October 17, 2026
I ran a free security community for a year.
You’ve heard the statistic in some form: millions of unfilled cybersecurity jobs, a desperate shortage of talent, a yawning skills gap the…

By h@shtalk
3 min read
I ran a free security community for a year. It taught me the "skills gap" is a lie we tell ourselves.
You've heard the statistic in some form: millions of unfilled cybersecurity jobs, a desperate shortage of talent, a yawning skills gap the industry can't close. It's repeated at every conference and in every vendor deck. And after a year of running a free community where beginners actually show up and try to break in, I've come to believe it's one of the most misleading sentences in the field.
There is no shortage of people who want to do this work. I have watched hundreds of them, hungry, smart, willing to spend their weekends learning. What there's a shortage of is something else entirely, and watching it up close changed how I think about the whole industry.
What the gap actually looks like from the inside
When I started the community, I expected the hard part to be teaching. It wasn't. The material is everywhere, more free, high-quality security content exists now than any human could consume in a lifetime. The beginners weren't short on information. They were drowning in it.
What they were short on was something the content can't provide: someone to tell them which of the thousand things to learn next, someone to answer the embarrassing question they were too scared to ask in public, someone to say "that confusion you're feeling is normal, here's the piece you're missing." The gap isn't a knowledge gap. It's a guidance gap, and a belonging gap, and the industry has mistaken one for the other for years.
Here's the uncomfortable part. The same industry that laments the talent shortage is, in a hundred small ways, the thing keeping people out. The field gatekeeps itself, then complains about the gate.
Entry-level jobs that demand five years of experience. Interviews that test memorised trivia instead of the ability to think. Communities where a beginner's honest question gets met with "just Google it" or, worse, the particular contempt that some technical people reserve for anyone who doesn't already know. A culture that treats not-knowing as a moral failing rather than the universal starting condition of every single person who's ever learned anything.
We built a field with a brutal on-ramp and then act mystified that so few people make it up the ramp. The gate is real, we're holding it, and then we're filing reports about the shortage of people on our side of it.
What actually changed people
The thing that moved people from "trying to break in" to "in" was almost never a new piece of content. It was a person. Someone in a live session answering a dumb question without a trace of sneer. A small win witnessed by others. The simple, enormous experience of being somewhere that assumed you belonged and would be good at this, before you had any evidence for it yourself.
That's it. That's the secret ingredient the MOOCs and the cert factories can't bottle. People don't mostly fail to break into security because the material is too hard. They fail because they're doing it alone, in the dark, with no one to tell them they're closer than they feel, and they quit about six months before it would have clicked. A community doesn't teach them the material. It keeps them in the room long enough for the material to land.
What I'd actually change
If we were serious about the "skills gap," we'd stop treating it as a content problem and start treating it as a people problem. We'd mentor more and gatekeep less. We'd answer the beginner's question like the answer mattered, because the person asking it does. We'd fix the absurd entry-level job descriptions. We'd remember, loudly and often, that every expert in this field was once exactly as lost as the beginner in front of them, and that the only difference between the two is time and somebody who didn't sneer.
The talent is already here. It's been here the whole time, showing up on weekends, asking the scary questions, waiting for one person to say you're closer than you think, keep going. The gap was never in the people. It was in how few of us were willing to turn around and reach a hand back down the ramp.
If you made it into this field, who was the person who reached back for you? Tag them, or just tell the story. And if you're still climbing, the comments here are a sneer-free zone, ask the scary question.