diff --git a/app/utils/package-content-hints.ts b/app/utils/package-content-hints.ts
index 8df8287950..e59e00d8ae 100644
--- a/app/utils/package-content-hints.ts
+++ b/app/utils/package-content-hints.ts
@@ -11,8 +11,13 @@ const POSSIBLY_UNNECESSARY_FILES: ReadonlySet<string> = new Set([
   '.editorconfig',
   '.prettierignore',
   '.eslintignore',
+  '.jshintignore',
+  '.npmignore',
   '.gitignore',
   '.gitattributes',
+  '.travis.yml',
+  '.verb.md',
+  'Makefile',
   'tsconfig.json',
   '.node-version',
   '.nvmrc',
@@ -27,6 +32,13 @@ const POSSIBLY_UNNECESSARY_FILES: ReadonlySet<string> = new Set([
   '.env.production.local',
   '.nycrc',
   'nyc.json',
+  '.DS_Store',
+  'AUTHORS',
+  'test.js',
+  'test.ts',
+  'tests.js',
+  'tests.ts',
+  'bench.js',
 ])
 
 const POSSIBLY_UNNECESSARY_DIRECTORIES: ReadonlySet<string> = new Set([
@@ -37,9 +49,11 @@ const POSSIBLY_UNNECESSARY_DIRECTORIES: ReadonlySet<string> = new Set([
   '.zed',
   'test',
   'tests',
-  '__tests__',
   'spec',
   'specs',
+  'example',
+  'examples',
+  'benchmark',
 ])
 
 const POSSIBLY_UNNECESSARY_DIRECTORY_PATTERNS: readonly RegExp[] = [/^__.+__$/]
@@ -54,10 +68,16 @@ const POSSIBLY_UNNECESSARY_PATTERNS: readonly RegExp[] = [
   /^oxfmt\.config\.(?:js|cjs|mjs|ts|mts|cts)$/,
   /^\.oxfmtrc(?:\.(?:json|js|cjs|yml|yaml))?$/,
   // Match common dot-prefixed config files without flagging all dotfiles;
-  // files like .npmrc, .npmignore, and .gitkeep can be intentional artifacts.
+  // files like .npmrc can be intentional artifacts.
   /^\.(?!npmrc$)[a-z][a-z0-9_-]*rc$/,
   /^\.(?!npmrc\.)[a-z][a-z0-9_-]*rc\.(?:json|js|cjs|mjs|yml|yaml|toml)$/,
   /^\.[a-z][a-z0-9_-]*\.config\.(?:js|cjs|mjs|ts|mts|cts)$/,
+  // Match files ending in .test.js, .test.ts, .spec.js, .spec.ts, etc.
+  /\.(?:test|spec)\.(?:j|t)s$/,
+  // Match CHANGELOG.md, etc
+  /^(?:changelog|releasenotes|release-notes|history|contributing|contribute)\.(?:md|markdown|txt)$/i,
+  // Match example.mjs, examples.js, stc
+  /^examples?\.(?:js|cjs|mjs|ts|mts|cts)$/,
 ]
 
 export function isPossiblyUnnecessaryContent(name: string, type: 'file' | 'directory'): boolean {
diff --git a/test/unit/app/utils/package-content-hints.spec.ts b/test/unit/app/utils/package-content-hints.spec.ts
index 770e33d4ea..1640019952 100644
--- a/test/unit/app/utils/package-content-hints.spec.ts
+++ b/test/unit/app/utils/package-content-hints.spec.ts
@@ -8,6 +8,8 @@ describe('isPossiblyUnnecessaryContent', () => {
     expect(isPossiblyUnnecessaryContent('.gitattributes', 'file')).toBe(true)
     expect(isPossiblyUnnecessaryContent('.prettierignore', 'file')).toBe(true)
     expect(isPossiblyUnnecessaryContent('.eslintignore', 'file')).toBe(true)
+    expect(isPossiblyUnnecessaryContent('.jshintignore', 'file')).toBe(true)
+    expect(isPossiblyUnnecessaryContent('.npmignore', 'file')).toBe(true)
     expect(isPossiblyUnnecessaryContent('tsconfig.json', 'file')).toBe(true)
   })
 
@@ -30,6 +32,52 @@ describe('isPossiblyUnnecessaryContent', () => {
     expect(isPossiblyUnnecessaryContent('nyc.json', 'file')).toBe(true)
   })
 
+  it('flags editor and CI files', () => {
+    expect(isPossiblyUnnecessaryContent('.travis.yml', 'file')).toBe(true)
+    expect(isPossiblyUnnecessaryContent('.verb.md', 'file')).toBe(true)
+    expect(isPossiblyUnnecessaryContent('Makefile', 'file')).toBe(true)
+    expect(isPossiblyUnnecessaryContent('.DS_Store', 'file')).toBe(true)
+  })
+
+  it('flags example and development files', () => {
+    expect(isPossiblyUnnecessaryContent('test.js', 'file')).toBe(true)
+    expect(isPossiblyUnnecessaryContent('tests.js', 'file')).toBe(true)
+    expect(isPossiblyUnnecessaryContent('test.ts', 'file')).toBe(true)
+    expect(isPossiblyUnnecessaryContent('index.test.js', 'file')).toBe(true)
+    expect(isPossiblyUnnecessaryContent('index.test.ts', 'file')).toBe(true)
+    expect(isPossiblyUnnecessaryContent('index.spec.js', 'file')).toBe(true)
+    expect(isPossiblyUnnecessaryContent('index.spec.ts', 'file')).toBe(true)
+    expect(isPossiblyUnnecessaryContent('bench.js', 'file')).toBe(true)
+    expect(isPossiblyUnnecessaryContent('example.js', 'file')).toBe(true)
+    expect(isPossiblyUnnecessaryContent('examples.js', 'file')).toBe(true)
+    expect(isPossiblyUnnecessaryContent('example.mjs', 'file')).toBe(true)
+  })
+
+  it('flags unnecessay metadata and documentation files', () => {
+    expect(isPossiblyUnnecessaryContent('AUTHORS', 'file')).toBe(true)
+  })
+
+  describe('changelog, release notes, and contributing files', () => {
+    const files = [
+      'CHANGELOG.md',
+      'Changelog.md',
+      'changelog.md',
+      'CHANGELOG.markdown',
+      'changelog.markdown',
+      'RELEASENOTES.md',
+      'release-notes.md',
+      'CONTRIBUTING.md',
+      'HISTORY.md',
+      'History.md',
+      'history.txt',
+    ]
+    for (const name of files) {
+      it(`flags ${name}`, () => {
+        expect(isPossiblyUnnecessaryContent(name, 'file')).toBe(true)
+      })
+    }
+  })
+
   it('matches ESLint configuration patterns', () => {
     for (const extension of ['js', 'cjs', 'mjs', 'ts', 'mts', 'cts']) {
       expect(isPossiblyUnnecessaryContent(`eslint.config.${extension}`, 'file')).toBe(true)
@@ -105,17 +153,40 @@ describe('isPossiblyUnnecessaryContent', () => {
     expect(isPossiblyUnnecessaryContent('specs', 'directory')).toBe(true)
   })
 
+  it('flags development directories', () => {
+    expect(isPossiblyUnnecessaryContent('benchmark', 'directory')).toBe(true)
+  })
+
+  it('flags example directories', () => {
+    expect(isPossiblyUnnecessaryContent('example', 'directory')).toBe(true)
+    expect(isPossiblyUnnecessaryContent('examples', 'directory')).toBe(true)
+  })
+
   it('does not flag ordinary source files or directories', () => {
     expect(isPossiblyUnnecessaryContent('index.js', 'file')).toBe(false)
+    expect(isPossiblyUnnecessaryContent('latest.js', 'file')).toBe(false)
     expect(isPossiblyUnnecessaryContent('package.json', 'file')).toBe(false)
     expect(isPossiblyUnnecessaryContent('README.md', 'file')).toBe(false)
-    expect(isPossiblyUnnecessaryContent('LICENSE', 'file')).toBe(false)
+    expect(isPossiblyUnnecessaryContent('readme.md', 'file')).toBe(false)
     expect(isPossiblyUnnecessaryContent('main.ts', 'file')).toBe(false)
     expect(isPossiblyUnnecessaryContent('src', 'directory')).toBe(false)
     expect(isPossiblyUnnecessaryContent('lib', 'directory')).toBe(false)
     expect(isPossiblyUnnecessaryContent('dist', 'directory')).toBe(false)
   })
 
+  it('does not flag legal related files', () => {
+    expect(isPossiblyUnnecessaryContent('LICENSE', 'file')).toBe(false)
+    expect(isPossiblyUnnecessaryContent('LICENCE', 'file')).toBe(false)
+    expect(isPossiblyUnnecessaryContent('license', 'file')).toBe(false)
+    expect(isPossiblyUnnecessaryContent('licence', 'file')).toBe(false)
+    expect(isPossiblyUnnecessaryContent('LICENSE.md', 'file')).toBe(false)
+    expect(isPossiblyUnnecessaryContent('LICENCE.md', 'file')).toBe(false)
+    expect(isPossiblyUnnecessaryContent('LICENSE-MIT', 'file')).toBe(false)
+    expect(isPossiblyUnnecessaryContent('LICENSE-MIT.txt', 'file')).toBe(false)
+    expect(isPossiblyUnnecessaryContent('NOTICE', 'file')).toBe(false)
+    expect(isPossiblyUnnecessaryContent('UNLICENSE', 'file')).toBe(false)
+  })
+
   it('does not confuse a directory name passed as a file with the directory match', () => {
     expect(isPossiblyUnnecessaryContent('.vscode', 'file')).toBe(false)
     expect(isPossiblyUnnecessaryContent('test', 'file')).toBe(false)