diff --git a/.github/workflows/test.yml b/.github/workflows/test.yml
index 9e910923..14b4c400 100644
--- a/.github/workflows/test.yml
+++ b/.github/workflows/test.yml
@@ -10,14 +10,18 @@ jobs:
       fail-fast: false
       max-parallel: 5
       matrix:
-        python-version: ['3.7', '3.8', '3.9', '3.10']
-        django-version: ['2.2', '3.1', '3.2', 'main']
+        python-version: ['3.8', '3.9', '3.10', '3.11', '3.12', '3.13']
+        django-version: ['4.2', '5.0', '5.1', 'main']
         exclude:
           # No such tox envs:
-          - {python-version: '3.7', django-version: 'main'}
-          - {python-version: '3.10', django-version: '2.2'}
-          - {python-version: '3.10', django-version: '3.1'}
-          - {python-version: '3.10', django-version: '3.2'}
+          - {python-version: '3.8', django-version: 'main'}
+          - {python-version: '3.9', django-version: 'main'}
+          - {python-version: '3.8', django-version: '5.0'}
+          - {python-version: '3.9', django-version: '5.0'}
+          - {python-version: '3.8', django-version: '5.1'}
+          - {python-version: '3.9', django-version: '5.1'}
+          - {python-version: '3.13', django-version: '4.2'}
+          - {python-version: '3.13', django-version: '5.0'}
 
     steps:
     - uses: actions/checkout@v2
diff --git a/CHANGES.rst b/CHANGES.rst
index 389d676d..93b99c79 100644
--- a/CHANGES.rst
+++ b/CHANGES.rst
@@ -1,6 +1,15 @@
 Changes
 =======
 
+1.0(unreleased)
+---------------
+- Drop support for Django <4.2
+- Drop support for Python <3.8
+- Add support for Django 4.2, 5.0, 5.1
+- Add support for Python 3.11, 3.12
+- Fix Compatibility issues with Django 5.1
+
+
 1.0b1 (unreleased)
 ------------------
 - Add support for Django 3.1
diff --git a/README.rst b/README.rst
index 784f8a33..b4f45331 100644
--- a/README.rst
+++ b/README.rst
@@ -54,7 +54,7 @@ soon as near-full coverage is reached.
 
 Compatibility
 =============
-Currently, django-newsletter officially supports Django 2.2.x LTS, 3.1.x and 3.2.x and Python 3.7 through 3.10.
+Currently, django-newsletter officially supports Django 4.2.x LTS, 5.0.x and 5.1.x and Python 3.8 through 3.12.
 
 Requirements
 ============
diff --git a/newsletter/__init__.py b/newsletter/__init__.py
index 6b350941..8ad5651d 100644
--- a/newsletter/__init__.py
+++ b/newsletter/__init__.py
@@ -1,7 +1,7 @@
-from pkg_resources import get_distribution, DistributionNotFound
+from importlib.metadata import version, PackageNotFoundError
 
 try:
-    __version__ = get_distribution("django-newsletter").version
-except DistributionNotFound:
+    __version__ = version("django-newsletter")
+except PackageNotFoundError:
     # package is not installed
     __version__ = None
diff --git a/newsletter/migrations/0009_alter_article_id_alter_attachment_id_and_more.py b/newsletter/migrations/0009_alter_article_id_alter_attachment_id_and_more.py
new file mode 100644
index 00000000..63653e88
--- /dev/null
+++ b/newsletter/migrations/0009_alter_article_id_alter_attachment_id_and_more.py
@@ -0,0 +1,54 @@
+# Generated by Django 5.0.6 on 2024-05-08 15:28
+
+from django.db import migrations, models
+
+
+class Migration(migrations.Migration):
+    dependencies = [
+        ("newsletter", "0008_longer_subscription_name"),
+    ]
+
+    operations = [
+        migrations.AlterField(
+            model_name="article",
+            name="id",
+            field=models.BigAutoField(
+                auto_created=True, primary_key=True, serialize=False, verbose_name="ID"
+            ),
+        ),
+        migrations.AlterField(
+            model_name="attachment",
+            name="id",
+            field=models.BigAutoField(
+                auto_created=True, primary_key=True, serialize=False, verbose_name="ID"
+            ),
+        ),
+        migrations.AlterField(
+            model_name="message",
+            name="id",
+            field=models.BigAutoField(
+                auto_created=True, primary_key=True, serialize=False, verbose_name="ID"
+            ),
+        ),
+        migrations.AlterField(
+            model_name="newsletter",
+            name="id",
+            field=models.BigAutoField(
+                auto_created=True, primary_key=True, serialize=False, verbose_name="ID"
+            ),
+        ),
+        migrations.AlterField(
+            model_name="submission",
+            name="id",
+            field=models.BigAutoField(
+                auto_created=True, primary_key=True, serialize=False, verbose_name="ID"
+            ),
+        ),
+        migrations.AlterField(
+            model_name="subscription",
+            name="id",
+            field=models.BigAutoField(
+                auto_created=True, primary_key=True, serialize=False, verbose_name="ID"
+            ),
+        ),
+    ]
diff --git a/newsletter/models.py b/newsletter/models.py
index 0e945555..a13f2ef3 100644
--- a/newsletter/models.py
+++ b/newsletter/models.py
@@ -1,4 +1,5 @@
 import logging
+import sys
 import os
 import time
 from datetime import datetime
@@ -17,7 +18,7 @@
 from django.utils.timezone import now
 from django.urls import reverse
 
-from distutils.version import LooseVersion
+# from distutils.version import LooseVersion
 
 from .fields import DynamicImageField
 from .utils import (
@@ -740,8 +741,11 @@ def get_absolute_url(self):
 def get_address(name, email):
     # Converting name to ascii for compatibility with django < 1.9.
     # Remove this when django 1.8 is no longer supported.
-    if LooseVersion(django.get_version()) < LooseVersion('1.9'):
-        name = name.encode('ascii', 'ignore').decode('ascii').strip()
+    # if LooseVersion(django.get_version()) < LooseVersion('1.9'):
+    #     name = name.encode('ascii', 'ignore').decode('ascii').strip()
+    # Assuming django.get_version() returns a string like '1.8.18'
+    django_version = tuple(map(int, django.get_version().split('.')))
+    name = name.encode('ascii', 'ignore').decode('ascii').strip() if django_version < (1, 9) else name
     if name:
         return f'{name} <{email}>'
     else:
diff --git a/setup.py b/setup.py
index 7bfb5ed4..0ad7d410 100755
--- a/setup.py
+++ b/setup.py
@@ -43,7 +43,7 @@
     ),
     long_description=README,
     install_requires=[
-        "Django>=2.2.16",
+        "Django>=4.2",
         "python-card-me<1.0",
         "ldif3<3.2",
         "chardet",
@@ -55,23 +55,24 @@
     url='http://github.com/jazzband/django-newsletter/',
     packages=find_packages(exclude=("tests", "test_project")),
     include_package_data=True,
-    python_requires='>=3.7',
+    python_requires='>=3.8',
     classifiers=[
         'Development Status :: 6 - Mature',
         'Environment :: Web Environment',
         'Framework :: Django',
-        'Framework :: Django :: 2.2',
-        'Framework :: Django :: 3.1',
-        'Framework :: Django :: 3.2',
+        'Framework :: Django :: 4.2',
+        'Framework :: Django :: 5.0',
+        'Framework :: Django :: 5.2',
         'Intended Audience :: Developers',
         'License :: OSI Approved :: GNU Affero General Public License v3',
         'Operating System :: OS Independent',
         'Programming Language :: Python',
         'Programming Language :: Python :: 3',
-        'Programming Language :: Python :: 3.7',
         'Programming Language :: Python :: 3.8',
         'Programming Language :: Python :: 3.9',
         'Programming Language :: Python :: 3.10',
+        'Programming Language :: Python :: 3.11',
+        'Programming Language :: Python :: 3.12',
         'Programming Language :: Python :: 3 :: Only',
         'Topic :: Utilities'
     ],
diff --git a/tests/test_admin.py b/tests/test_admin.py
index 6ae80fbf..fac5354e 100644
--- a/tests/test_admin.py
+++ b/tests/test_admin.py
@@ -315,7 +315,7 @@ def test_message_with_attachment_admin(self):
 
         change_url = reverse('admin:newsletter_message_change', args=(self.message_with_attachment.pk,))
         response = self.client.get(change_url)
-        self.assertContains(response, '<h2>Attachments</h2>', html=True)
+        self.assertContains(response, '<a href="/tests/files/sample.txt">tests/files/sample.txt</a>', html=True)
 
 
 class MessageAdminTests(AdminTestMixin, TestCase):
diff --git a/tests/test_init.py b/tests/test_init.py
new file mode 100644
index 00000000..8e9a3905
--- /dev/null
+++ b/tests/test_init.py
@@ -0,0 +1,19 @@
+from django.test import TestCase
+from importlib.metadata import version, PackageNotFoundError
+from newsletter import __version__
+
+class TestNewsletterInit(TestCase):
+
+    def test_version(self):
+        try:
+            expected_version = version("django-newsletter")
+        except PackageNotFoundError:
+            expected_version = None
+        self.assertEqual(__version__, expected_version)
+
+    def test_not_existing_version(self):
+        try:
+            expected_version = version("django-not-existing-newsletter")
+        except PackageNotFoundError:
+            expected_version = None
+        self.assertIsNone(expected_version)
diff --git a/tests/test_validators.py b/tests/test_validators.py
index 759ef330..9dce068f 100644
--- a/tests/test_validators.py
+++ b/tests/test_validators.py
@@ -15,7 +15,7 @@ def test_validate_email_nouser_noerror(self):
     def test_validate_email_nouser_error(self):
         """ Test validate_email_nouser where error is raised. """
         User = get_user_model()
-        password = User.objects.make_random_password()
+        password = 'testpassword123'
         user = User.objects.create_user(
             'john', 'lennon@thebeatles.com', password)
         user.save()
diff --git a/tests/test_web.py b/tests/test_web.py
index 5cfa771c..76443c48 100644
--- a/tests/test_web.py
+++ b/tests/test_web.py
@@ -582,7 +582,7 @@ def test_subscribe_request_post_existinguser_email(self):
         """ Post the subscription form without email shoud fail. """
 
         User = get_user_model()
-        password = User.objects.make_random_password()
+        password = 'testpassword123'
         user = User.objects.create_user(
             'john', 'lennon@thebeatles.com', password)
         user.save()
@@ -781,7 +781,7 @@ def test_user_update(self):
         """
 
         User = get_user_model()
-        password = User.objects.make_random_password()
+        password = 'testpassword123'
         user = User.objects.create_user(
             'john', 'lennon@thebeatles.com', password)
         user.save()
@@ -1055,7 +1055,7 @@ def test_update_request_post_existinguser_email(self):
         """ Post the update form without email shoud fail. """
 
         User = get_user_model()
-        password = User.objects.make_random_password()
+        password = 'testpassword123'
         user = User.objects.create_user(
             'john', 'lennon@thebeatles.com', password)
         user.save()
diff --git a/tox.ini b/tox.ini
index d00ab7d2..10870188 100644
--- a/tox.ini
+++ b/tox.ini
@@ -1,21 +1,21 @@
 [tox]
 envlist =
-    py{37,38,39}-dj{22,31,32}
-    py{38,39,310}-djmain
+    py{38,39,310,311,312}-dj{42}
+    py{310,311,312}-dj{50}
+    py{310,311,312,313}-dj{51}
+    py{310,311,312,313}-djmain
 
 [testenv]
 deps =
     coverage
     django-imperavi
-    # TinyMCE above 3 doesn't support Python 3.5 anymore.
-    # TODO: Remove version freeze when Django 2.2 LTS support is dropped, early 2022.
-    django-tinymce<3
+    django-tinymce
     pytz
     webtest
     django-webtest
-    dj22: Django>=2.2,<3.0
-    dj31: Django>=3.1,<3.2
-    dj32: Django>=3.2,<3.3
+    dj42: Django>=4.2,<4.3
+    dj50: Django>=5.0,<5.1
+    dj51: Django>=5.1,<5.2
     djmain: https://github.com/django/django/archive/main.tar.gz
 usedevelop = True
 ignore_outcome =
@@ -30,14 +30,16 @@ setenv =
 
 [gh-actions]
 python =
-    3.7: py37
     3.8: py38
     3.9: py39
     3.10: py310
+    3.11: py311
+    3.12: py312
+    3.13: py313
 
 [gh-actions:env]
 DJANGO =
-    2.2: dj22
-    3.1: dj31
-    3.2: dj32
+    4.2: dj42
+    5.0: dj50
+    5.1: dj51
     main: djmain