:
+      ["poetry", "run", "celery", "-A", "app.celery_app", "beat", "--loglevel=info"]
+    environment:
+      HOME: /tmp
+      POETRY_VIRTUALENVS_CREATE: "false"
+    volumes:
+      - ./backend/app:/backend/app
+      - ./backend/pyproject.toml:/backend/pyproject.toml
+      - ./backend/poetry.lock:/backend/poetry.lock
+
   flower:
     build:
       context: ./backend
diff --git a/docker-compose.prod.yml b/docker-compose.prod.yml
index af7db83..505fc28 100644
--- a/docker-compose.prod.yml
+++ b/docker-compose.prod.yml
@@ -17,6 +17,13 @@ services:
       ["celery", "-A", "app.celery_app", "worker", "--loglevel=info"]
     restart: always
 
+  celery-beat:
+    build:
+      target: prod
+    command:
+      ["poetry", "run", "celery", "-A", "app.celery_app", "beat", "--loglevel=info"]
+    restart: always
+
   frontend:
     build:
       target: prod
diff --git a/docker-compose.yml b/docker-compose.yml
index 8efdcf6..71f4448 100644
--- a/docker-compose.yml
+++ b/docker-compose.yml
@@ -65,6 +65,23 @@ services:
     volumes:
       - chrono_uploads:/tmp/chrono_uploads
 
+  celery-beat:
+    build:
+      context: ./backend
+    env_file:
+      - ./backend/.env
+    environment:
+      DATABASE_URL: postgresql+psycopg://${POSTGRES_USER:-chrono}:${POSTGRES_PASSWORD:-chrono}@db:5432/${POSTGRES_DB:-chrono}
+      REDIS_URL: ${REDIS_URL:-redis://redis:6379/0}
+    depends_on:
+      db:
+        condition: service_healthy
+      redis:
+        condition: service_healthy
+    working_dir: /backend
+    volumes:
+      - chrono_uploads:/tmp/chrono_uploads
+
   frontend:
     build:
       context: ./frontend
diff --git a/frontend/src/app/(dashboard)/page.tsx b/frontend/src/app/(dashboard)/page.tsx
index 1861af4..923ba24 100644
--- a/frontend/src/app/(dashboard)/page.tsx
+++ b/frontend/src/app/(dashboard)/page.tsx
@@ -23,7 +23,7 @@ import {
 
 export default function Home() {
   return (
-    <main className="flex flex-col h-full w-full overflow-y-auto bg-gradient-to-b from-background to-muted/20">
+    <main className="flex flex-col h-full w-full overflow-y-auto bg-linear-to-b from-background to-muted/20">
       <div className="flex-1 flex items-center justify-center p-6 md:p-8 lg:p-12">
         <div className="max-w-6xl mx-auto w-full space-y-12">
           {/* Hero Section */}
@@ -32,7 +32,7 @@ export default function Home() {
               <Zap className="h-4 w-4" />
               <span>AI-Powered Task Management</span>
             </div>
-            <h1 className="text-5xl md:text-6xl font-bold tracking-tight bg-gradient-to-br from-foreground to-foreground/70 bg-clip-text text-transparent">
+            <h1 className="text-5xl md:text-6xl font-bold tracking-tight bg-linear-to-br from-foreground to-foreground/70 bg-clip-text text-transparent">
               Welcome to Chrono Guide
             </h1>
             <p className="text-xl text-muted-foreground max-w-2xl mx-auto">
@@ -43,7 +43,7 @@ export default function Home() {
 
           {/* Quick Actions */}
           <div className="grid gap-6 md:grid-cols-3">
-            <Card className="group hover:shadow-xl hover:scale-[1.02] transition-all duration-300 border-2 hover:border-primary/50 cursor-pointer overflow-hidden bg-gradient-to-br from-background to-background hover:from-primary/5 hover:to-primary/0">
+            <Card className="group hover:shadow-xl hover:scale-[1.02] transition-all duration-300 border-2 hover:border-primary/50 cursor-pointer overflow-hidden bg-linear-to-br from-background to-background hover:from-primary/5 hover:to-primary/0">
               <Link href="/tasks" className="block h-full">
                 <div className="relative h-full flex flex-col">
                   <CardHeader className="relative">
@@ -72,7 +72,7 @@ export default function Home() {
               </Link>
             </Card>
 
-            <Card className="group hover:shadow-xl hover:scale-[1.02] transition-all duration-300 border-2 hover:border-blue-500/50 cursor-pointer overflow-hidden bg-gradient-to-br from-background to-background hover:from-blue-500/5 hover:to-blue-500/0">
+            <Card className="group hover:shadow-xl hover:scale-[1.02] transition-all duration-300 border-2 hover:border-blue-500/50 cursor-pointer overflow-hidden bg-linear-to-br from-background to-background hover:from-blue-500/5 hover:to-blue-500/0">
               <Link href="/schedule" className="block h-full">
                 <div className="relative h-full flex flex-col">
                   <CardHeader className="relative">
@@ -101,7 +101,7 @@ export default function Home() {
               </Link>
             </Card>
 
-            <Card className="group hover:shadow-xl hover:scale-[1.02] transition-all duration-300 border-2 hover:border-purple-500/50 cursor-pointer overflow-hidden bg-gradient-to-br from-background to-background hover:from-purple-500/5 hover:to-purple-500/0">
+            <Card className="group hover:shadow-xl hover:scale-[1.02] transition-all duration-300 border-2 hover:border-purple-500/50 cursor-pointer overflow-hidden bg-linear-to-br from-background to-background hover:from-purple-500/5 hover:to-purple-500/0">
               <Link href="/settings" className="block h-full">
                 <div className="relative h-full flex flex-col">
                   <CardHeader className="relative">
diff --git a/frontend/src/components/tasks/IngestionInput.tsx b/frontend/src/components/tasks/IngestionInput.tsx
index 4c56a33..2d4e94a 100644
--- a/frontend/src/components/tasks/IngestionInput.tsx
+++ b/frontend/src/components/tasks/IngestionInput.tsx
@@ -285,11 +285,11 @@ function TextInput({
             <FormItem className="w-full flex-1 flex flex-col">
               <FormLabel>Input Text</FormLabel>
               <FormControl className="flex-1 flex flex-col">
-                <div className="border-2 rounded-lg hover:border-primary transition-colors min-h-[250px] w-full flex-1 flex flex-col">
+                <div className="border-2 rounded-lg hover:border-primary transition-colors min-h-62.5 w-full flex-1 flex flex-col">
                   <Textarea
                     {...field}
                     placeholder="Enter your text here..."
-                    className="flex-1 min-h-[200px] w-full resize-none border-0 focus-visible:ring-0 focus-visible:ring-offset-0 shadow-none overflow-y-auto break-words whitespace-pre-wrap"
+                    className="flex-1 min-h-50 w-full resize-none border-0 focus-visible:ring-0 focus-visible:ring-offset-0 shadow-none overflow-y-auto wrap-break-word whitespace-pre-wrap"
                   />
                 </div>
               </FormControl>
diff --git a/frontend/src/components/tasks/TaskList.tsx b/frontend/src/components/tasks/TaskList.tsx
index 641ca02..0b84cde 100644
--- a/frontend/src/components/tasks/TaskList.tsx
+++ b/frontend/src/components/tasks/TaskList.tsx
@@ -92,7 +92,7 @@ export default function TaskList({
 
   return (
     <div className="flex flex-col h-full mx-auto w-full">
-      <Card className="flex-shrink-0 mb-4">
+      <Card className="shrink-0 mb-4">
         <CardHeader className="space-y-1 text-center">
           <CardTitle className="flex justify-between">
             <p className="text-2xl font-bold tracking-tight">{title}</p>
@@ -125,7 +125,7 @@ export default function TaskList({
         ))}
       </div>
       {actionButtons.length > 0 && (
-        <div className="bg-background border-t pt-2 pb-2 flex justify-end gap-2 flex-shrink-0">
+        <div className="bg-background border-t pt-2 pb-2 flex justify-end gap-2 shrink-0">
           {actionButtons.map((button, index) => (
             <Button
               key={index}