Auto Start SSH Tunneling on Mac

Alvinditya Saputra included in Documentation

2020-09-14 296 words 2 minutes

Contents

Prerequisites

Skip this step if you have it.

Install Homebrew :

1
/usr/bin/ruby -e "$(curl -fsSL https://raw.githubusercontent.com/Homebrew/install/master/install)"

Install SSH-Key using Keygen :

1
ssh-keygen -t rsa

Add SSH-Key fingerprint into the tunneling :

1
ssh -nNt -D port username@host

Step to auto connect SSH Tunneling

Install sshpass using Homebrew

1
brew install hudochenkov/sshpass/sshpass

Create file ~/scripts/startup/startup.sh to connect ssh tunneling automatically, and type code like below.

1
2
3
4
5
6
7
8
#!/bin/bash
#Start SSH Tunneling on IST Yogyakarta if is not running
 
echo "Entering SSH Tunneling"
 
sshpass -p "your_password" ssh -nNt -D port username@host
 
echo "Connection closed!"

Type chmod +x ~/scripts/startup/startup.sh on your terminal to change the file can be execute.
Create file ~/Library/LaunchAgents/com.startup.plist to run startup.sh automatically when the laptop is starting, and type code like below.

 1
 2
 3
 4
 5
 6
 7
 8
 9
10
11
12
13
14
15
16
17
18
19
20
21
<?xml version="1.0" encoding="UTF-8"?>
<!DOCTYPE plist PUBLIC "-//Apple//DTD PLIST 1.0//EN" "http://www.apple.com/DTDs/PropertyList-1.0.dtd">
<plist version="1.0">
  <dict>
    <key>EnvironmentVariables</key>
    <dict>
      <key>PATH</key>
      <string>/usr/local/bin:/usr/bin:/bin:/usr/sbin:/sbin:</string>
    </dict>
    <key>Label</key>
    <string>com.startup</string>
    <key>Program</key>
    <string>/Users/your_username_laptop/scripts/startup/startup.sh</string>
    <key>RunAtLoad</key>
    <true/>
    <key>StandardOutPath</key>
    <string>/tmp/startup.stdout</string>
    <key>StandardErrorPath</key>
    <string>/tmp/startup.stderr</string>
  </dict>
</plist>

Create file ~/reload.sh to handle when disconnected from tunnel and type code like below.

1
2
3
4
5
6
7
8
9
#!/bin/bash
#Start SSH Tunneling on IST Yogyakarta if is not running
 
echo "Reloading SSH..."
 
launchctl unload -w ~/Library/LaunchAgents/com.startup.plist
launchctl load -w ~/Library/LaunchAgents/com.startup.plist
 
echo "Done Reload!"

Type chmod +x ~/reload.sh on your terminal to change the file can be executed.
Type launchctl load -w ~/Library/LaunchAgents/com.startup.plist to run startup agent.
Setup your browser with proxy SOCKS port forwarding. If you using Chrome, you can use SOCKS plugin and forward it to tunneling port.

Thankyou

Medium - Adding Startup Scripts to Launch Daemon

SSHPASS - SSHPASS non Interactive SSH Login Shell Script SSH Password