diff --git a/nixos/tests/web-apps/healthchecks.nix b/nixos/tests/web-apps/healthchecks.nix
index 6915a37975cb..2f91cbad4c00 100644
--- a/nixos/tests/web-apps/healthchecks.nix
+++ b/nixos/tests/web-apps/healthchecks.nix
@@ -36,9 +36,14 @@
 
     with subtest("Manage script works"):
         # "shell" sucommand should succeed, needs python in PATH.
-        assert "foo\n" == machine.succeed("echo 'print(\"foo\")' | sudo -u healthchecks healthchecks-manage shell")
-
+        t.assertIn(
+          "\nfoo\n",
+          machine.succeed("echo 'print(\"foo\")' | sudo -u healthchecks healthchecks-manage shell")
+        )
         # Shouldn't fail if not called by healthchecks user
-        assert "foo\n" == machine.succeed("echo 'print(\"foo\")' | healthchecks-manage shell")
+        t.assertIn(
+          "\nfoo\n",
+          machine.succeed("echo 'print(\"foo\")' | healthchecks-manage shell")
+        )
   '';
 }
diff --git a/pkgs/by-name/he/healthchecks/package.nix b/pkgs/by-name/he/healthchecks/package.nix
index 2bc9f137a515..4fada25f43a9 100644
--- a/pkgs/by-name/he/healthchecks/package.nix
+++ b/pkgs/by-name/he/healthchecks/package.nix
@@ -15,14 +15,14 @@ let
 in
 py.pkgs.buildPythonApplication rec {
   pname = "healthchecks";
-  version = "3.9";
+  version = "3.11";
   format = "other";
 
   src = fetchFromGitHub {
     owner = "healthchecks";
     repo = "healthchecks";
     tag = "v${version}";
-    sha256 = "sha256-78Ku7yYhgIZ+uIMPKkExIXUOKmfiRMjEiBm2SugyD+s=";
+    sha256 = "sha256-s8qhCp+6d2rixgrduWXopiWEpBCLVKkoDjTYT0eLSN8=";
   };
 
   propagatedBuildInputs = with py.pkgs; [
@@ -38,6 +38,7 @@ py.pkgs.buildPythonApplication rec {
     psycopg2
     pycurl
     pydantic
+    pyjwt
     pyotp
     segno
     statsd