diff --git a/apps/web/.env.example b/apps/web/.env.example
new file mode 100644
index 000000000..44096e8da
--- /dev/null
+++ b/apps/web/.env.example
@@ -0,0 +1,36 @@
+# [[E2E Tests]]
+E2E_TEST_USERNAME="Test"
+E2E_TEST_USER_EMAIL="mytestuser@mail.com"
+E2E_TEST_USER_PASSWORD="test_password"
+
+# [[SMTP]]
+# OPTIONAL: Defines the transport to use for sending emails. Available options: smtp-auth (default) | smtp-api | mailchannels
+NEXT_PRIVATE_SMTP_TRANSPORT="smtp-auth"
+# OPTIONAL: Defines the host to use for sending emails.
+NEXT_PRIVATE_SMTP_HOST="127.0.0.1"
+# OPTIONAL: Defines the port to use for sending emails.
+NEXT_PRIVATE_SMTP_PORT=2500
+# OPTIONAL: Defines the username to use with the SMTP server.
+NEXT_PRIVATE_SMTP_USERNAME="documenso"
+# OPTIONAL: Defines the password to use with the SMTP server.
+NEXT_PRIVATE_SMTP_PASSWORD="password"
+# OPTIONAL: Defines the API key user to use with the SMTP server.
+NEXT_PRIVATE_SMTP_APIKEY_USER=
+# OPTIONAL: Defines the API key to use with the SMTP server.
+NEXT_PRIVATE_SMTP_APIKEY=
+# OPTIONAL: Defines whether to force the use of TLS.
+NEXT_PRIVATE_SMTP_SECURE=
+# REQUIRED: Defines the sender name to use for the from address.
+NEXT_PRIVATE_SMTP_FROM_NAME="No Reply @ Documenso"
+# REQUIRED: Defines the email address to use as the from address.
+NEXT_PRIVATE_SMTP_FROM_ADDRESS="noreply@documenso.com"
+# OPTIONAL: The API key to use for the MailChannels proxy endpoint.
+NEXT_PRIVATE_MAILCHANNELS_API_KEY=
+# OPTIONAL: The endpoint to use for the MailChannels API if using a proxy.
+NEXT_PRIVATE_MAILCHANNELS_ENDPOINT=
+# OPTIONAL: The domain to use for DKIM signing.
+NEXT_PRIVATE_MAILCHANNELS_DKIM_DOMAIN=
+# OPTIONAL: The selector to use for DKIM signing.
+NEXT_PRIVATE_MAILCHANNELS_DKIM_SELECTOR=
+# OPTIONAL: The private key to use for DKIM signing.
+NEXT_PRIVATE_MAILCHANNELS_DKIM_PRIVATE_KEY=
diff --git a/apps/web/.github/workflows/playwright.yml b/apps/web/.github/workflows/playwright.yml
new file mode 100644
index 000000000..90b6b700d
--- /dev/null
+++ b/apps/web/.github/workflows/playwright.yml
@@ -0,0 +1,27 @@
+name: Playwright Tests
+on:
+  push:
+    branches: [ main, master ]
+  pull_request:
+    branches: [ main, master ]
+jobs:
+  test:
+    timeout-minutes: 60
+    runs-on: ubuntu-latest
+    steps:
+    - uses: actions/checkout@v3
+    - uses: actions/setup-node@v3
+      with:
+        node-version: 18
+    - name: Install dependencies
+      run: npm ci
+    - name: Install Playwright Browsers
+      run: npx playwright install --with-deps
+    - name: Run Playwright tests
+      run: npx playwright test
+    - uses: actions/upload-artifact@v3
+      if: always()
+      with:
+        name: playwright-report
+        path: playwright-report/
+        retention-days: 30
diff --git a/apps/web/.gitignore b/apps/web/.gitignore
new file mode 100644
index 000000000..1e2368935
--- /dev/null
+++ b/apps/web/.gitignore
@@ -0,0 +1,2 @@
+node_modules/
+playwright-report/
diff --git a/apps/web/package.json b/apps/web/package.json
index d3ab34f96..cce27f75c 100644
--- a/apps/web/package.json
+++ b/apps/web/package.json
@@ -43,6 +43,7 @@
     "zod": "^3.21.4"
   },
   "devDependencies": {
+    "@playwright/test": "^1.38.0",
     "@types/formidable": "^2.0.6",
     "@types/luxon": "^3.3.1",
     "@types/node": "20.1.0",
diff --git a/apps/web/playwright.config.ts b/apps/web/playwright.config.ts
new file mode 100644
index 000000000..8c921cbeb
--- /dev/null
+++ b/apps/web/playwright.config.ts
@@ -0,0 +1,85 @@
+import { defineConfig, devices } from '@playwright/test';
+
+/**
+ * Read environment variables from file.
+ * https://github.com/motdotla/dotenv
+ */
+import { config as dotenvConfig } from 'dotenv';
+
+dotenvConfig();
+
+export const STORAGE_STATE = 'playwright/.auth/user.json';
+
+/**
+ * See https://playwright.dev/docs/test-configuration.
+ */
+export default defineConfig({
+  testDir: './src/tests/e2e',
+  /* Run tests in files in parallel */
+  fullyParallel: true,
+  /* Fail the build on CI if you accidentally left test.only in the source code. */
+  forbidOnly: !!process.env.CI,
+  /* Retry on CI only */
+  retries: process.env.CI ? 2 : 0,
+  /* Opt out of parallel tests on CI. */
+  workers: process.env.CI ? 1 : undefined,
+  /* Reporter to use. See https://playwright.dev/docs/test-reporters */
+  reporter: 'html',
+  /* Shared settings for all the projects below. See https://playwright.dev/docs/api/class-testoptions. */
+  use: {
+    /* Base URL to use in actions like `await page.goto('/')`. */
+    baseURL: 'http://localhost:3000',
+
+    /* Collect trace when retrying the failed test. See https://playwright.dev/docs/trace-viewer */
+    trace: 'on-first-retry',
+  },
+
+  /* Configure projects for major browsers */
+  projects: [
+    { name: 'setup', testMatch: '**/*.setup.ts' },
+    {
+      name: 'Authenticated User Tests',
+      testMatch: '*.authenticated.spec.ts',
+      dependencies: ['setup'],
+      use: {
+        ...devices['Desktop Chrome'],
+        storageState: STORAGE_STATE,
+      },
+    },
+    {
+      name: 'Unauthenticated User Tests',
+      use: {
+        ...devices['Desktop Chrome'],
+      },
+      testMatch: '*.unauthenticated.spec.ts',
+      testIgnore: ['*.setup.ts', '*.authenticated.spec.ts'],
+    },
+  ],
+
+  /* Test against mobile viewports. */
+  // {
+  //   name: 'Mobile Chrome',
+  //   use: { ...devices['Pixel 5'] },
+  // },
+  // {
+  //   name: 'Mobile Safari',
+  //   use: { ...devices['iPhone 12'] },
+  // },
+
+  /* Test against branded browsers. */
+  // {
+  //   name: 'Microsoft Edge',
+  //   use: { ...devices['Desktop Edge'], channel: 'msedge' },
+  // },
+  // {
+  //   name: 'Google Chrome',
+  //   use: { ...devices['Desktop Chrome'], channel: 'chrome' },
+  // },
+
+  /* Run your local dev server before starting the tests */
+  // webServer: {
+  //   command: 'npm run start',
+  //   url: 'http://127.0.0.1:3000',
+  //   reuseExistingServer: !process.env.CI,
+  // },
+});
diff --git a/apps/web/playwright/.auth/user.json b/apps/web/playwright/.auth/user.json
new file mode 100644
index 000000000..251fadb6e
--- /dev/null
+++ b/apps/web/playwright/.auth/user.json
@@ -0,0 +1,45 @@
+{
+  "cookies": [
+    {
+      "name": "next-auth.csrf-token",
+      "value": "4772e794e5f5a82dced421cfe438001a4ee36c905374383a14ff24ea59a53eeb%7Cd73af8796095fa1296860e6979b54c53b94ebbb9553ec2c70b0cbcc4448192d0",
+      "domain": "localhost",
+      "path": "/",
+      "expires": -1,
+      "httpOnly": true,
+      "secure": false,
+      "sameSite": "Lax"
+    },
+    {
+      "name": "next-auth.callback-url",
+      "value": "http%3A%2F%2Flocalhost%3A3000%2Fdocuments",
+      "domain": "localhost",
+      "path": "/",
+      "expires": -1,
+      "httpOnly": true,
+      "secure": false,
+      "sameSite": "Lax"
+    },
+    {
+      "name": "next-auth.session-token",
+      "value": "eyJhbGciOiJkaXIiLCJlbmMiOiJBMjU2R0NNIn0..ZAKfOWExpxch-GkZ.h1-kr4EyMbgfKHz34rsb9PO-upqJOvUYL8e1rVEItSYk_fh4aJPFodW732rVqjNsdXaD2OB0OjKaAxF-0oF264aB5sqiTbaURM8ge8G_5YDgELKi8gzNAK21ta2IaQ57IX-94NhSgVVqhkRcx-Y1kcVdy23vHIzbmhzcP0zMkXVtHtw29zLC_hwLXrY.3fxNbK8FQKwPgWpCxvadeA",
+      "domain": "localhost",
+      "path": "/",
+      "expires": 1697899853.443211,
+      "httpOnly": true,
+      "secure": false,
+      "sameSite": "Lax"
+    }
+  ],
+  "origins": [
+    {
+      "origin": "http://localhost:3000",
+      "localStorage": [
+        {
+          "name": "nextauth.message",
+          "value": "{\"event\":\"session\",\"data\":{\"trigger\":\"getSession\"},\"timestamp\":1695307853}"
+        }
+      ]
+    }
+  ]
+}
\ No newline at end of file
diff --git a/apps/web/src/tests/e2e/auth.setup.ts b/apps/web/src/tests/e2e/auth.setup.ts
index eef5bd67f..bc223a54c 100644
--- a/apps/web/src/tests/e2e/auth.setup.ts
+++ b/apps/web/src/tests/e2e/auth.setup.ts
@@ -1,6 +1,6 @@
 import { type Page, expect, test as setup } from '@playwright/test';
 
-import { STORAGE_STATE } from '../../../../../playwright.config';
+import { STORAGE_STATE } from '../../../playwright.config';
 
 const username = process.env.E2E_TEST_USERNAME || '';
 const email = process.env.E2E_TEST_USER_EMAIL || '';
diff --git a/apps/web/src/tests/e2e/test-documents-page.authenticated.spec.ts b/apps/web/src/tests/e2e/test-documents-page.authenticated.spec.ts
index 0c98809ab..9d3ea4473 100644
--- a/apps/web/src/tests/e2e/test-documents-page.authenticated.spec.ts
+++ b/apps/web/src/tests/e2e/test-documents-page.authenticated.spec.ts
@@ -27,7 +27,7 @@ test.describe('Document upload test', () => {
     await page
       .getByText('Add a documentDrag & drop your document here.')
       .locator('input[type=file]')
-      .setInputFiles('./apps/web/src/tests/e2e/documenso.pdf');
+      .setInputFiles('./src/tests/e2e/documenso.pdf');
   });
 
   test('user can see /documents page', async ({ page }: { page: Page }) => {