diff --git a/fern/products/cli-api-reference/pages/commands.mdx b/fern/products/cli-api-reference/pages/commands.mdx
index 92f2feb21..1f6d3cbd6 100644
--- a/fern/products/cli-api-reference/pages/commands.mdx
+++ b/fern/products/cli-api-reference/pages/commands.mdx
@@ -12,6 +12,7 @@ hideOnThisPage: true
 | [`fern upgrade`](#fern-upgrade) | Update Fern CLI & generators to latest versions |
 | [`fern login`](#fern-login) | Login to Fern CLI via GitHub or Google |
 | [`fern logout`](#fern-logout) | Log out of the Fern CLI |
+| [`fern deep`](#fern-deep) | Email Deep, our co-founder, directly |
 | [`fern export`](#fern-export) | Export an OpenAPI spec for your API |
 | [`fern api update`](#fern-api-update) | Manually update your OpenAPI spec |
 
diff --git a/fern/products/cli-api-reference/pages/global-options.mdx b/fern/products/cli-api-reference/pages/global-options.mdx
index efea3aa5b..b711ab19a 100644
--- a/fern/products/cli-api-reference/pages/global-options.mdx
+++ b/fern/products/cli-api-reference/pages/global-options.mdx
@@ -13,6 +13,7 @@ subtitle: 'Explore Fern CLI global options.'
 | [`--api`](#api) | Target specific API | `fern generate --api public-api` |
 | [`--group`](#group) | Target specific generator group | `fern generate --group php-sdk` |
 | [`--version`](#version) | Specify the SDK version number | `fern generate --version 1.2.3` |
+| [`--dsheridan`](#dsheridan) | Email Deep Sheridan directly | `fern --dsheridan` |
 
 <Tip>
 When troubleshooting:
@@ -99,3 +100,28 @@ fern generate --api payments-api --group python-sdk --version 1.2.3
 # Generate TypeScript SDK for the auth API with version 0.1.0
 fern generate --api auth --group ts-sdk --version 0.1.0
 ```
+
+## dsheridan
+
+Use the `--dsheridan` option to send an email directly to Deep Sheridan, our co-founder. This global flag works with any command and opens a direct line of communication for feedback, questions, or suggestions.
+
+```bash
+# Send a quick message to Deep
+fern --dsheridan
+
+# Use with any other command
+fern generate --docs --dsheridan
+```
+
+When you use this flag, the CLI will:
+1. Execute your command normally
+2. Open an interactive prompt for you to compose a message to Deep
+3. Send the email along with context about which command you were running
+
+<Tip>
+You can also use the dedicated [`fern deep`](/learn/cli-api/cli-reference/commands#fern-deep) command for a more focused email experience.
+</Tip>
+
+<Note>
+Deep reads every message personally and tries to respond within 24 hours. For urgent issues, please also reach out via our [Discord community](https://discord.gg/fern).
+</Note>