diff --git a/Library/Homebrew/autobump_constants.rb b/Library/Homebrew/autobump_constants.rb
index 15f6ed8ea5..0803803fe6 100644
--- a/Library/Homebrew/autobump_constants.rb
+++ b/Library/Homebrew/autobump_constants.rb
@@ -5,4 +5,6 @@
 NO_AUTOBUMP_REASONS_LIST = T.let({
   incompatible_version_format: "incompatible version format",
   bumped_by_upstream:          "bumped by upstream",
+  extract_plist:               "livecheck uses `:extract_plist` strategy",
+  latest_version:              "`version` is set to `:latest`",
 }.freeze, T::Hash[Symbol, String])
diff --git a/Library/Homebrew/cask/dsl.rb b/Library/Homebrew/cask/dsl.rb
index 5363e58237..2387eabb30 100644
--- a/Library/Homebrew/cask/dsl.rb
+++ b/Library/Homebrew/cask/dsl.rb
@@ -161,6 +161,8 @@ module Cask
       @token = T.let(cask.token, String)
       @url = T.let(nil, T.nilable(URL))
       @version = T.let(nil, T.nilable(DSL::Version))
+
+      set_no_autobump!
     end
 
     sig { returns(T::Boolean) }
@@ -175,6 +177,13 @@ module Cask
     sig { returns(T::Boolean) }
     def livecheck_defined? = @livecheck_defined
 
+    sig { void }
+    def set_no_autobump!
+      return if @livecheck.strategy != :extract_plist
+
+      no_autobump! because: :extract_plist
+    end
+
     sig { returns(T::Boolean) }
     def on_system_blocks_exist? = @on_system_blocks_exist
 
@@ -351,6 +360,8 @@ module Cask
           raise CaskInvalidError.new(cask, "invalid 'version' value: #{arg.inspect}")
         end
 
+        no_autobump! because: :latest_version if arg == :latest
+
         DSL::Version.new(arg)
       end
     end