The 100-Day Cyber Siege: How One Mentor’s Free Bootcamp Could Flood the Industry with Skilled Defenders (And Attackers) + Video

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Introduction:

In an unprecedented community-driven initiative, cybersecurity expert Victor Akinode is launching a 100-day free training challenge, releasing a concise five-minute lesson daily. This structured approach demystifies core IT security concepts, aiming to build consistent, practical skills from the ground up, addressing the critical global shortage of cybersecurity practitioners.

Learning Objectives:

  • Understand and execute fundamental security reconnaissance and scanning techniques.
  • Implement basic system hardening on both Windows and Linux platforms.
  • Identify and mitigate common web application vulnerabilities.

You Should Know:

  1. The First 20 Days: Foundational Reconnaissance & Network Mapping
    The initial phase of any security journey, offensive or defensive, begins with understanding a network. This involves passive and active reconnaissance to map the attack surface.

Step-by-step guide:

Passive Intel Gathering (OSINT): Use tools like `whois` and `nslookup` to gather public information about a target domain.

 Linux/macOS
whois example.com
nslookup example.com
dig ANY example.com

Active Network Scanning: `Nmap` is the industry-standard tool for discovering live hosts and open ports.

 Basic TCP SYN scan (requires sudo privileges)
sudo nmap -sS 192.168.1.0/24

Service version detection
sudo nmap -sV 192.168.1.10

Save output to a file for reporting
sudo nmap -sS -sV -oN scan_report.txt 192.168.1.10

Vulnerability Discovery: Pair scans with vulnerability databases. Use `-sC` flag in Nmap to run default safe scripts that often reveal misconfigurations.

  1. System Hardening: Your First Linux & Windows Lockdown
    Once you understand what’s on your network, securing individual systems is paramount. System hardening reduces the attack surface.

Step-by-step guide:

Linux (Ubuntu/Debian) Basics:

 1. Update and upgrade all packages
sudo apt update && sudo apt upgrade -y

<ol>
<li>Disable root SSH login (edit config file)
sudo nano /etc/ssh/sshd_config
Change `PermitRootLogin yes` to `PermitRootLogin no`
sudo systemctl restart sshd</p></li>
<li><p>Configure Uncomplicated Firewall (UFW)
sudo ufw enable
sudo ufw allow 22/tcp  Allow SSH
sudo ufw status verbose

Windows 10/11 Basics (PowerShell as Administrator):

 1. Enable Windows Defender Firewall for all profiles
Set-NetFirewallProfile -Profile Domain,Public,Private -Enabled True

<ol>
<li>Disable SMBv1 (an old, vulnerable protocol)
Disable-WindowsOptionalFeature -Online -FeatureName SMB1Protocol</p></li>
<li><p>Force password policy via Local Security Policy (secpol.msc) or PowerShell
Enforce password history: 24
Maximum password age: 60 days
Minimum password length: 12
  1. The Web Application Frontline: Understanding OWASP Top 10
    Modern attacks frequently target web apps. The Open Web Application Security Project (OWASP) Top 10 lists the most critical risks.

Step-by-step guide:

Setting Up a Practice Lab: Use deliberately vulnerable apps like OWASP Juice Shop or DVWA (Damn Vulnerable Web Application) in a controlled environment (e.g., Docker or a local VM).

 Running OWASP Juice Shop with Docker
docker pull bkimminich/juice-shop
docker run -d -p 3000:3000 bkimminich/juice-shop
 Access at http://localhost:3000

Testing for SQL Injection (SQLi): A classic injection flaw.
Manual Test: In a search field, try input like: `’ OR ‘1’=’1`
Tool-Assisted: Use `sqlmap` against your test lab (never against unauthorized sites!).

sqlmap -u "http://localhost:3000/rest/products/search?q=test" --batch

Mitigation: Always use parameterized queries or prepared statements in your code. Never concatenate user input directly into SQL commands.

4. Defense in Depth: Logging and Basic Monitoring

Detection is a key pillar of security. Without logs, you are blind to ongoing attacks.

Step-by-step guide:

Centralizing Linux Logs with `journalctl`:

 View all logs since boot
journalctl -b

Follow new log entries in real-time
journalctl -f

Filter for SSH-related logs
journalctl _SYSTEMD_UNIT=ssh.service

Windows Event Log Analysis (PowerShell):

 Get recent Security log failures (Event ID 4625)
Get-WinEvent -FilterHashtable @{LogName='Security'; ID=4625} -MaxEvents 10

Get failed login attempts
Get-WinEvent -FilterHashtable @{LogName='Security'; ID=4625} | Select-Object -First 5

Setting Up a SIEM (Simple Example): Forward logs to a free-tier SIEM-like tool like Wazuh or Splunk Forwarder for correlation.

  1. The Human Firewall: Phishing Analysis & Email Header Forensics
    The most common attack vector is email. Learning to analyze email headers is a crucial defensive skill.

Step-by-step guide:

  1. Locate Full Headers: In Gmail, open an email, click the three dots -> “Show original.”

2. Analyze Key Fields:

Return-Path: The bounce address.

Received: Trace the mail’s path from sender to receiver. Look for inconsistencies.
From vs. Reply-To: They can differ, indicating spoofing.
SPF/DKIM/DMARC Records: Check Authentication-Results. A `FAIL` is a strong red flag.
3. Use Online Analysis Tools: Paste headers into tools like MxToolbox Email Header Analyzer or Google Admin Toolbox Messageheader for automated parsing and insight.

  1. Cloud Security Posture 101: Securing an S3 Bucket
    Misconfigured cloud storage is a leading cause of data breaches. Learn to secure an AWS S3 bucket.

Step-by-step guide:

  1. Log into AWS Management Console and navigate to S3.
  2. Create a Bucket: Choose a unique name and region.

3. Critical Configuration Steps:

Block Public Access: Enable all four public access block settings.
Bucket Policy: Use the policy generator to grant least-privilege access. A restrictive policy looks like:

{
"Version": "2012-10-17",
"Statement": [
{
"Effect": "Deny",
"Principal": "",
"Action": "s3:",
"Resource": "arn:aws:s3:::YOUR-BUCKET-NAME/",
"Condition": {
"Bool": {
"aws:SecureTransport": "false"
}
}
}
]
}

This policy denies all access over non-HTTPS connections.

Enable Encryption: Enable default AES-256 encryption.

Enable Versioning and Logging: For audit trails and recovery.

  1. From Learning to Automation: Your First Security Script
    Automation is force multiplication. A simple Python script can handle repetitive tasks.

Step-by-step guide (Python – Port Checker):

!/usr/bin/env python3
import socket
import sys

def port_scan(host, port):
try:
sock = socket.socket(socket.AF_INET, socket.SOCK_STREAM)
sock.settimeout(1)
result = sock.connect_ex((host, port))
sock.close()
return result == 0
except socket.error:
return False

if <strong>name</strong> == "<strong>main</strong>":
target_host = input("Enter target host (e.g., scanme.nmap.org): ") or "scanme.nmap.org"
common_ports = [21, 22, 23, 25, 53, 80, 443, 3306, 8080]

print(f"Scanning {target_host}...")
for port in common_ports:
if port_scan(target_host, port):
print(f"[+] Port {port} is OPEN")

What it does: This script attempts a TCP connection to a list of common ports on a target host, reporting which are open. Usage: Save as port_scanner.py, run python3 port_scanner.py, and follow the prompt.

What Undercode Say:

  • Democratization Through Micro-Learning: This initiative validates the power of consistent, bite-sized learning over daunting, monolithic courses. The 5-minute daily format lowers the barrier to entry, potentially onboarding thousands of new enthusiasts into the security fold.
  • Community as a Catalyst: The parallel Telegram community is not just a notification channel; it’s a foundational element for accountability and peer-to-peer problem-solving, mimicking real-world security operations center (SOC) collaboration dynamics. This social framework significantly increases completion rates and practical knowledge retention.

Prediction:

Initiatives like the 100-day challenge will accelerate the decentralization of cybersecurity expertise, moving it from an elite niche to a more common IT literacy component. While this will bolster the overall defender population, it will equally lower the technical barrier for potential threat actors, leading to a more crowded and competitive threat landscape. The future will see a surge in “script-kiddie” level attacks but also a stronger base of first-line defenders capable of implementing essential hygiene. This trend will force organizations to adopt more automated, intelligent (AI-driven) defense systems, while raising the value of deep, specialized offensive and defensive security research. The industry’s focus will increasingly shift from purely technical controls to managing human-led processes and secure development lifecycles.

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Reported By: Victor Akinode – Hackers Feeds
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