Penelope is a modern shell handler for penetration testers and CTF players. It provides a more capable alternative to basic netcat listeners, adding automatic PTY upgrades, session management, logging, file transfers and helper modules.

Table of Contents

• 📥 Installation
• ⚙️ Features
  • 🖥️ Session Features
  • 🌍 Global Features
  • 🧩 Modules
• 💻 Usage
  • ▶️ Sample Typical Usage
  • 🎬 Demonstrating Random Usage
  • 🖲️ Main Menu Commands
  • ⚡ Command Line Options
• 🔒 Security considerations
• 📝 TODO
• ❓ FAQ
• 🙌 Thanks to the early birds

Installation

Penelope runs on Unix-like systems, including Linux, macOS and FreeBSD, and requires Python 3.6+.

Kali Linux

Penelope is available in Kali Linux:

sudo apt update
sudo apt install penelope

Standalone execution

Penelope is implemented entirely with Python’s standard library, allowing it to run as a standalone script without any external dependencies:

wget -q https://raw.githubusercontent.com/brightio/penelope/refs/heads/main/penelope.py && python3 penelope.py

pipx

To install the latest upstream version directly from GitHub:

pipx install git+https://github.com/brightio/penelope

For a versioned and more stable release path, Penelope is also available on PyPI:

pipx install penelope-shell-handler

Features

Session Features

Feature	Unix-like target	Windows target
Auto-upgrade shell	PTY	readline(*)
Real-time terminal resize	✅	❌
Logging shell activity	✅	✅
Download remote files/folders	✅	✅
Upload local/HTTP files/folders	✅	✅
In-memory local/HTTP script execution with real-time output downloading	✅	❌
Local port forwarding	✅	❌
Spawn shells on multiple tabs and/or hosts	✅	❌
Auto-maintain N active shells per host (re-spawn on death)	✅	❌

(*) Can be manually upgraded to PTY with the upgrade command

⚠️ Windows support is experimental and under active development.

Global Features

• Streamline interaction with the targets via modules
• Multiple sessions
• Multiple listeners
• Serve files/folders via HTTP (-s switch)
• Can be imported by python3 exploits and get shell on the same terminal (see extras/exploit_examples)
• Can work in conjunction with Metasploit exploits by disabling the default handler with set DisablePayloadHandler True
• Expose live sessions to an MCP client like Claude Code with the --mcp switch (local HTTP, token-authenticated), driving the same shells alongside you

Modules

Meterpreter module demonstration

Usage

Sample Typical Usage

penelope                          # Listening for reverse shells on 0.0.0.0:4444
penelope -p 5555                  # Listening for reverse shells on 0.0.0.0:5555
penelope -p 4444,5555             # Listening for reverse shells on 0.0.0.0:4444 and 0.0.0.0:5555
penelope -i eth0 -p 5555          # Listening for reverse shells on eth0:5555
penelope -a                       # Listening for reverse shells on 0.0.0.0:4444 and show sample reverse shell payloads

penelope -c target -p 3333        # Connect to a bind shell on target:3333

penelope ssh user@target          # Get a reverse shell from target on local port 4444
penelope -p 5555 ssh user@target  # Get a reverse shell from target on local port 5555
penelope -i eth0 -p 5555 -- ssh -l user -p 2222 target  # Get a reverse shell from target on eth0, local port 5555 (use -- if ssh needs switches)

penelope -s <File/Folder>         # Share a file or folder via HTTP

Demonstrating Random Usage

As shown in the video below, within only a few seconds we can:

1. Get a fully functional auto-resizable PTY shell while logging every interaction with the target
2. Execute the latest version of LinPEAS on the target without touching the disk and save the output to a local file in real time
3. Open one more PTY shell in another tab
4. Upload the latest versions of LinPEAS and linux-smart-enumeration
5. Upload a local folder with custom scripts
6. Upload an exploit-db exploit directly from URL
7. Download and open a remote file locally
8. Download the remote /etc directory
9. Automatically spawn a new shell if an existing shell dies, helping keep access available during unstable shell sessions

penelope_sample_usage.mp4

Main Menu Commands

Some Notes:

• By default you need to press F12 to detach the PTY shell and go to the Main Menu. If the upgrade was not possible and you ended up with a basic shell, you can detach it with Ctrl+C. This also prevents the accidental killing of the shell.
• The Main Menu supports TAB completion and also short commands. For example instead of interact 1 you can just type i 1.

Command Line Options

positional arguments:
  args                          Arguments for -s/--serve and SSH reverse shell modes

options:
  -p, --ports                   Ports (comma separated) to listen/connect/serve, depending on -i/-c/-s options
                                (Default: 4444/5555/8000)

Reverse or Bind shell?:
  -i, --interface               Local interface/IP to listen. (Default: 0.0.0.0)
  -c, --connect                 Bind shell Host
  -j, --jump                    Reverse shell jump endpoints

Hints:
  -a, --payloads                Show sample reverse shell payloads for active Listeners
  -l, --interfaces              List available network interfaces
  -h, --help                    show this help message and exit

Session Logging:
  -L, --no-log                  Disable session log files
  -T, --no-timestamps           Disable timestamps in logs
  -CT, --no-colored-timestamps  Disable colored timestamps in logs

Misc:
  -M, --menu                    Start in the Main Menu
  -m, --maintain                Keep N sessions per target
  -S, --single-session          Accommodate only the first created session
  -ms, --max-sessions           Max active sessions per host (default 5, 0 = reject all new)
  -C, --no-attach               Do not auto-attach on new sessions
  -U, --no-upgrade              Disable shell auto-upgrade
  -O, --oscp-safe               Enable OSCP-safe mode

MCP:
  --mcp                         Enable the MCP server over local HTTP
  --mcp-host                    Host/IP to bind (default: 127.0.0.1)
  --mcp-port                    Port to bind (default: saved port, else a random free port persisted to ~/.penelope/mcp.json)
  --mcp-token                   Bearer token (default: saved token, else auto-generated and persisted)

File server:
  -s, --serve                   Run HTTP file server mode
  -prefix, --url-prefix         URL path prefix

Debug:
  -N, --no-bins                 Simulate missing binaries on target (comma-separated)
  -v, --version                 Print version and exit
  -d, --debug                   Enable debug output
  -dd, --dev-mode               Enable developer mode
  -cu, --check-urls             Check hardcoded URLs health and exit

Security considerations

Penelope is designed to provide direct and flexible interaction with remote shells. Keep the following in mind when using it:

• Terminal escape sequences: Penelope forwards terminal output from remote systems directly to your terminal emulator. Malicious remote processes may use terminal escape sequences to manipulate the screen, create misleading links, or interact with features such as the clipboard. This exposure is inherent to any tool that relays a remote shell to the local terminal (like SSH, telnet, netcat) and is not specific to Penelope. Use a terminal with appropriate security settings when connecting to untrusted systems.

• Session logs: Session logs may contain credentials, tokens, commands and other sensitive information received from the target. Store them securely and use --no-log when logging is not required.

• Unencrypted connections: Standard reverse and bind shell connections are not encrypted. Avoid using them over untrusted networks unless the traffic is protected by a secure tunnel or VPN.

• MCP server (--mcp): When enabled, the MCP server grants full control over every active session (command execution, file transfer) to any client holding the bearer token, which is stored in ~/.penelope/mcp.json (0600). It binds to 127.0.0.1 and is token-authenticated. Keep the token secret and avoid exposing the server on untrusted networks.

⚖️ Disclaimer: Penelope is intended for authorized security testing, research and educational purposes only. Do not use it against systems without explicit permission.

TODO

Features

• encryption
• remote port forwarding
• socks & http proxy
• team server
• HTTPs and DNS agents

Known Issues

• Session logging: commands that use alternate buffers, such as nano, may leave escape sequences in the log if they terminate abnormally. The data is still preserved, but viewing the logfile with tools like cat may look corrupted. Filtering these escape sequences is planned to make log output smoother.

FAQ

► Is Penelope allowed in the OSCP exam?

Penelope’s core shell-handling features do not perform automatic exploitation, which makes them suitable for OSCP-style usage. However, exam rules can change, so always verify the current official OffSec rules before using any tool during an exam.

Some modules require extra caution:

• The meterpreter module should only be used in a way that complies with the current exam rules.
• The traitor module uploads Traitor, which performs automatic privilege escalation.

If you want to avoid accidental rule violations, use the -O / --oscp-safe switch.

► How can I return from the remote shell to the Main Menu?

It depends on the type of shell upgrade in use:

• PTY: press F12
• Readline: send EOF (Ctrl-D)
• Raw: send SIGINT (Ctrl-C)

In any case, the correct key is always displayed when you attach to a session. For example:

► How can I customize Penelope (change default options, create custom modules, etc.)?

See peneloperc

► Why aren’t my current working directory and/or user respected when I use menu commands like download/upload?

This usually means you opened a new interactive shell, possibly under a different user. The Penelope agent only tracks the directory of the initial shell and keeps the permissions of the user from that first shell. The best workaround is to cd /tmp before opening a new shell, or, if you switched users, spawn a new reverse shell as the new user.

► How can I contribute?

Your contributions are invaluable! If you’d like to help, please report bugs, unexpected behaviors, or share new ideas. You can also submit pull requests but avoid making commits from IDEs that enforce PEP8 and unintentionally restructure the entire codebase.

► Where does the name come from?

Penelope was the wife of Odysseus and is known for her loyalty and patience while waiting for him to return. The tool is named after her because it was built to be a faithful and stable shell handler for workflows that go beyond a basic listener.

Thanks to the early birds

• Cristian Grigoriu - @crgr for inspiring me to automate the PTY upgrade process. This is how this project was born.
• Paul Taylor - @bao7uo for the idea to support bind shells.
• Longlone - @WAY29 for indicating the need for compatibility with previous versions of Python (3.6).
• Carlos Polop - @carlospolop for the idea to spawn shells on listeners on other systems.
• @darrenmartyn for indicating an alternative method to upgrade the shell to PTY using the script command.
• @bamuwe for the idea to get reverse shells via SSH.
• @strikoder for numerous enhancement ideas.
• @root-tanishq, @robertstrom, @terryf82, @RamadhanAmizudin, @furkan-enes-polatoglu, @DerekFost, @Mag1cByt3s, @nightingalephillip, @grisuno, @thinkslynk, @stavoxnetworks, @thomas-br, @joshoram80, @TheAalCh3m1st, @r3pek, @bamuwe, @six-two, @x9xhack, @dummys, @pocpayload, @anti79, @strikoder, @bestutsengineer for bug reporting.
• Special thanks to @Y3llowDuck for spreading the word!