> Source: [sk104238](https://support.checkpoint.com/results/sk/sk104238)

# sk104238 - Dropbox client does not work if HTTPS Inspection is enabled

| Property | Value |
|----------|-------|
| Solution ID | sk104238 |
| Date Created | 2015-01-22 |
| Last Modified | 2018-09-24 |
| Technical Level | Advanced |
| Products | Security Gateway |
| Versions | R82.10, R82, R81.20 |

## Symptoms

- * With HTTPS inspection is enabled, the Dropbox client does not work.  

* Packet captures shows a successfully established SSL handshake (Firewall - Server), but when we are trying to establish SSL handshake (Firewall - Client), the Client is sending back Fatal Alert, causing connection to close with:  

  `Alert (Level: Fatal, Description: Unknown CA)`   

  ![](https://sc1.checkpoint.com/sc/SolutionsStatics/sk104238/Dropbox_Pic.PNG )

## Cause

In Outbound HTTPS Inspection, the Security Gateway's CA used to generate certificates needs to be installed as Trusted Root.

Dropbox client does not use host machine's trusted root authorities. Therefore, Security Gateway with enabled HTTPS Inspection will not be trusted, which causes Dropbox client to drop the connection.

## Solution

This solution requires authentication. Please log in to view the full solution.

---

# Agent Instructions

This content is from the Check Point Support Center (https://support.checkpoint.com), the official knowledge base for Check Point cybersecurity products.

## Navigating This Knowledge Base

- **Complete index**: [llms.txt](https://support.checkpoint.com/llms.txt)
- **All SK articles**: [SecureKnowledge Sitemap](https://support.checkpoint.com/sitemaps/secureknowledge-sitemap-index.xml)
- **SK article URL pattern**: `https://support.checkpoint.com/results/sk/{skId}`
- **Markdown responses**: AI bot User-Agents automatically receive `text/markdown` content
