diff --git a/nixos/modules/services/misc/pinnwand.nix b/nixos/modules/services/misc/pinnwand.nix
index 294769861111..5fca9f4125a8 100644
--- a/nixos/modules/services/misc/pinnwand.nix
+++ b/nixos/modules/services/misc/pinnwand.nix
@@ -19,29 +19,66 @@ in
     };
 
     settings = mkOption {
-      type = format.type;
+      default = {};
       description = lib.mdDoc ''
         Your {file}`pinnwand.toml` as a Nix attribute set. Look up
-        possible options in the [pinnwand.toml-example](https://github.com/supakeen/pinnwand/blob/master/pinnwand.toml-example).
+        possible options in the [documentation](https://pinnwand.readthedocs.io/en/v${pkgs.pinnwand.version}/configuration.html).
       '';
-      default = {};
+      type = types.submodule {
+        freeformType = format.type;
+        options = {
+          database_uri = mkOption {
+            type = types.str;
+            default = "sqlite:////var/lib/pinnwand/pinnwand.db";
+            example = "sqlite:///:memory";
+            description = lib.mdDoc ''
+              Database URI compatible with [SQLAlchemyhttps://docs.sqlalchemy.org/en/14/core/engines.html#database-urls].
+
+              Additional packages may need to be introduced into the environment for certain databases.
+            '';
+          };
+
+          paste_size = mkOption {
+            type = types.ints.positive;
+            default = 262144;
+            example = 524288;
+            description = lib.mdDoc ''
+              Maximum size of a paste in bytes.
+            '';
+          };
+          paste_help = mkOption {
+            type = types.str;
+            default = ''
+              <p>Welcome to pinnwand, this site is a pastebin. It allows you to share code with others. If you write code in the text area below and press the paste button you will be given a link you can share with others so they can view your code as well.</p><p>People with the link can view your pasted code, only you can remove your paste and it expires automatically. Note that anyone could guess the URI to your paste so don't rely on it being private.</p>
+              '';
+            description = lib.mdDoc ''
+              Raw HTML help text shown in the header area.
+            '';
+          };
+          footer = mkOption {
+            type = types.str;
+            default = ''
+              View <a href="//github.com/supakeen/pinnwand" target="_BLANK">source code</a>, the <a href="/removal">removal</a> or <a href="/expiry">expiry</a> stories, or read the <a href="/about">about</a> page.
+            '';
+            description = lib.mdDoc ''
+              The footer in raw HTML.
+            '';
+          };
+        };
+      };
     };
   };
 
   config = mkIf cfg.enable {
-    services.pinnwand.settings = {
-      database_uri = mkDefault "sqlite:////var/lib/pinnwand/pinnwand.db";
-      paste_size = mkDefault 262144;
-      paste_help = mkDefault ''
-        <p>Welcome to pinnwand, this site is a pastebin. It allows you to share code with others. If you write code in the text area below and press the paste button you will be given a link you can share with others so they can view your code as well.</p><p>People with the link can view your pasted code, only you can remove your paste and it expires automatically. Note that anyone could guess the URI to your paste so don't rely on it being private.</p>
-      '';
-      footer = mkDefault ''
-        View <a href="//github.com/supakeen/pinnwand" target="_BLANK">source code</a>, the <a href="/removal">removal</a> or <a href="/expiry">expiry</a> stories, or read the <a href="/about">about</a> page.
-      '';
-    };
+    systemd.services.pinnwand = {
+      description = "Pinnwannd HTTP Server";
+      after = [ "network.target" ];
+      wantedBy = [ "multi-user.target" ];
 
-    systemd.services = let
-      hardeningOptions = {
+      unitConfig.Documentation = "https://pinnwand.readthedocs.io/en/latest/";
+
+      serviceConfig = {
+        ExecStart = "${pkgs.pinnwand}/bin/pinnwand --configuration-path ${configFile} http --port ${toString cfg.port}";
         User = "pinnwand";
         DynamicUser = true;
 
@@ -72,32 +109,14 @@ in
         RestrictNamespaces = true;
         RestrictRealtime = true;
         SystemCallArchitectures = "native";
-        SystemCallFilter = "@system-service";
+        SystemCallFilter = [
+          "@system-service"
+          "~@privileged"
+        ];
         UMask = "0077";
       };
-
-      command = "${pkgs.pinnwand}/bin/pinnwand --configuration-path ${configFile}";
-    in {
-      pinnwand = {
-        description = "Pinnwannd HTTP Server";
-        after = [ "network.target" ];
-        wantedBy = [ "multi-user.target" ];
-
-        unitConfig.Documentation = "https://pinnwand.readthedocs.io/en/latest/";
-
-        serviceConfig = {
-          ExecStart = "${command} http --port ${toString(cfg.port)}";
-        } // hardeningOptions;
-      };
-
-      pinnwand-reaper = {
-        description = "Pinnwand Reaper";
-        startAt = "daily";
-
-        serviceConfig = {
-          ExecStart = "${command} -vvvv reap";  # verbosity increased to show number of deleted pastes
-        } // hardeningOptions;
-      };
     };
   };
+
+  meta.buildDocsInSandbox = false;
 }
diff --git a/nixos/tests/pinnwand.nix b/nixos/tests/pinnwand.nix
index 0391c4133111..42b26e08c189 100644
--- a/nixos/tests/pinnwand.nix
+++ b/nixos/tests/pinnwand.nix
@@ -1,27 +1,7 @@
 import ./make-test-python.nix ({ pkgs, ...}:
 let
-  pythonEnv = pkgs.python3.withPackages (py: with py; [ appdirs toml ]);
-
   port = 8000;
   baseUrl = "http://server:${toString port}";
-
-  configureSteck = pkgs.writeScript "configure.py" ''
-    #!${pythonEnv.interpreter}
-    import appdirs
-    import toml
-    import os
-
-    CONFIG = {
-      "base": "${baseUrl}/",
-      "confirm": False,
-      "magic": True,
-      "ignore": True
-    }
-
-    os.makedirs(appdirs.user_config_dir('steck'))
-    with open(os.path.join(appdirs.user_config_dir('steck'), 'steck.toml'), "w") as fd:
-        toml.dump(CONFIG, fd)
-    '';
 in
 {
   name = "pinnwand";
@@ -44,7 +24,32 @@ in
 
     client = { pkgs, ... }:
     {
-      environment.systemPackages = [ pkgs.steck ];
+      environment.systemPackages = [
+        pkgs.steck
+
+        (pkgs.writers.writePython3Bin "setup-steck.py" {
+          libraries = with pkgs.python3.pkgs; [ appdirs toml ];
+          flakeIgnore = [
+            "E501"
+          ];
+        }
+        ''
+          import appdirs
+          import toml
+          import os
+
+          CONFIG = {
+              "base": "${baseUrl}/",
+              "confirm": False,
+              "magic": True,
+              "ignore": True
+          }
+
+          os.makedirs(appdirs.user_config_dir('steck'))
+          with open(os.path.join(appdirs.user_config_dir('steck'), 'steck.toml'), "w") as fd:
+              toml.dump(CONFIG, fd)
+        '')
+      ];
     };
   };
 
@@ -55,7 +60,7 @@ in
     client.wait_for_unit("network.target")
 
     # create steck.toml config file
-    client.succeed("${configureSteck}")
+    client.succeed("setup-steck.py")
 
     # wait until the server running pinnwand is reachable
     client.wait_until_succeeds("ping -c1 server")
@@ -75,12 +80,6 @@ in
         if line.startswith("Removal link:"):
             removal_link = line.split(":", 1)[1]
 
-
-    # start the reaper, it shouldn't do anything meaningful here
-    server.systemctl("start pinnwand-reaper.service")
-    server.wait_until_fails("systemctl is-active -q pinnwand-reaper.service")
-    server.log(server.execute("journalctl -u pinnwand-reaper -e --no-pager")[1])
-
     # check whether paste matches what we sent
     client.succeed(f"curl {raw_url} > /tmp/machine-id")
     client.succeed("diff /tmp/machine-id /etc/machine-id")
@@ -89,6 +88,6 @@ in
     client.succeed(f"curl {removal_link}")
     client.fail(f"curl --fail {raw_url}")
 
-    server.log(server.succeed("systemd-analyze security pinnwand"))
+    server.log(server.execute("systemd-analyze security pinnwand | grep '✗'")[1])
   '';
 })
diff --git a/pkgs/servers/pinnwand/default.nix b/pkgs/servers/pinnwand/default.nix
index f8e3dfbc01c9..05d2a97a0e6e 100644
--- a/pkgs/servers/pinnwand/default.nix
+++ b/pkgs/servers/pinnwand/default.nix
@@ -7,24 +7,16 @@
 
 with python3.pkgs; buildPythonApplication rec {
   pname = "pinnwand";
-  version = "1.3.0";
+  version = "1.4.0";
   format = "pyproject";
 
   src = fetchFromGitHub {
     owner = "supakeen";
     repo = pname;
-    rev = "v${version}";
-    sha256 = "046xk2y59wa0pdp7s3hp1gh8sqdw0yl4xab22r2x44iwwcyb0gy5";
+    rev = "refs/tags/v${version}";
+    hash = "sha256-zJH2ojLQChElRvU2TWg4lW+Mey+wP0XbLJhVF16nvss=";
   };
 
-  postPatch = ''
-    substituteInPlace pyproject.toml \
-      --replace 'click = "^7.0"' 'click = "*"' \
-      --replace 'docutils = "^0.16"' 'docutils = "*"' \
-      --replace 'sqlalchemy = "^1.3"' 'sqlalchemy = "*"' \
-      --replace 'token-bucket = "^0.2.0"' 'token-bucket = "*"'
-  '';
-
   nativeBuildInputs = [
     poetry-core
   ];
@@ -36,15 +28,12 @@ with python3.pkgs; buildPythonApplication rec {
     pygments-better-html
     sqlalchemy
     token-bucket
-    toml
+    tomli
     tornado
   ];
 
-  checkInputs = [ pytestCheckHook ];
-
-  disabledTests = [
-    # pygments renamed rst to restructuredText, hence a mismatch on this test
-    "test_guess_language"
+  checkInputs = [
+    pytestCheckHook
   ];
 
   __darwinAllowLocalNetworking = true;
@@ -52,9 +41,10 @@ with python3.pkgs; buildPythonApplication rec {
   passthru.tests = nixosTests.pinnwand;
 
   meta = with lib; {
+    changelog = "https://github.com/supakeen/pinnwand/releases/tag/v${version}";
+    description = "A Python pastebin that tries to keep it simple";
     homepage = "https://supakeen.com/project/pinnwand/";
     license = licenses.mit;
-    description = "A Python pastebin that tries to keep it simple";
     maintainers = with maintainers; [ hexa ];
   };
 }