diff --git a/README.md b/README.md
index 57acfade9a..dc8ac5dc58 100644
--- a/README.md
+++ b/README.md
@@ -70,9 +70,14 @@ project.languages      #=> { "Ruby" => 119387 }
 
 ### Command line usage
 
+The `github-linguist` executable operates in two distinct modes:
+
+1. **[Git Repository mode](#git-repository)** - Analyzes an entire Git repository (when given a directory path or no path)
+2. **[Single file mode](#single-file)** - Analyzes a specific file (when given a file path)
+
 #### Git Repository
 
-A repository's languages stats can also be assessed from the command line using the `github-linguist` executable.
+A repository's languages stats can be assessed from the command line using the `github-linguist` executable.
 Without any options, `github-linguist` will output the language breakdown by percentage and file size.
 
 ```bash
@@ -151,6 +156,51 @@ lib/linguist.rb
 …
 ```
 
+##### `--strategies`
+
+The `--strategies` or `-s` flag will show the language detection strategy used for each file. This is useful for understanding how Linguist determined the language of specific files. Note that unless the `--json` flag is specified, this flag will set the `--breakdown` flag implicitly.
+
+You can try running `github-linguist` on the root directory in this repository itself with the strategies flag:
+
+```console
+$ github-linguist --breakdown --strategies
+66.84%  264519     Ruby
+24.68%  97685      C
+6.57%   25999      Go
+1.29%   5098       Lex
+0.32%   1257       Shell
+0.31%   1212       Dockerfile
+
+Ruby:
+  Gemfile [Filename]
+  Rakefile [Filename]
+  bin/git-linguist [Extension]
+  bin/github-linguist [Extension]
+  lib/linguist.rb [Extension]
+  …
+```
+
+If a file's language is affected by `.gitattributes`, the strategy will show the original detection method along with a note indicating whether the gitattributes setting changed the result or confirmed it.
+
+For instance, if you had the following .gitattributes overrides in your repo:
+
+```gitattributes
+
+*.ts linguist-language=JavaScript
+*.js linguist-language=JavaScript
+
+```
+
+the output of Linguist would be something like this:
+
+```console
+100.00% 217        JavaScript
+
+JavaScript:
+  demo.ts [Heuristics (overridden by .gitattributes)]
+  demo.js [Extension (confirmed by .gitattributes)]
+```
+
 ##### `--json`
 
 The `--json` or `-j` flag output the data into JSON format.
@@ -168,6 +218,8 @@ $ github-linguist --breakdown --json
 
 ```
 
+NB. The `--strategies` flag has no effect, when the `--json` flag is present.
+
 #### Single file
 
 Alternatively you can find stats for a single file using the `github-linguist` executable.
@@ -182,6 +234,59 @@ grammars.yml: 884 lines (884 sloc)
   language:  YAML
 ```
 
+#### Additional options
+
+##### `--breakdown`
+
+This flag has no effect in *Single file* mode.
+
+##### `--strategies`
+
+When using the `--strategies` or `-s` flag with a single file, you can see which detection method was used:
+
+```console
+$ github-linguist --strategies lib/linguist.rb 
+lib/linguist.rb: 105 lines (96 sloc)
+  type:      Text
+  mime type: application/x-ruby
+  language:  Ruby
+  strategy:  Extension
+```
+
+If a file's language is affected by `.gitattributes`, the strategy will show whether the gitattributes setting changed the result or confirmed it:
+
+In this fictitious example, it says "confirmed by .gitattributes" since the detection process (using the Filename strategy) would have given the same output as the override:
+```console
+.devcontainer/devcontainer.json: 27 lines (27 sloc)
+  type:      Text
+  mime type: application/json
+  language:  JSON with Comments
+  strategy:  Filename (confirmed by .gitattributes)
+```
+
+In this other fictitious example, it says "overridden by .gitattributes" since the gitattributes setting changes the detected language to something different:
+
+```console
+test.rb: 13 lines (11 sloc)
+  type:      Text
+  mime type: application/x-ruby
+  language:  Java
+  strategy:  Extension (overridden by .gitattributes)
+```
+
+Here, the `.rb` file would normally be detected as Ruby by the Extension strategy, but `.gitattributes` overrides it to be detected as Java instead.
+
+##### `--json`
+
+Using the `--json` flag will give you the output for a single file in JSON format:
+
+```console
+$ github-linguist --strategies --json  lib/linguist.rb
+{"lib/linguist.rb":{"lines":105,"sloc":96,"type":"Text","mime_type":"application/x-ruby","language":"Ruby","large":false,"generated":false,"vendored":false}}
+```
+
+NB. The `--strategies` has no effect, when the `--json` flag is present.
+
 #### Docker
 
 If you have Docker installed you can either build or use
diff --git a/lib/linguist/lazy_blob.rb b/lib/linguist/lazy_blob.rb
index 3d60b60ea6..69c1126742 100644
--- a/lib/linguist/lazy_blob.rb
+++ b/lib/linguist/lazy_blob.rb
@@ -73,7 +73,25 @@ def language
       return @language if defined?(@language)
 
       @language = if lang = git_attributes['linguist-language']
-        Language.find_by_alias(lang)
+        detected_language = Language.find_by_alias(lang)
+
+        # If strategies are being tracked, get the original strategy that would have been used
+        if detected_language && Linguist.instrumenter
+          # Get the original strategy by calling super (which calls Linguist.detect)
+          original_language = super
+          original_strategy_info = Linguist.instrumenter.detected_info[self.name]
+          original_strategy = original_strategy_info ? original_strategy_info[:strategy] : "Unknown"
+
+          if original_language == detected_language
+            strategy_name = "#{original_strategy} (confirmed by .gitattributes)"
+          else
+            strategy_name = "#{original_strategy} (overridden by .gitattributes)"
+          end
+
+          strategy = Struct.new(:name).new(strategy_name)
+          Linguist.instrument("linguist.detected", blob: self, strategy: strategy, language: detected_language)
+        end
+        detected_language
       else
         super
       end
diff --git a/test/test_basic_instrumenter.rb b/test/test_basic_instrumenter.rb
index f85096bbdc..f80f81b3fe 100644
--- a/test/test_basic_instrumenter.rb
+++ b/test/test_basic_instrumenter.rb
@@ -81,4 +81,25 @@ def test_tracks_filename_strategy
     assert_equal "Filename", @instrumenter.detected_info[blob.name][:strategy]
     assert_equal "Dockerfile", @instrumenter.detected_info[blob.name][:language]
   end
+
+  def test_tracks_override_strategy
+    # Simulate a blob with a gitattributes override
+    blob = Linguist::FileBlob.new("Gemfile", "")
+    # Simulate detection with gitattributes strategy showing the override
+    strategy = Struct.new(:name).new("Filename (overridden by .gitattributes)")
+    language = Struct.new(:name).new("Java")
+    @instrumenter.instrument("linguist.detected", blob: blob, strategy: strategy, language: language) {}
+    assert @instrumenter.detected_info.key?(blob.name)
+    assert_match(/overridden by \.gitattributes/, @instrumenter.detected_info[blob.name][:strategy])
+    assert_equal "Java", @instrumenter.detected_info[blob.name][:language]
+  end
+end
+
+def test_override_strategy_is_recorded
+  # This file is overridden by .gitattributes to be detectable and language Markdown
+  blob = sample_blob("Markdown/tender.md")
+  Linguist.detect(blob)
+  assert @instrumenter.detected_info.key?(blob.name)
+  assert_includes ["GitAttributes"], @instrumenter.detected_info[blob.name][:strategy]
+  assert_equal "Markdown", @instrumenter.detected_info[blob.name][:language]
 end
diff --git a/test/test_cli_integration.rb b/test/test_cli_integration.rb
new file mode 100644
index 0000000000..57f5fc5a20
--- /dev/null
+++ b/test/test_cli_integration.rb
@@ -0,0 +1,139 @@
+require_relative "./helper"
+require 'tmpdir'
+require 'fileutils'
+require 'open3'
+
+class TestCLIIntegration < Minitest::Test
+  def setup
+    @temp_dir = Dir.mktmpdir('linguist_cli_test')
+    @original_dir = Dir.pwd
+    Dir.chdir(@temp_dir)
+
+    # Initialize a git repository
+    system("git init --quiet")
+    system("git config user.name 'Test User'")
+    system("git config user.email 'test@example.com'")
+  end
+
+  def teardown
+    Dir.chdir(@original_dir)
+    FileUtils.rm_rf(@temp_dir)
+  end
+
+  def test_strategies_flag_with_gitattributes_override
+    # Create a .gitattributes file that overrides language detection
+    File.write('.gitattributes', "*.special linguist-language=Ruby\n")
+
+    # Create a test file with a non-Ruby extension but Ruby content
+    File.write('test.special', "puts 'Hello, World!'\n")
+
+    # Stage and commit the files
+    system("git add .")
+    system("git commit -m 'Initial commit' --quiet")
+
+    # Run github-linguist with --strategies flag from the original directory but pointing to our test file
+    stdout, stderr, status = Open3.capture3(
+      "bundle", "exec", "github-linguist", File.join(@temp_dir, "test.special"), "--strategies",
+      chdir: @original_dir
+    )
+
+    assert status.success?, "CLI command failed: #{stderr}"
+    assert_match(/language:\s+Ruby/, stdout, "Should detect Ruby language")
+    assert_match(/strategy:\s+.*\(overridden by \.gitattributes\)/, stdout, "Should show override in strategy")
+  end
+
+  def test_strategies_flag_with_normal_detection
+    # Create a normal Ruby file
+    File.write('test.rb', "puts 'Hello, World!'\n")
+
+    # Stage and commit the file
+    system("git add .")
+    system("git commit -m 'Initial commit' --quiet")
+
+    # Run github-linguist with --strategies flag
+    stdout, stderr, status = Open3.capture3(
+      "bundle", "exec", "github-linguist", File.join(@temp_dir, "test.rb"), "--strategies",
+      chdir: @original_dir
+    )
+
+    assert status.success?, "CLI command failed: #{stderr}"
+    assert_match(/language:\s+Ruby/, stdout, "Should detect Ruby language")
+    assert_match(/strategy:\s+Extension/, stdout, "Should show Extension strategy")
+  end
+
+  def test_breakdown_with_gitattributes_strategies
+    # Create multiple files with different detection methods
+    File.write('.gitattributes', "*.special linguist-language=JavaScript\n")
+    File.write('override.special', "console.log('overridden');\n")
+    File.write('normal.js', "console.log('normal');\n")
+    File.write('Dockerfile', "FROM ubuntu\n")
+
+    # Stage and commit the files
+    system("git add .")
+    system("git commit -m 'Initial commit' --quiet")
+
+    # Run github-linguist with --breakdown --strategies flags on the test repository
+    stdout, stderr, status = Open3.capture3(
+      "bundle", "exec", "github-linguist", @temp_dir, "--breakdown", "--strategies",
+      chdir: @original_dir
+    )
+
+    assert status.success?, "CLI command failed: #{stderr}"
+
+    # Check that GitAttributes strategy appears for the overridden file
+    assert_match(/override\.special \[.* \(overridden by \.gitattributes\)\]/, stdout, "Should show override for overridden file")
+
+    # Check that normal detection strategies appear for other files
+    assert_match(/normal\.js \[Extension\]/, stdout, "Should show Extension strategy for .js file")
+    assert_match(/Dockerfile \[Filename\]/, stdout, "Should show Filename strategy for Dockerfile")
+  end
+
+  def test_json_output_preserves_functionality
+    # Create a simple test file
+    File.write('test.rb', "puts 'Hello, World!'\n")
+
+    # Stage and commit the file
+    system("git add .")
+    system("git commit -m 'Initial commit' --quiet")
+
+    # Run github-linguist with --json flag
+    stdout, stderr, status = Open3.capture3(
+      "bundle", "exec", "github-linguist", File.join(@temp_dir, "test.rb"), "--json",
+      chdir: @original_dir
+    )
+
+    assert status.success?, "CLI command failed: #{stderr}"
+
+    # Parse JSON output
+    require 'json'
+    result = JSON.parse(stdout)
+
+    test_file_key = File.join(@temp_dir, "test.rb")
+    assert_equal "Ruby", result[test_file_key]["language"], "JSON output should contain correct language"
+    assert_equal "Text", result[test_file_key]["type"], "JSON output should contain correct type"
+  end
+
+  def test_repository_scan_with_gitattributes
+    # Create a more complex repository structure
+    FileUtils.mkdir_p('src')
+    File.write('.gitattributes', "*.config linguist-language=JavaScript\n")
+    File.write('src/app.rb', "class App\nend\n")
+    File.write('config.config', "var x = 1;\n")
+
+    # Stage and commit the files
+    system("git add .")
+    system("git commit -m 'Initial commit' --quiet")
+
+    # Run github-linguist on the test repository
+    stdout, stderr, status = Open3.capture3(
+      "bundle", "exec", "github-linguist", @temp_dir, "--breakdown", "--strategies",
+      chdir: @original_dir
+    )
+
+    assert status.success?, "CLI command failed: #{stderr}"
+
+    # Verify that both normal and override detection work in repository scan
+    assert_match(/src\/app\.rb \[Extension\]/, stdout, "Should show Extension strategy for Ruby file")
+    assert_match(/config\.config \[.* \(overridden by \.gitattributes\)\]/, stdout, "Should show override for overridden file")
+  end
+end