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Career Chaos & Cyber Confessions

Real stories, Job Listings, and practical advice from my 25+ year career in cybersecurity and AI - delivered each week so you can learn and grow your tech career faster than I did. Stay up to date in Tech, Cybersecurity, and AI.

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Latest posts

Featured Cybersecurity & AI Job Openings - Week of 8-24-26

This week’s career opportunities come from CrowdStrike, Amazon, Deloitte, OpenAI and more.

AI taking our jobs? Buckle up, the data I just found from 1 Billion job postings says the opposite.

I dove down a rabbit hole, so buckle up. Here's what I found out about our future.

Cybersecurity has a new Offensive and Defensive Team - It's called Daybreak

Cybersecurity has a brand new Offensive and Defensive security team. It’s called Daybreak. Will this put Soc Analysts and Penetration testers out of work? In my opinion, it’s quite the opposite.

Featured Cybersecurity, AI, and Tech Jobs - Week 8-10-26, All remote.

I got back from a cruise to Mexico and back with the wife and I'm excited to get back to work. I just spent 3 hours looking these up for my network

Deep Breakdown of the OpenAI + Hugging Face Incident and how an Agent Cheated it's Way out of the Sandbox

The OpenAI and Hugging Face incident of July 2026 and what it reveals about autonomous cyber capabilities

Here are 10 Cybersecurity and AI Job Openings - All Remote - Week of 7-27-26

Here are current job openings from Entry to Senior Level

5 Concerning AI Attack Surfaces | Why They're Dangerous & How to Defend

In nearly 3 decades working as a tech professional, I've never seen anything like this.

The AI Race Just hit Hyperdrive: Full Comparison of Grok 4.5, GPT 5.6 Sol, and Claude Fable 5

Here's the full breakdown of where these three powerhouses stand right now

Featured Cybersecurity and AI Job Openings - Week of 7-13-26

Here are current job openings I found just today.

The ups and downs of founding your own firm. Here's my first week.

The good, the bad, and the pipeline.

The Biggest Career Mistake is falling asleep at the Wheel. Do you have a plan? Here's the scenario - is this you?

Here's what I've witnessed over 3 decades, and it's scary.

Do you have a Career Disaster Recovery Plan (DRP)? Here are 5 steps to keep yourself in a job.

If you get fired tomorrow, do you have a plan?