Between You and the Server...
Kevin Wasonga

Kevin Wasonga @kevwasonga

About: beginner

Location:
Kisumu, Kenya.
Joined:
Sep 18, 2024

Between You and the Server...

Publish Date: May 13
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How Man-in-the-Middle Attacks Work And How to Stop Them

“In the digital realm, trust is the handshake that makes the internet work. A MITM attack? That’s someone silently slipping on gloves during that handshake.”

🌍 Welcome to the Digital AgeAnd Its Shadows
We live in an era where almost everything happens online: Sending money, ordering food, booking rides, paying bills, chatting with friends, filing taxes. The list is endless.
But here’s the twist. The more we rely on digital systems, the more attractive they become to attackers.
One of the oldest and most deceptive forms of cyber intrusion is the Man-in-the-Middle (MITM) attack and it’s still very much alive today.

🧅 What Is a Man-in-the-Middle Attack?
A MITM attack happens when someone silently inserts themselves between two parties who think they’re communicating directly.
Picture this. You text a friend to say “Send me that mobile money,” But someone intercepts the message, changes the details, and forwards a modified version without either of you realizing.You think you’re talking to each other. But there’s someone in the middle eavesdropping, altering, and exploiting.

🕸️ Real-World MITM Attack Scenarios
1. Public Wi-Fi Traps
That “Free_WiFi_CityMall” hotspot? Could be fake.
Once you connect, an attacker can inspect your traffic, stealing login credentials or injecting malicious scripts.
2. Session Hijacking
Attackers steal your session cookie and boom, they’re now logged in as you.
No password needed.
3. HTTPS Downgrade (SSL Stripping/ Secure Sockets Layer Stripping)
Some attackers force your connection to drop from HTTPS (secure) to HTTP (insecure), letting them read everything in plain text.

Common MITM Techniques
Packet sniffing is like overhearing conversations in a crowded café if the data isn’t encrypted, anyone nearby can listen. This technique involves monitoring network traffic to capture sensitive information such as login credentials, session cookies, and unencrypted messages. It is especially effective on unsecured networks. To defend against it, always use encrypted communication protocols such as Hypertext Transfer Protocol Secure (HTTPS), Secure Shell (SSH), or a Virtual Private Network (VPN).

Rogue hotspots, sometimes called “evil twins,” are fake wireless networks that mimic legitimate ones. Imagine a fake Wi-Fi called “CoffeeShop_WiFi” right next to the real one users connect to the imposter, thinking it’s safe. Once connected, the attacker can intercept traffic, capture login details, or inject malicious content. The best defense is to verify the network name with the provider, avoid connecting to open networks automatically, and use a VPN for encrypted traffic.

Address Resolution Protocol (ARP) spoofing is like someone impersonating your office's receptionist so that all incoming mail (network traffic) is rerouted to them. In this attack, the attacker sends forged ARP messages on a local network, tricking devices into sending data through the attacker’s machine instead of the legitimate gateway. This allows the attacker to intercept, modify, or block data. Defenses include enabling Dynamic ARP Inspection (DAI), using static ARP entries, and encrypting all sensitive traffic.

Domain Name System (DNS) spoofing .The attacker corrupts the DNS responses received by the user, redirecting them from a legitimate website to a malicious one that looks identical. This can result in stolen credentials or malware infections. Protection involves using Domain Name System Security Extensions (DNSSEC), choosing trusted DNS resolvers, and verifying digital certificates in browsers.

Secure Sockets Layer (SSL) stripping works like convincing someone to do a confidential transaction outside the bank instead of inside the secure vault. The attacker intercepts the initial HTTP request and prevents it from upgrading to HTTPS, keeping the entire session unencrypted. Victims may not notice because the site still loads. Defense mechanisms include implementing HTTP Strict Transport Security (HSTS), always typing or bookmarking HTTPS URLs, and staying alert for missing browser security indicators.

Final Thoughts
MITM attacks are like digital pickpocketing. You may not notice it happening until your data, money, or identity is long gone.
They exploit: Trust in systems. Weak configurations . A lack of awareness

“Online, trust must be earned. But more importantly it must be encrypted.”

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