diff --git a/certbot/CHANGELOG.md b/certbot/CHANGELOG.md
index 9f5ce6226..8e5a7bc78 100644
--- a/certbot/CHANGELOG.md
+++ b/certbot/CHANGELOG.md
@@ -6,7 +6,7 @@ Certbot adheres to [Semantic Versioning](https://semver.org/).
 
 ### Added
 
-*
+* Require explicit confirmation of snap plugin permissions before connecting.
 
 ### Changed
 
diff --git a/certbot/certbot/compat/filesystem.py b/certbot/certbot/compat/filesystem.py
index e44e1b32a..5a1c2c874 100644
--- a/certbot/certbot/compat/filesystem.py
+++ b/certbot/certbot/compat/filesystem.py
@@ -237,8 +237,19 @@ def makedirs(file_path, mode=0o777):
                      will be applied if ``None``
     """
     if POSIX_MODE:
-        return os.makedirs(file_path, mode)
+        # Since Python 3.7, os.makedirs does not set the given mode to the intermediate directories
+        # that could be created in the process. To keep things safe and consistent on all
+        # Python versions, we set the umask accordingly to have all directories (intermediate and
+        # leaf) created with the given mode.
+        current_umask = os.umask(0)
+        try:
+            os.umask(current_umask | 0o777 ^ mode)
+            return os.makedirs(file_path, mode)
+        finally:
+            os.umask(current_umask)
 
+    # TODO: Windows does not support umask. A specific PR (#7967) is handling this, and will need
+    #       to add appropriate umask call for the Windows part of the logic below.
     orig_mkdir_fn = os.mkdir
     try:
         # As we know that os.mkdir is called internally by os.makedirs, we will swap the function in
diff --git a/certbot/tests/compat/filesystem_test.py b/certbot/tests/compat/filesystem_test.py
index 3f6a5ec1d..b20ee0e54 100644
--- a/certbot/tests/compat/filesystem_test.py
+++ b/certbot/tests/compat/filesystem_test.py
@@ -1,6 +1,7 @@
 """Tests for certbot.compat.filesystem"""
 import contextlib
 import errno
+import stat
 import unittest
 
 try:
@@ -280,6 +281,26 @@ class WindowsMkdirTests(test_util.TempDirTestCase):
         self.assertEqual(original_mkdir, std_os.mkdir)
 
 
+# TODO: This test can be used both by Linux and Windows once on #7967
+@unittest.skipUnless(POSIX_MODE, reason='Needs umask to succeed, and Windows does not have it')
+class LinuxMkdirTests(test_util.TempDirTestCase):
+    """Unit tests for Linux mkdir + makedirs functions in filesystem module"""
+    def test_makedirs_correct_permissions(self):
+        path = os.path.join(self.tempdir, 'dir')
+        subpath = os.path.join(path, 'subpath')
+
+        previous_umask = os.umask(0o022)
+
+        try:
+            filesystem.makedirs(subpath, 0o700)
+
+            import os as std_os  # pylint: disable=os-module-forbidden
+            assert stat.S_IMODE(std_os.stat(path).st_mode) == 0o700
+            assert stat.S_IMODE(std_os.stat(subpath).st_mode) == 0o700
+        finally:
+            os.umask(previous_umask)
+
+
 class CopyOwnershipAndModeTest(test_util.TempDirTestCase):
     """Tests about copy_ownership_and_apply_mode, copy_ownership_and_mode and has_same_ownership"""
     def setUp(self):
diff --git a/snap/hooks/configure b/snap/hooks/configure
new file mode 100644
index 000000000..2678c47b2
--- /dev/null
+++ b/snap/hooks/configure
@@ -0,0 +1,3 @@
+#!/bin/bash -e
+
+exit 0
diff --git a/snap/hooks/prepare-plug-plugin b/snap/hooks/prepare-plug-plugin
new file mode 100644
index 000000000..ee309addf
--- /dev/null
+++ b/snap/hooks/prepare-plug-plugin
@@ -0,0 +1,11 @@
+#!/bin/bash -e
+
+if [ "$(snapctl get trust-plugin-with-root)" = "ok" ]; then
+    # allow the connection, but reset config to allow for other slots to go through this auth flow
+    snapctl unset trust-plugin-with-root
+    exit 0
+else
+    echo "Only connect this interface if you trust the plugin author to have root on the system"
+    echo "Run \`snap set $SNAP_NAME trust-plugin-with-root=ok\` to acknowledge this and then run this command again to perform the connection"
+    exit 1
+fi