diff --git a/Casks/d/deepl.rb b/Casks/d/deepl.rb
index d79932ebb3424..40570879cf302 100644
--- a/Casks/d/deepl.rb
+++ b/Casks/d/deepl.rb
@@ -3,27 +3,43 @@
     version "3.7.292629"
     sha256 "efcac4988a606d9793a3bdb8e7e73dce8e3d06ed2249a4434eb54c1624b40b87"
 
-    url "https://www.deepl.com/macos/download/#{version}/DeepL_#{version}.zip"
+    url "https://www.deepl.com/macos/download/old/#{version.major_minor}/#{version.patch}/DeepL.zip"
 
     livecheck do
-      url "https://appdownload.deepl.com/macos/update.json"
-      strategy :json do |json|
-        json["currentRelease"]
+      url "https://appdownload.deepl.com/macos/"
+      regex(%r{^old/v?(\d+(?:\.\d+)+)/(\d+(?:\.\d+)*)/DeepL\.(?:zip|tar\.gz)$}i)
+      strategy :xml do |xml|
+        xml.get_elements("//ListBucketResult//Contents//Key").map do |item|
+          match = item.text.match(regex)
+          next if match.blank?
+
+          "#{match[1]}.#{match[2]}"
+        end
       end
     end
+
+    depends_on macos: ">= :catalina"
   end
-  on_big_sur :or_newer do
-    version "24.1.2756848"
-    sha256 "ca6dc9700e4134925c0e3d74cddbc1b63e80b2e4edb3be5273fca1059236d8ad"
+  on_monterey :or_newer do
+    version "24.4.2912025"
+    sha256 "29283358a53110abe658dea93db7e4f2845439dca0f1e9a12aa37a65ac5315dc"
 
-    url "https://www.deepl.com/macos/download/#{version.major_minor}/#{version.patch}/DeepL_#{version}.tar.gz"
+    url "https://www.deepl.com/macos/download/#{version.major_minor}/#{version.patch}/DeepL.tar.gz"
 
     livecheck do
-      url "https://appdownload.deepl.com/macos/bigsur/update.json"
-      strategy :json do |json|
-        json["currentRelease"]
+      url "https://appdownload.deepl.com/macos/"
+      regex(%r{^v?(\d+(?:\.\d+)+)/(\d+(?:\.\d+)*)/DeepL\.tar\.gz$}i)
+      strategy :xml do |xml|
+        xml.get_elements("//ListBucketResult//Contents//Key").map do |item|
+          match = item.text.match(regex)
+          next if match.blank?
+
+          "#{match[1]}.#{match[2]}"
+        end
       end
     end
+
+    depends_on macos: ">= :monterey"
   end
 
   name "DeepL"