diff --git a/Library/Homebrew/rubocops/shared/desc_helper.rb b/Library/Homebrew/rubocops/shared/desc_helper.rb
index 80092a8df7577..63cc95537c7e1 100644
--- a/Library/Homebrew/rubocops/shared/desc_helper.rb
+++ b/Library/Homebrew/rubocops/shared/desc_helper.rb
@@ -61,7 +61,8 @@ def audit_desc(type, name, desc_call)
         end
 
         # Check if the desc starts with the formula's or cask's name.
-        problem "Description shouldn't start with the #{type} name." if regex_match_group(desc, /^#{name} /i)
+        name_regex = name.delete("-").split("").join('[\s\-]?')
+        problem "Description shouldn't start with the #{type} name." if regex_match_group(desc, /^#{name_regex}\b/i)
 
         # Check if a full stop is used at the end of a desc (apart from in the case of "etc.").
         if regex_match_group(desc, /\.$/) && !string_content(desc).end_with?("etc.")
diff --git a/Library/Homebrew/test/rubocops/cask/desc_spec.rb b/Library/Homebrew/test/rubocops/cask/desc_spec.rb
index 28a2b6d3f7763..38793ccf99e1a 100644
--- a/Library/Homebrew/test/rubocops/cask/desc_spec.rb
+++ b/Library/Homebrew/test/rubocops/cask/desc_spec.rb
@@ -4,49 +4,63 @@
 require "test/rubocops/cask/shared_examples/cask_cop"
 
 describe RuboCop::Cop::Cask::Desc do
-  include CaskCop
-
   subject(:cop) { described_class.new }
 
-  context "with incorrect `desc` stanza" do
-    let(:source) {
-      <<~RUBY
-        cask "foo" do
-          desc "A bar program"
-        end
-      RUBY
-    }
-    let(:correct_source) {
-      <<~RUBY
-        cask "foo" do
-          desc "Bar program"
-        end
-      RUBY
-    }
-    let(:expected_offenses) do
-      [{
-        message:  "Description shouldn't start with an indefinite article, i.e. \"A\".",
-        severity: :convention,
-        line:     2,
-        column:   8,
-        source:   "A",
-      }]
-    end
-
-    include_examples "reports offenses"
-
-    include_examples "autocorrects source"
+  it "does not start with an indefinite article" do
+    expect_no_offenses <<~RUBY
+      cask "foo" do
+        desc "Bar program"
+      end
+    RUBY
+
+    expect_offense <<~RUBY, "/homebrew-cask/Casks/foo.rb"
+      cask 'foo' do
+        desc 'A bar program'
+              ^ Description shouldn\'t start with an indefinite article, i.e. \"A\".
+      end
+    RUBY
+
+    expect_correction <<~RUBY
+      cask 'foo' do
+        desc 'Bar program'
+      end
+    RUBY
   end
 
-  context "with correct `desc` stanza" do
-    let(:source) {
-      <<~RUBY
-        cask "foo" do
-          desc "Bar program"
-        end
-      RUBY
-    }
+  it "does not start with the cask name" do
+    expect_offense <<~RUBY, "/homebrew-cask/Casks/foo.rb"
+      cask 'foobar' do
+        desc 'Foo bar program'
+              ^^^^^^^ Description shouldn't start with the cask name.
+      end
+    RUBY
+
+    expect_offense <<~RUBY, "/homebrew-cask/Casks/foo.rb"
+      cask 'foobar' do
+        desc 'Foo-Bar program'
+              ^^^^^^^ Description shouldn\'t start with the cask name.
+      end
+    RUBY
+
+    expect_offense <<~RUBY, "/homebrew-cask/Casks/foo.rb"
+      cask 'foo-bar' do
+        desc 'Foo bar program'
+              ^^^^^^^ Description shouldn\'t start with the cask name.
+      end
+    RUBY
+
+    expect_offense <<~RUBY, "/homebrew-cask/Casks/foo.rb"
+      cask 'foo-bar' do
+        desc 'Foo-Bar program'
+              ^^^^^^^ Description shouldn\'t start with the cask name.
+      end
+    RUBY
 
-    include_examples "does not report any offenses"
+    expect_offense <<~RUBY, "/homebrew-cask/Casks/foo.rb"
+      cask 'foo-bar' do
+        desc 'Foo Bar'
+              ^^^^^^^ Description shouldn\'t start with the cask name.
+      end
+    RUBY
   end
 end
diff --git a/Library/Homebrew/test/rubocops/formula_desc_spec.rb b/Library/Homebrew/test/rubocops/formula_desc_spec.rb
index e7c7509e41305..e3bd25f62add4 100644
--- a/Library/Homebrew/test/rubocops/formula_desc_spec.rb
+++ b/Library/Homebrew/test/rubocops/formula_desc_spec.rb
@@ -104,7 +104,7 @@ class Foo < Formula
         class Foo < Formula
           url 'https://brew.sh/foo-1.0.tgz'
           desc 'Foo is a foobar'
-                ^^^^ Description shouldn\'t start with the formula name.
+                ^^^ Description shouldn\'t start with the formula name.
         end
       RUBY
     end