diff --git a/authentik/outposts/models.py b/authentik/outposts/models.py
index f3739231e..f09792f21 100644
--- a/authentik/outposts/models.py
+++ b/authentik/outposts/models.py
@@ -13,7 +13,7 @@ from django.utils.translation import gettext_lazy as _
 from guardian.models import UserObjectPermission
 from guardian.shortcuts import assign_perm
 from model_utils.managers import InheritanceManager
-from packaging.version import LegacyVersion, Version, parse
+from packaging.version import Version, parse
 from rest_framework.serializers import Serializer
 from structlog.stdlib import get_logger
 
@@ -429,7 +429,7 @@ class OutpostState:
     channel_ids: list[str] = field(default_factory=list)
     last_seen: Optional[datetime] = field(default=None)
     version: Optional[str] = field(default=None)
-    version_should: Version | LegacyVersion = field(default=OUR_VERSION)
+    version_should: Version = field(default=OUR_VERSION)
     build_hash: str = field(default="")
     hostname: str = field(default="")
 
diff --git a/poetry.lock b/poetry.lock
index 79f7da910..68762e477 100644
--- a/poetry.lock
+++ b/poetry.lock
@@ -1,5 +1,3 @@
-# This file is automatically @generated by Poetry and should not be changed by hand.
-
 [[package]]
 name = "aiohttp"
 version = "3.8.3"
@@ -7,7 +5,2129 @@ description = "Async http client/server framework (asyncio)"
 category = "main"
 optional = false
 python-versions = ">=3.6"
-files = [
+
+[package.dependencies]
+aiosignal = ">=1.1.2"
+async-timeout = ">=4.0.0a3,<5.0"
+attrs = ">=17.3.0"
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+frozenlist = ">=1.1.1"
+multidict = ">=4.5,<7.0"
+yarl = ">=1.0,<2.0"
+
+[package.extras]
+speedups = ["Brotli", "aiodns", "cchardet"]
+
+[[package]]
+name = "aiosignal"
+version = "1.3.1"
+description = "aiosignal: a list of registered asynchronous callbacks"
+category = "main"
+optional = false
+python-versions = ">=3.7"
+
+[package.dependencies]
+frozenlist = ">=1.1.0"
+
+[[package]]
+name = "amqp"
+version = "5.1.1"
+description = "Low-level AMQP client for Python (fork of amqplib)."
+category = "main"
+optional = false
+python-versions = ">=3.6"
+
+[package.dependencies]
+vine = ">=5.0.0"
+
+[[package]]
+name = "anyio"
+version = "3.6.2"
+description = "High level compatibility layer for multiple asynchronous event loop implementations"
+category = "main"
+optional = false
+python-versions = ">=3.6.2"
+
+[package.dependencies]
+idna = ">=2.8"
+sniffio = ">=1.1"
+
+[package.extras]
+doc = ["packaging", "sphinx-autodoc-typehints (>=1.2.0)", "sphinx-rtd-theme"]
+test = ["contextlib2", "coverage[toml] (>=4.5)", "hypothesis (>=4.0)", "mock (>=4)", "pytest (>=7.0)", "pytest-mock (>=3.6.1)", "trustme", "uvloop (<0.15)", "uvloop (>=0.15)"]
+trio = ["trio (>=0.16,<0.22)"]
+
+[[package]]
+name = "asgiref"
+version = "3.5.2"
+description = "ASGI specs, helper code, and adapters"
+category = "main"
+optional = false
+python-versions = ">=3.7"
+
+[package.extras]
+tests = ["mypy (>=0.800)", "pytest", "pytest-asyncio"]
+
+[[package]]
+name = "asn1crypto"
+version = "1.5.1"
+description = "Fast ASN.1 parser and serializer with definitions for private keys, public keys, certificates, CRL, OCSP, CMS, PKCS#3, PKCS#7, PKCS#8, PKCS#12, PKCS#5, X.509 and TSP"
+category = "main"
+optional = false
+python-versions = "*"
+
+[[package]]
+name = "astroid"
+version = "2.12.13"
+description = "An abstract syntax tree for Python with inference support."
+category = "dev"
+optional = false
+python-versions = ">=3.7.2"
+
+[package.dependencies]
+lazy-object-proxy = ">=1.4.0"
+wrapt = {version = ">=1.14,<2", markers = "python_version >= \"3.11\""}
+
+[[package]]
+name = "async-generator"
+version = "1.10"
+description = "Async generators and context managers for Python 3.5+"
+category = "dev"
+optional = false
+python-versions = ">=3.5"
+
+[[package]]
+name = "async-timeout"
+version = "4.0.2"
+description = "Timeout context manager for asyncio programs"
+category = "main"
+optional = false
+python-versions = ">=3.6"
+
+[[package]]
+name = "attrs"
+version = "22.1.0"
+description = "Classes Without Boilerplate"
+category = "main"
+optional = false
+python-versions = ">=3.5"
+
+[package.extras]
+dev = ["cloudpickle", "coverage[toml] (>=5.0.2)", "furo", "hypothesis", "mypy (>=0.900,!=0.940)", "pre-commit", "pympler", "pytest (>=4.3.0)", "pytest-mypy-plugins", "sphinx", "sphinx-notfound-page", "zope.interface"]
+docs = ["furo", "sphinx", "sphinx-notfound-page", "zope.interface"]
+tests = ["cloudpickle", "coverage[toml] (>=5.0.2)", "hypothesis", "mypy (>=0.900,!=0.940)", "pympler", "pytest (>=4.3.0)", "pytest-mypy-plugins", "zope.interface"]
+tests-no-zope = ["cloudpickle", "coverage[toml] (>=5.0.2)", "hypothesis", "mypy (>=0.900,!=0.940)", "pympler", "pytest (>=4.3.0)", "pytest-mypy-plugins"]
+
+[[package]]
+name = "autobahn"
+version = "22.7.1"
+description = "WebSocket client & server library, WAMP real-time framework"
+category = "main"
+optional = false
+python-versions = ">=3.7"
+
+[package.dependencies]
+cryptography = ">=3.4.6"
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+
+[package.extras]
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+compress = ["python-snappy (>=0.6.0)"]
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+encryption = ["pynacl (>=1.4.0)", "pyopenssl (>=20.0.1)", "pytrie (>=0.4.0)", "qrcode (>=7.3.1)", "service_identity (>=18.1.0)"]
+nvx = ["cffi (>=1.14.5)"]
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+
+[[package]]
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+category = "main"
+optional = false
+python-versions = "*"
+
+[package.dependencies]
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+[package.extras]
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+
+[[package]]
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+description = "A tool that automatically formats Python code to conform to the PEP 8 style guide"
+category = "dev"
+optional = false
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+
+[package.dependencies]
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+[package.dependencies]
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+[package.extras]
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+toml = ["toml"]
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+[package.extras]
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+[package.extras]
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+[package.extras]
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+[package.extras]
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+
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@@ -3695,15 +3760,7 @@ files = [
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 ]
-
-[[package]]
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-category = "main"
-optional = false
-python-versions = "!=3.0.*,!=3.1.*,!=3.2.*,!=3.3.*,!=3.4.*,>=2.7"
-files = [
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@@ -3769,30 +3826,11 @@ files = [
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 ]
-
-[[package]]
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-version = "1.2.0"
-description = "WebSockets state-machine based protocol implementation"
-category = "main"
-optional = false
-python-versions = ">=3.7.0"
-files = [
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 ]
-
-[package.dependencies]
-h11 = ">=0.9.0,<1"
-
-[[package]]
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-version = "1.3.13"
-description = "Python bindings for the XML Security Library"
-category = "main"
-optional = false
-python-versions = ">=3.5"
-files = [
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@@ -3807,18 +3845,7 @@ files = [
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 ]
-
-[package.dependencies]
-lxml = ">=3.8"
-
-[[package]]
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-version = "1.8.1"
-description = "Yet another URL library"
-category = "main"
-optional = false
-python-versions = ">=3.7"
-files = [
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@@ -3879,35 +3906,11 @@ files = [
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 ]
-
-[package.dependencies]
-idna = ">=2.0"
-multidict = ">=4.0"
-
-[[package]]
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-version = "3.10.0"
-description = "Backport of pathlib-compatible object wrapper for zip files"
-category = "dev"
-optional = false
-python-versions = ">=3.7"
-files = [
+zipp = [
     {file = "zipp-3.10.0-py3-none-any.whl", hash = "sha256:4fcb6f278987a6605757302a6e40e896257570d11c51628968ccb2a47e80c6c1"},
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-[package.extras]
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-testing = ["flake8 (<5)", "func-timeout", "jaraco.functools", "jaraco.itertools", "more-itertools", "pytest (>=6)", "pytest-black (>=0.3.7)", "pytest-checkdocs (>=2.4)", "pytest-cov", "pytest-enabler (>=1.3)", "pytest-flake8", "pytest-mypy (>=0.9.1)"]
-
-[[package]]
-name = "zope-interface"
-version = "5.5.1"
-description = "Interfaces for Python"
-category = "main"
-optional = false
-python-versions = ">=2.7, !=3.0.*, !=3.1.*, !=3.2.*, !=3.3.*, !=3.4.*"
-files = [
+zope-interface = [
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@@ -3948,27 +3951,6 @@ files = [
     {file = "zope.interface-5.5.1-cp39-cp39-win_amd64.whl", hash = "sha256:8343536ea4ee15d6525e3e726bb49ffc3f2034f828a49237a36be96842c06e7c"},
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 ]
-
-[package.dependencies]
-setuptools = "*"
-
-[package.extras]
-docs = ["Sphinx", "repoze.sphinx.autointerface"]
-test = ["coverage (>=5.0.3)", "zope.event", "zope.testing"]
-testing = ["coverage (>=5.0.3)", "zope.event", "zope.testing"]
-
-[[package]]
-name = "zxcvbn"
-version = "4.4.28"
-description = ""
-category = "main"
-optional = false
-python-versions = "*"
-files = [
+zxcvbn = [
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 ]
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-python-versions = "^3.11"
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