diff --git a/pkgs/tools/admin/certbot/default.nix b/pkgs/tools/admin/certbot/default.nix
index 9ac6ed17f66..78a38e07cc2 100644
--- a/pkgs/tools/admin/certbot/default.nix
+++ b/pkgs/tools/admin/certbot/default.nix
@@ -4,13 +4,13 @@
 
 python2Packages.buildPythonApplication rec {
   name = "certbot-${version}";
-  version = "0.11.1";
+  version = "0.19.0";
 
   src = fetchFromGitHub {
     owner = "certbot";
     repo = "certbot";
     rev = "v${version}";
-    sha256 = "0f8s6wzj69gnqld6iaskmmwyg5zy5v3zwhp1n1izxixm0vhkzgrq";
+    sha256 = "14i3q59v7j0q2pa1dri420fhil4h0vgl4vb471hp81f4y14gq6h7";
   };
 
   propagatedBuildInputs = with python2Packages; [
diff --git a/pkgs/tools/admin/simp_le/default.nix b/pkgs/tools/admin/simp_le/default.nix
index 4eb0cacdea9..f66fd6b00af 100644
--- a/pkgs/tools/admin/simp_le/default.nix
+++ b/pkgs/tools/admin/simp_le/default.nix
@@ -2,12 +2,12 @@
 
 pythonPackages.buildPythonApplication rec {
   pname = "simp_le-client";
-  version = "0.2.0";
+  version = "0.6.1";
   name = "${pname}-${version}";
 
   src = pythonPackages.fetchPypi {
     inherit pname version;
-    sha256 = "1zg18jfry9mvkri3yd2f5mwfsl27ac9zmnll3bm93jb91jhd6ssh";
+    sha256 = "0x4fky9jizs3xi55cdy217cvm3ikpghiabysan71b07ackkdfj6k";
   };
 
   checkPhase = ''