diff --git a/scripts/python_init.sh b/scripts/python_init.sh
index 3fcad99..e4cd88b 100755
--- a/scripts/python_init.sh
+++ b/scripts/python_init.sh
@@ -2,3 +2,4 @@
 
 pipx ensurepath
 pipx install asciinema
+pipx install keymap-drawer
diff --git a/scripts/python_maintain.sh b/scripts/python_maintain.sh
index b9f5cfd..37bd85c 100755
--- a/scripts/python_maintain.sh
+++ b/scripts/python_maintain.sh
@@ -1,3 +1,3 @@
 #!/usr/bin/env bash
 
-pipx upgrade asciinema
+pipx upgrade-all