diff --git a/.eslintrc.cjs b/.eslintrc.cjs
index e829eaa1fa..51cc6e8330 100644
--- a/.eslintrc.cjs
+++ b/.eslintrc.cjs
@@ -5,6 +5,7 @@ module.exports = {
     'eslint:recommended',
     'plugin:import/typescript',
     'plugin:compat/recommended',
+    'plugin:tailwindcss/recommended',
   ],
 
   env: {
@@ -61,6 +62,9 @@ module.exports = {
       'URL', // core-js
       'URLSearchParams', // core-js
     ],
+    tailwindcss: {
+      config: 'tailwind.config.cjs',
+    },
   },
 
   rules: {
@@ -235,18 +239,7 @@ module.exports = {
       },
     ],
     'import/newline-after-import': 'error',
-    'import/no-extraneous-dependencies': [
-      'error',
-      // {
-      //   devDependencies: [
-      //     'webpack/**',
-      //     'app/soapbox/test_setup.js',
-      //     'app/soapbox/test_helpers.js',
-      //     'app/**/__tests__/**',
-      //     'app/**/__mocks__/**',
-      //   ],
-      // },
-    ],
+    'import/no-extraneous-dependencies': 'error',
     'import/no-unresolved': 'error',
     'import/no-webpack-loader-syntax': 'error',
     'import/order': [
@@ -271,6 +264,9 @@ module.exports = {
     'promise/catch-or-return': 'error',
 
     'react-hooks/rules-of-hooks': 'error',
+
+    'tailwindcss/classnames-order': 'error',
+    'tailwindcss/migration-from-tailwind-2': 'error',
   },
   overrides: [
     {
diff --git a/package.json b/package.json
index 65767268a8..85360273c6 100644
--- a/package.json
+++ b/package.json
@@ -217,6 +217,7 @@
     "eslint-plugin-promise": "^6.0.0",
     "eslint-plugin-react": "^7.25.1",
     "eslint-plugin-react-hooks": "^4.2.0",
+    "eslint-plugin-tailwindcss": "^3.8.3",
     "fake-indexeddb": "^4.0.0",
     "husky": "^8.0.0",
     "jest": "^29.0.0",
diff --git a/yarn.lock b/yarn.lock
index dfea2aa8a4..e04a0fbca6 100644
--- a/yarn.lock
+++ b/yarn.lock
@@ -5461,6 +5461,14 @@ eslint-plugin-react@^7.25.1:
     resolve "^2.0.0-next.3"
     string.prototype.matchall "^4.0.5"
 
+eslint-plugin-tailwindcss@^3.8.3:
+  version "3.8.3"
+  resolved "https://registry.yarnpkg.com/eslint-plugin-tailwindcss/-/eslint-plugin-tailwindcss-3.8.3.tgz#26dfa15fec45a94ddec99e44b1f25161a3477cbd"
+  integrity sha512-wfzfCmc9yONNW+TqfR+QWZ+syFPQ8zMOrIGx500lS4XITEm0HJYGyKh1sC1tQ9+Wmt58bnHzW3Yc31vy5RlJww==
+  dependencies:
+    fast-glob "^3.2.5"
+    postcss "^8.4.4"
+
 eslint-scope@5.1.1, eslint-scope@^5.1.1:
   version "5.1.1"
   resolved "https://registry.yarnpkg.com/eslint-scope/-/eslint-scope-5.1.1.tgz#e786e59a66cb92b3f6c1fb0d508aab174848f48c"
@@ -5736,7 +5744,7 @@ fast-glob@^3.1.1:
     merge2 "^1.3.0"
     micromatch "^4.0.4"
 
-fast-glob@^3.2.11, fast-glob@^3.2.12:
+fast-glob@^3.2.11, fast-glob@^3.2.12, fast-glob@^3.2.5:
   version "3.2.12"
   resolved "https://registry.yarnpkg.com/fast-glob/-/fast-glob-3.2.12.tgz#7f39ec99c2e6ab030337142da9e0c18f37afae80"
   integrity sha512-DVj4CQIYYow0BlaelwK1pHl5n5cRSJfM60UA0zK891sVInoPri2Ekj7+e1CT3/3qxXenpI+nBBmQAcJPJgaj4w==
@@ -9163,6 +9171,15 @@ postcss@^8.4.19:
     picocolors "^1.0.0"
     source-map-js "^1.0.2"
 
+postcss@^8.4.4:
+  version "8.4.21"
+  resolved "https://registry.yarnpkg.com/postcss/-/postcss-8.4.21.tgz#c639b719a57efc3187b13a1d765675485f4134f4"
+  integrity sha512-tP7u/Sn/dVxK2NnruI4H9BG+x+Wxz6oeZ1cJ8P6G/PZY0IKk4k/63TDsQf2kQq3+qoJeLm2kIBUNlZe3zgb4Zg==
+  dependencies:
+    nanoid "^3.3.4"
+    picocolors "^1.0.0"
+    source-map-js "^1.0.2"
+
 prelude-ls@^1.2.1:
   version "1.2.1"
   resolved "https://registry.yarnpkg.com/prelude-ls/-/prelude-ls-1.2.1.tgz#debc6489d7a6e6b0e7611888cec880337d316396"