Cybersecurity11 min read

Getting Started in IT Security: A Realistic Career Guide

Thinking about a career in IT security? This guide covers the real path - what to learn first, which certifications matter, and how to get your first role.

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Idan Ohayon
Microsoft Cloud Solution Architect
December 5, 2024
CareerBeginnersCertificationsIT SecurityLearning Path

The Reality of Breaking Into Security

Let me be honest: security isn't typically an entry-level field. Most security professionals came from other IT roles - systems administration, networking, development, or help desk.

Why? Security is about protecting systems. To protect systems, you need to understand how they work first.

The Foundation: IT Fundamentals

Operating Systems

Be comfortable with Windows Server basics and Linux command line.

Networking

Understand TCP/IP, DNS, DHCP, HTTP, firewalls, and what normal traffic looks like.

Programming/Scripting

Read and understand code, write basic scripts in Python, Bash, or PowerShell.

Time Investment

Starting from zero: 6-12 months of focused learning. Coming from IT background: you might already have most of this.

Security-Specific Knowledge

Core Concepts

  • CIA Triad (Confidentiality, Integrity, Availability)
  • Authentication vs Authorization
  • Defense in depth
  • Common attack types

Hands-On Skills

  • Log analysis
  • Vulnerability scanning
  • Basic incident response
  • Security tool usage

Learning Resources

Free: TryHackMe, Hack The Box, CyberDefenders

Paid: SANS courses, Offensive Security courses

Certifications: What Actually Matters

Entry Level

CompTIA Security+: Widely recognized, covers fundamentals, good first certification.

After Experience

CISSP: Management-focused, requires 5 years experience
Cloud Certifications: AWS/Azure security specialties

Certifications That Teach You

OSCP: Hands-on penetration testing, genuinely difficult, highly respected
SANS GCIH, GCFA: Expensive but thorough

My Advice

Security+ for job applications. But don't collect certifications thinking they substitute for skills.

Entry Points into Security

Path 1: Help Desk → SOC Analyst

Most common. 1-2 years in help desk, then move to security operations.

Path 2: System Admin → Security Engineer

2-3 years in sysadmin. You already know systems, add security.

Path 3: Developer → Application Security

2+ years development. Learn how code breaks.

Path 4: Direct Entry

Harder but possible with strong fundamentals, home lab experience, certification, and demonstrated passion.

Building Experience Without a Job

Home Lab

Set up VMs with Kali Linux, vulnerable targets (Metasploitable, DVWA), and blue team tools.

CTF Competitions

PicoCTF, National Cyber League - these teach real skills.

Write About What You Learn

A blog shows communication skills, self-motivation, and technical understanding.

Job Hunting Tips

What Entry-Level Jobs Look For

  • Security+ or similar
  • Basic IT experience
  • Enthusiasm and willingness to learn

Where to Apply

  • MSPs (varied experience)
  • Large companies (structured roles)
  • Government contractors (often hire entry-level with clearance)
  • Healthcare/Finance (high demand)

Realistic Timeline

  • Month 1-6: IT fundamentals
  • Month 6-12: Security knowledge, Security+
  • Month 12-18: Home lab, practice, contribute
  • Month 18-24: Apply for entry-level roles
  • Years 2-5: Specialize, gain experience
  • Years 5+: Senior roles, leadership

Final Advice

  1. Don't skip the fundamentals
  2. Hands-on beats theory
  3. Network with people
  4. Stay curious
  5. Be patient

The security industry needs more good people. If you put in the work, there's a place for you.

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Idan Ohayon

Microsoft Cloud Solution Architect

Cloud Solution Architect with deep expertise in Microsoft Azure and a strong background in systems and IT infrastructure. Passionate about cloud technologies, security best practices, and helping organizations modernize their infrastructure.

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