The Cybersecurity Career Roadmap 2026 — CloudTweaks
The cybersecurity industry has a hiring problem that isn’t getting better. ISC2’s latest Cybersecurity Workforce Study puts the global shortfall at 4.8 million unfilled positions — up 19 percent year over year, even as active hiring stalled. ISACA found that 55 percent of security teams are currently understaffed and 38 percent take three to six months to fill a role even at entry level. Meanwhile, IBM found that 87 percent of organizations reported an AI-driven cyberattack in the past year. The defenders are outnumbered, and the gap keeps widening.
So why is it still so hard to break in? Partly because the field is poorly mapped for people trying to enter it. The question “how do I get into cybersecurity” gets asked constantly and answered inconsistently. This is an attempt at something more useful — an honest look at what the field actually contains, where the paths lead, and what...
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