James Wilson
@jameswilson.io
Reformed CTO turned Enterprise Technology Editor @ https://risky.biz/
Stop saying "technical debt" to executives.
Debt is loaded. Mortgages are leverage, credit cards are emergencies. You don't know which mental model they're applying. And the ask is always net-negative.
Reframe it as a velocity tax.
Full video: youtube.com/watch?v=pWwm-NYMsu0
Debt is loaded. Mortgages are leverage, credit cards are emergencies. You don't know which mental model they're applying. And the ask is always net-negative.
Reframe it as a velocity tax.
Full video: youtube.com/watch?v=pWwm-NYMsu0
"Technical Debt" Is Killing Your Credibility With Executives
YouTube video by Paved With Good Intentions
youtube.com
February 18, 2026 at 3:42 AM
Stop saying "technical debt" to executives.
Debt is loaded. Mortgages are leverage, credit cards are emergencies. You don't know which mental model they're applying. And the ask is always net-negative.
Reframe it as a velocity tax.
Full video: youtube.com/watch?v=pWwm-NYMsu0
Debt is loaded. Mortgages are leverage, credit cards are emergencies. You don't know which mental model they're applying. And the ask is always net-negative.
Reframe it as a velocity tax.
Full video: youtube.com/watch?v=pWwm-NYMsu0
I dropped in to this week's Risky Business episode to talk about how the Anthriopic C Compiler is interesting, but a lot of the coverage has missed the point! It's about agents working together, not a new C Compiler. 🤦🏻♂️
risky.biz/RB824/
risky.biz/RB824/
Risky Business #824 -- Microsoft's Secure Future is looking a bit wobbly - Risky Business Media
On this week’s show Patrick Gray and Adam Boileau discuss the week’s cybersecurity news, including:* Microsoft reshuffles security leaders [Read More]
risky.biz
February 12, 2026 at 11:48 PM
I dropped in to this week's Risky Business episode to talk about how the Anthriopic C Compiler is interesting, but a lot of the coverage has missed the point! It's about agents working together, not a new C Compiler. 🤦🏻♂️
risky.biz/RB824/
risky.biz/RB824/
Openclaw 🌶️ AI agent. Not a security problem if used carefully. Very easy to misconfigure. Blast radius disastrous.
Clawhub 🌶️🌶️ package registry for skills (prompts). Malicious skills and download numbers faked.
Moltbook 🌶️🌶️🌶️ Reddit for agents. Do not use this.
risky.biz/RB823/
#moltbook #openclaw
Clawhub 🌶️🌶️ package registry for skills (prompts). Malicious skills and download numbers faked.
Moltbook 🌶️🌶️🌶️ Reddit for agents. Do not use this.
risky.biz/RB823/
#moltbook #openclaw
Risky Business Media
News and commentary for cybersecurity and intelligence professionals
Risky.biz
February 4, 2026 at 10:49 PM
Openclaw 🌶️ AI agent. Not a security problem if used carefully. Very easy to misconfigure. Blast radius disastrous.
Clawhub 🌶️🌶️ package registry for skills (prompts). Malicious skills and download numbers faked.
Moltbook 🌶️🌶️🌶️ Reddit for agents. Do not use this.
risky.biz/RB823/
#moltbook #openclaw
Clawhub 🌶️🌶️ package registry for skills (prompts). Malicious skills and download numbers faked.
Moltbook 🌶️🌶️🌶️ Reddit for agents. Do not use this.
risky.biz/RB823/
#moltbook #openclaw