diff --git a/.vscode/settings.json b/.vscode/settings.json
index a133289..2f11783 100644
--- a/.vscode/settings.json
+++ b/.vscode/settings.json
@@ -1,4 +1,5 @@
 {
+    "python.terminal.activateEnvironment": true,
     "python.testing.pytestArgs": [
         "tests"
     ],
diff --git a/src/app/core/models.py b/src/app/core/models.py
index 1d9f14d..d515ff0 100644
--- a/src/app/core/models.py
+++ b/src/app/core/models.py
@@ -48,3 +48,9 @@ class SyncAction:
     item: Optional[PlaylistItem] = None
     from_name: Optional[str] = None
     to_name: Optional[str] = None
+
+
+@dataclass(frozen=True)
+class FilesystemEntry:
+    name: str
+    path: Path
diff --git a/src/app/core/sync/diff_engine.py b/src/app/core/sync/diff_engine.py
index 89474a7..fdd5763 100644
--- a/src/app/core/sync/diff_engine.py
+++ b/src/app/core/sync/diff_engine.py
@@ -1,16 +1,8 @@
 from __future__ import annotations
 
-from dataclasses import dataclass
-from pathlib import Path
 from typing import Iterable, List, Mapping, Sequence
 
-from ..models import PlaylistItem, SyncAction, SyncActionType
-
-
-@dataclass(frozen=True)
-class FilesystemEntry:
-    name: str
-    path: Path
+from ..models import FilesystemEntry, PlaylistItem, SyncAction, SyncActionType
 
 
 class DiffEngine:
diff --git a/src/app/core/sync/filesystem.py b/src/app/core/sync/filesystem.py
new file mode 100644
index 0000000..d3c2a54
--- /dev/null
+++ b/src/app/core/sync/filesystem.py
@@ -0,0 +1,17 @@
+from __future__ import annotations
+
+from pathlib import Path
+from typing import Iterable, List, Sequence
+
+from ..models import FilesystemEntry
+
+
+def list_files(root: Path, extensions: Sequence[str]) -> List[FilesystemEntry]:
+    exts = {e.lower() for e in extensions}
+    results: List[FilesystemEntry] = []
+    if not root.exists():
+        return results
+    for p in root.glob("**/*"):
+        if p.is_file() and p.suffix.lower() in exts:
+            results.append(FilesystemEntry(name=p.name, path=p))
+    return results
diff --git a/src/app/core/sync/service.py b/src/app/core/sync/service.py
new file mode 100644
index 0000000..4b251d0
--- /dev/null
+++ b/src/app/core/sync/service.py
@@ -0,0 +1,93 @@
+from __future__ import annotations
+
+from dataclasses import asdict
+from pathlib import Path
+from typing import List
+
+from ..database.db import Database
+from ..models import PlaylistItem
+from ..scanner.playlist_scanner import PlaylistScanner
+from ..sync.diff_engine import DiffEngine
+from ..sync.filesystem import list_files
+from ..utils.naming import make_filename, sanitize_title
+from ..utils.yt import extract_playlist_id
+
+
+class SyncService:
+    def __init__(self, db: Database) -> None:
+        self.db = db
+        self.scanner = PlaylistScanner()
+        self.diff = DiffEngine()
+
+    def _mode_to_extension(self, mode: str) -> str:
+        if mode == "audio":
+            return ".mp3"
+        if mode == "video":
+            return ".mp4"
+        return ".mp3"  # default for MVP
+
+    def sync_from_config(self, playlist_cfg: dict) -> List[dict]:
+        url: str = playlist_cfg.get("url")
+        mode: str = playlist_cfg.get("download_mode", "audio")
+        save_path = Path(playlist_cfg.get("save_path", "./downloads")).resolve()
+        save_path.mkdir(parents=True, exist_ok=True)
+
+        playlist_id = extract_playlist_id(url) or url
+        ext = self._mode_to_extension(mode)
+
+        items = self.scanner.scan(url, playlist_id)
+
+        sanitized: List[PlaylistItem] = []
+        for it in items:
+            safe_title = sanitize_title(it.title, it.video_id)
+            sanitized.append(
+                PlaylistItem(
+                    playlist_id=it.playlist_id,
+                    video_id=it.video_id,
+                    title=safe_title,
+                    playlist_index=it.playlist_index,
+                    local_filename=None,
+                    downloaded=False,
+                )
+            )
+
+        rows = [
+            (
+                it.playlist_id,
+                it.video_id,
+                it.title,
+                it.playlist_index,
+                None,
+                0,
+            )
+            for it in sanitized
+        ]
+        self.db.upsert_playlist_items(rows)
+
+        db_index_rows = self.db.get_items_index(playlist_id)
+        db_index: dict[str, PlaylistItem] = {}
+        for vid, row in db_index_rows.items():
+            db_index[vid] = PlaylistItem(
+                playlist_id=row["playlist_id"],
+                video_id=row["video_id"],
+                title=row["title"],
+                playlist_index=row["playlist_index"],
+                local_filename=row["local_filename"],
+                downloaded=bool(row["downloaded"]),
+            )
+
+        mode_dir = "audio" if ext == ".mp3" else "video"
+        fs_root = (save_path / mode_dir)
+        fs_entries = list_files(fs_root, [ext])
+
+        actions = self.diff.compute_actions(sanitized, db_index, fs_entries, ext)
+
+        return [
+            {
+                "type": a.type,
+                "video_id": a.item.video_id if a.item else None,
+                "from_name": a.from_name,
+                "to_name": a.to_name,
+            }
+            for a in actions
+        ]
diff --git a/src/app/core/utils/__init__.py b/src/app/core/utils/__init__.py
new file mode 100644
index 0000000..e79e960
--- /dev/null
+++ b/src/app/core/utils/__init__.py
@@ -0,0 +1 @@
+"""Utility helpers for naming, parsing, etc."""
diff --git a/src/app/core/utils/naming.py b/src/app/core/utils/naming.py
new file mode 100644
index 0000000..a699ebb
--- /dev/null
+++ b/src/app/core/utils/naming.py
@@ -0,0 +1,16 @@
+from __future__ import annotations
+
+from dataclasses import dataclass
+
+
+ILLEGAL_CHARS = '<>:"/\\|?*'
+
+
+def sanitize_title(title: str, fallback: str) -> str:
+    table = str.maketrans({c: "-" for c in ILLEGAL_CHARS})
+    safe = (title or "").translate(table).strip()
+    return safe if safe else fallback
+
+
+def make_filename(index: int, title: str, ext: str, width: int = 4) -> str:
+    return f"{index:0{width}d} - {title}{ext}"
diff --git a/src/app/core/utils/yt.py b/src/app/core/utils/yt.py
new file mode 100644
index 0000000..1dc9053
--- /dev/null
+++ b/src/app/core/utils/yt.py
@@ -0,0 +1,14 @@
+from __future__ import annotations
+
+from urllib.parse import parse_qs, urlparse
+
+
+def extract_playlist_id(url: str) -> str | None:
+    try:
+        parsed = urlparse(url)
+        qs = parse_qs(parsed.query)
+        if "list" in qs and qs.get("list"):
+            return qs.get("list", [None])[0]
+        return None
+    except Exception:
+        return None
diff --git a/src/app/main.py b/src/app/main.py
index cad5876..0c51dc4 100644
--- a/src/app/main.py
+++ b/src/app/main.py
@@ -10,12 +10,22 @@ from pathlib import Path
 
 from .config.settings import Settings
 from .core.database.db import Database
+from .core.sync.service import SyncService
 
 
 def bootstrap(db_path: Path | None = None) -> None:
     settings = Settings()
     db = Database((db_path or Path("app/data/app.db")).resolve())
-    _ = settings, db  # silence linters for now
+    service = SyncService(db)
+
+    # Iterate configured playlists and compute actions (no execution yet)
+    for pl in settings.playlists:
+        try:
+            actions = service.sync_from_config(pl)
+            # For now, just print summary for visibility during development
+            print(f"Computed {len(actions)} actions for playlist: {pl.get('url')}")
+        except Exception as exc:  # keep bootstrap resilient during early dev
+            print(f"Failed to sync playlist {pl.get('url')}: {exc}")
 
 
 if __name__ == "__main__":