diff --git a/poetry.lock b/poetry.lock
index defd91fc..bf67f560 100644
--- a/poetry.lock
+++ b/poetry.lock
@@ -512,7 +512,7 @@ multidict = ">=4.0"
 [metadata]
 lock-version = "1.1"
 python-versions = "^3.8"
-content-hash = "c30fdf09f35a2430d64998b966b2648d1bed68a9a1e58e45339f5a1a53895263"
+content-hash = "331ed6c6b9a070807ccc984fcda1e4d8c08da999f49a96195a7f3c25356fbd73"
 
 [metadata.files]
 aiohttp = [
diff --git a/pyproject.toml b/pyproject.toml
index df7a474a..213c92e2 100644
--- a/pyproject.toml
+++ b/pyproject.toml
@@ -28,6 +28,7 @@ SQLAlchemy-Utils = "^0.37.0"
 arrow = "^1.0.3"
 colour = "^0.1.5"
 royalspells = "^3.2"
+async-timeout = "^3.0.1"
 
 [tool.poetry.dev-dependencies]
 
diff --git a/royalpack/commands/login.py b/royalpack/commands/login.py
index f2aca537..6cabf837 100644
--- a/royalpack/commands/login.py
+++ b/royalpack/commands/login.py
@@ -1,20 +1,216 @@
+import royalnet.royaltyping as t
 import royalnet.engineer as engi
 import sqlalchemy.sql as ss
 import sqlalchemy.orm as so
 import royalpack.database as db
 import royalpack.config as cfg
-import royalnet_telethon
 import royalnet_telethon.bullet.contents
 import aiohttp
 import asyncio
 import logging
 import arrow
-import datetime
+import async_timeout
+
 
 log = logging.getLogger(__name__)
 
 # FIXME: Properly handle errors in this function!
 
+
+async def enforce_private_message(msg: engi.Message) -> engi.Channel:
+    """
+    Get the private chat for an user and notify them of the switch.
+
+    :param msg: The :class:`~.engi.Message` to reply to.
+    :return: The private :class:`~.engi.Channel`.
+    """
+
+    log.debug("Sliding into DMs...")
+
+    sender: engi.User = await msg.sender
+    current: engi.Channel = await msg.channel
+    private: engi.Channel = await sender.slide()
+    if hash(current) != hash(private):
+        await msg.reply(text="👤 Ti sto inviando un messaggio in chat privata contenente le istruzioni per il login!")
+    return private
+
+
+async def device_code_request(
+        http_session: aiohttp.ClientSession,
+        client_id: str,
+        device_url: str,
+        scopes: list[str],
+) -> t.JSON:
+    """
+    Request a OAuth2 device code (which can be exchanged for an access token once the user has given us the
+    authorization to do so).
+
+    :param http_session: The :class:`aiohttp.ClientSession` to use.
+    :param client_id: The OAuth2 Client ID.
+    :param device_url: The URL where device codes can be obtained.
+    :param scopes: A :class:`list` of scopes to require from the user.
+
+    :return: The JSON response received from the Identity Provider.
+    """
+
+    log.debug("Requesting device code...")
+
+    async with http_session.post(device_url, data={
+        "client_id": client_id,
+        "scope": " ".join(scopes),
+    }) as request:
+        return await request.json()
+
+
+async def prompt_login(channel: engi.Channel, verification_url: str, user_code: str) -> None:
+    """
+    Ask the user to login.
+
+    :param channel: The :class:`~.engi.Channel` to send the message in.
+    :param verification_url: The URL where the user can approve / reject the token.
+    :param user_code: Human-friendly view of the device code.
+    """
+
+    log.debug("Asking user to login...")
+
+    await channel.send_message(
+    text=f"🌍 Effettua il RYGlogin al seguente URL, poi premi Confirm:\n"
+         f"{verification_url}\n"
+         f"\n"
+         f"(Codice: {user_code})"
+    )
+
+
+async def device_code_exchange(
+        http_session: aiohttp.ClientSession,
+        client_id: str,
+        token_url: str,
+        device_code: str,
+        sleep_time: float,
+):
+    """
+    Check if the user has authorized the device code, and try to exchange it for an access token.
+
+    :return: The JSON response received from the Identity Provider.
+    """
+
+    log.debug("Starting validation process...")
+
+    while True:
+        log.debug(f"Sleeping for {sleep_time}s...")
+        await asyncio.sleep(sleep_time)
+
+        async with http_session.post(token_url, data={
+            "client_id": client_id,
+            "grant_type": "urn:ietf:params:oauth:grant-type:device_code",
+            "device_code": device_code,
+        }) as request:
+            response = await request.json()
+            if "error" in response:
+                log.debug(f"Response returned error {response['error']!r}, retrying...")
+                continue
+            elif "access_token" in response:
+                log.debug(f"Obtained access token!")
+                return response
+            else:
+                log.error(f"Didn't get an access token, but didn't get an error either?!")
+                continue
+
+
+async def get_user_info(
+        http_session: aiohttp.ClientSession,
+        userinfo_url: str,
+        token_type: str,
+        access_token: str,
+):
+    """
+    Get the userinfo of an user.
+
+    :param http_session: The :class:`aiohttp.ClientSession` to use.
+    :param userinfo_url: The URL where the user info is obtained.
+    :param token_type: The type of the token returned by the Identity Provider (usually ``"Bearer"``)
+    :param access_token: The access token to use.
+    :return:
+    """
+
+    log.debug("Getting user info...")
+
+    async with http_session.post(userinfo_url, headers={
+        "Authorization": f"{token_type} {access_token}"
+    }) as request:
+        return await request.json()
+
+
+async def notify_expiration(channel: engi.Channel) -> None:
+    """
+    Notify the user of the device code expiration.
+
+    :param channel: The :class:`~.engi.Channel` to send the message in.
+    """
+
+    log.debug("Notifying the user of the expiration...")
+
+    await channel.send_message(
+        text=f"🕒 Il codice dispositivo è scaduto e il login è stato annullato. "
+             f"Fai il login più in fretta la prossima volta! :)",
+    )
+
+
+async def register_user_generic(
+        session: so.Session,
+        user_info: dict[str, t.Any],
+) -> db.User:
+    """
+    Sync the user info with the data inside the database.
+
+    :param session: The :class:`~.so.Session` to use.
+    :param user_info: The user_info obtained by the Identity Provider.
+    :return: The created/updated :class:`.db.User`.
+    """
+
+    log.debug("Syncing generic user...")
+
+    user = db.User(
+        sub=user_info['sub'],
+        last_update=arrow.now(),
+        name=user_info['name'],
+        nickname=user_info['nickname'],
+        avatar=user_info['picture'],
+        email=user_info['email'],
+    )
+    session.merge(user)
+    return user
+
+
+async def register_user_telethon(
+        session: so.Session,
+        user_info: dict[str, t.Any],
+        telethon_user,
+) -> db.TelegramAccount:
+    """
+    Sync an user's Telegram account via a Telethon message.
+
+    :param session: The :class:`~.so.Session` to use.
+    :param user_info: The user_info obtained by the Identity Provider.
+    :param telethon_user: The telethon user to base the user data on.
+    :return: The created/updated :class:`~.db.TelegramAccount`
+    """
+
+    log.debug("Syncing telethon user...")
+
+    tg = db.TelegramAccount(
+        user_fk=user_info["sub"],
+        id=telethon_user.id,
+        first_name=telethon_user.first_name,
+        last_name=telethon_user.last_name,
+        username=telethon_user.username,
+        avatar_url=None,  # TODO: avatars
+    )
+    session.merge(tg)
+    return tg
+
+
+
 @engi.use_database(db.lazy_session_class)
 @engi.TeleportingConversation
 async def login(*, _msg: engi.Message, _session: so.Session, _imp, **__):
@@ -24,119 +220,56 @@ async def login(*, _msg: engi.Message, _session: so.Session, _imp, **__):
     log.debug("Evaluating config...")
     config = cfg.lazy_config.evaluate()
 
-    log.debug("Sliding into DMs...")
-    sender: engi.User = await _msg.sender
-    current: engi.Channel = await _msg.channel
-    private: engi.Channel = await sender.slide()
-    if hash(current) != hash(private):
-        await _msg.reply(text="👤 Ti ho inviato un messaggio in chat privata contenente le istruzioni per il login!")
+    private = await enforce_private_message(msg=_msg)
 
     async with aiohttp.ClientSession() as http_session:
 
-        log.debug("Generating device code...")
-        async with http_session.post(config["auth.url.device"], data={
-            "client_id": config["auth.client.id"],
-            "scope": "profile email openid",
-            "prompt": "consent",
-        }) as request:
-            response = await request.json()
-            start = arrow.now()
+        dc = await device_code_request(
+            http_session=http_session,
+            client_id=config["auth.client.id"],
+            device_url=config["auth.url.device"],
+            scopes=["profile", "email", "openid"],
+        )
 
-            log.debug("Asking user to login...")
-            await private.send_message(
-                text=f"🌍 Effettua il RYGlogin al seguente URL, poi premi Confirm:\n"
-                     f"{response['verification_uri_complete']}\n"
-                     f"\n"
-                     f"(Codice: {response['user_code']})"
+        await prompt_login(
+            channel=private,
+            verification_url=dc['verification_uri_complete'],
+            user_code=dc['user_code']
+        )
+
+        try:
+            async with async_timeout.timeout(dc["expires_in"]):
+                at = await device_code_exchange(
+                    http_session=http_session,
+                    client_id=config["auth.client.id"],
+                    token_url=config["auth.url.token"],
+                    device_code=dc["device_code"],
+                    sleep_time=9
+                )
+        except asyncio.TimeoutError:
+            await notify_expiration(
+                channel=private
             )
-
-        expiration = start + datetime.timedelta(seconds=response["expires_in"])
-        while arrow.now() < expiration:
-            log.debug("Sleeping for 10 seconds...")
-            await asyncio.sleep(10)
-
-            async with http_session.post(config["auth.url.token"], data={
-                "client_id": config["auth.client.id"],
-                "grant_type": "urn:ietf:params:oauth:grant-type:device_code",
-                "device_code": response["device_code"],
-            }) as request:
-                response = await request.json()
-                if "error" in response:
-                    log.debug(f"Response returned error {response['error']!r}, retrying...")
-                    continue
-                elif "access_token" in response:
-                    log.debug(f"Obtained access token...")
-                    break
-                else:
-                    log.error(f"Didn't get an access token, but didn't get an error either?!")
-                    continue
-        else:
-            log.debug("Login request expired.")
-            await private.send_message(text="🕒 La tua richiesta di login è scaduta. "
-                                            "Riinvia il comando per ricominciare!")
             return
 
-        async with http_session.post(config["auth.url.userinfo"], headers={
-            "Authorization": f"{response['token_type']} {response['access_token']}"
-        }) as request:
-            response = await request.json()
+        ui = await get_user_info(
+            http_session=http_session,
+            userinfo_url=config["auth.url.userinfo"],
+            token_type=at["token_type"],
+            access_token=at["access_token"],
+        )
 
-    log.debug("Checking if the user already exists...")
-    user: db.User = _session.execute(
-        ss.select(db.User).where(db.User.sub == response["sub"])
-    ).scalar()
-
-    log.debug("Creating user dict...")
-    user_dict = {
-        "sub": response['sub'],
-        "last_update": arrow.now(),
-        "name": response['name'],
-        "nickname": response['nickname'],
-        "avatar": response['picture'],
-        "email": response['email'],
-    }
-
-    if user is None:
-        log.info(f"Creating new user: {response['sub']}")
-        user = db.User(**user_dict)
-        _session.add(user)
-    else:
-        log.debug(f"Updating existing user: {response['sub']}")
-        user.update(**user_dict)
+    user = await register_user_generic(session=_session, user_info=ui)
 
     if isinstance(_imp, royalnet_telethon.TelethonPDAImplementation):
-        log.debug("Found out I'm running on Telethon...")
-
-        sender: royalnet_telethon.bullet.contents.TelegramUser
-
-        log.debug("Checking if the TelegramAccount already exists...")
-        tg: db.TelegramAccount = _session.execute(
-            ss.select(db.TelegramAccount).where(db.TelegramAccount.id == sender._user.id)
-        ).scalar()
-
-        log.debug("Creating tg_dict...")
-        tg_dict = {
-            "user_fk": response["sub"],
-            "id": sender._user.id,
-            "first_name": sender._user.first_name,
-            "last_name": sender._user.last_name,
-            "username": sender._user.username,
-            "avatar_url": None,  # TODO: avatars
-        }
-
-        if tg is None:
-            log.info(f"Creating new TelegramAccount: {sender._user.id}")
-            tg = db.TelegramAccount(**tg_dict)
-            _session.add(tg)
-        else:
-            log.debug(f"Updating existing TelegramAccount: {sender._user.id}")
-            tg.update(**tg_dict)
+        sender = await _msg.sender
+        tg = await register_user_telethon(session=_session, user_info=ui, telethon_user=sender._user)
 
     log.debug(f"Committing session...")
     _session.commit()
 
     log.debug(f"Done, notifying the user...")
-    await private.send_message(text=f"✅ Login riuscito! Sei loggato come {response['name']}!")
+    await private.send_message(text=f"✅ Login riuscito! Sei loggato come {user.name}!")
 
 
 __all__ = ("login",)