diff --git a/Casks/amazon-workspaces.rb b/Casks/amazon-workspaces.rb
index 5503299e7ad5..5584820060d4 100644
--- a/Casks/amazon-workspaces.rb
+++ b/Casks/amazon-workspaces.rb
@@ -15,4 +15,10 @@
   pkg "WorkSpaces.pkg"
 
   uninstall pkgutil: "com.amazon.workspaces"
+
+  zap trash: [
+    "~/Library/Caches/com.amazon.workspaces",
+    "~/Library/Preferences/com.amazon.workspaces.plist",
+    "~/Library/Saved Application State/com.amazon.workspaces.savedState",
+  ]
 end
diff --git a/Casks/background-music.rb b/Casks/background-music.rb
index 0e0777200b1c..01d588363241 100644
--- a/Casks/background-music.rb
+++ b/Casks/background-music.rb
@@ -18,4 +18,6 @@
   uninstall pkgutil:   "com.bearisdriving.BGM",
             quit:      "com.bearisdriving.BGM.App",
             launchctl: "com.bearisdriving.BGM.XPCHelper"
+
+  zap trash: "~/Library/Preferences/com.bearisdriving.BGM.App.plist"
 end
diff --git a/Casks/edex-ui.rb b/Casks/edex-ui.rb
index a353c6a70d7c..96b5c40a1898 100644
--- a/Casks/edex-ui.rb
+++ b/Casks/edex-ui.rb
@@ -8,4 +8,10 @@
   homepage "https://github.com/GitSquared/edex-ui"
 
   app "eDEX-UI.app"
+
+  zap trash: [
+    "~/Library/Application Support/eDEX-UI",
+    "~/Library/Saved Application State/com.edex.ui.savedState",
+    "~/Library/Preferences/com.edex.ui.plist",
+  ]
 end
diff --git a/Casks/parsec.rb b/Casks/parsec.rb
index 69f5925a09e0..d1fb30400bc9 100644
--- a/Casks/parsec.rb
+++ b/Casks/parsec.rb
@@ -15,4 +15,6 @@
 
   uninstall pkgutil: "tv.parsec.www",
             quit:    "tv.parsec.www"
+
+  zap trash: "~/.parsec"
 end
diff --git a/Casks/pennywise.rb b/Casks/pennywise.rb
index 479291b5d256..aee66babbd96 100644
--- a/Casks/pennywise.rb
+++ b/Casks/pennywise.rb
@@ -8,4 +8,11 @@
   homepage "https://github.com/kamranahmedse/pennywise"
 
   app "Pennywise.app"
+
+  zap trash: [
+    "~/Library/Application Support/Pennywise",
+    "~/Library/Logs/Pennywise",
+    "~/Library/Preferences/info.kamranahmed.pennywise.plist",
+    "~/Library/Saved Application State/info.kamranahmed.pennywise.savedState",
+  ]
 end
diff --git a/Casks/vanilla.rb b/Casks/vanilla.rb
index d8b1aa024776..d32d8db19a1d 100644
--- a/Casks/vanilla.rb
+++ b/Casks/vanilla.rb
@@ -11,4 +11,9 @@
   depends_on macos: ">= :sierra"
 
   app "Vanilla.app"
+
+  zap trash: [
+    "~/Library/Application Support/Vanilla",
+    "~/Library/Preferences/net.matthewpalmer.Vanilla.plist",
+  ]
 end