Don't Know Jack

Least Privilege Grounding Availability Zones Tokens Shared Responsibility Context Window IAM Roles Evals Data Egress Hallucination Multi-AZ RAG Right-sizing Prompt vs Fine-tune Cold Starts Human-in-the-loop Least Privilege Grounding Availability Zones Tokens Shared Responsibility Context Window IAM Roles Evals Data Egress Hallucination Multi-AZ RAG Right-sizing Prompt vs Fine-tune Cold Starts Human-in-the-loop

See the difference

Free Jack teaches the idea. Full Jack trains the meeting.

Same weekday habit. Twin tracks: cloud decisions and AI knowledge. Not certification prep. Not vendor bingo.

Cloud · Well-Architected aligned AI · how it actually works

Free Jack · Cloud

Availability Zones

Reliability · What lands free

If the thing customers hit only runs in one availability zone, a building problem becomes your outage. "Redundant servers" in one zone are still one basket.

What should you push for first when someone says the portal is already "highly available"?

Four options + short why the right answer is right
Intent words: zone · standby · failover · proof

Full Jack · same day

The meeting kit

What $5.99/mo unlocks on that day

Meeting card (hero) Listen for · Ask · Watch for · Good enough answer sounds like

Why the other three answers are wrong today (and when each would be right)
Flip card: "two servers" → "two zones"
Micro-question: multi-AZ app + single-AZ database?
Role lens: one tight ask for PM, Finance, Exec

Free Jack · AI

Grounding vs hallucination

How AI actually works · What lands free

Hallucination is a confident answer that is not supported by the evidence you gave the model. Grounding means tying claims to sources you can check - not trusting a fluent paragraph.

A pilot tool cites a policy clause that is not in the document you uploaded. What should you push for first?

Concept + question + short correct why
Intent words: source · claim · ground · check

Full Jack · same day

Ask it in the room

Same structure, AI track

Meeting card (hero) How to challenge a confident AI answer without looking like a blocker

Wrong-answer rationales ×3
Flip card: "it sounds right" → "show the source"
Micro-question + PM / Finance / Exec asks

The weekly habit

One story. Practice every weekday. Puzzles when you want them.

You always know what lands when - without reading a syllabus.

Mon-Fri

Full Jack email

One concept, business consequence first, four options. About five minutes.

Tuesday

Substack story

Selena, Bart, JJ, and Raja - the week's narrative in one sitting.

Tue / Fri

LinkedIn drops

Ruby Tuesday and TGIF. Follow along where your feed already is.

Sunday

Crossword

Selena's puzzle from the week's vocabulary. Play this week →

Pricing

Free Jack keeps the habit. Full Jack wins the meeting.

30 days free, then $5.99/mo. Cancel anytime. Still not a certification course.

Free Jack

$0 / forever

Daily literacy. Ask better questions.

Weekday concept (cloud or AI track)
Daily question + short correct why
Story / crossword habit (as today)
Soft nudge toward Full Jack - never in the way

Start Free Jack

No card required for free.

Full Jack

$5.99 / month

Everything in Free, plus the meeting kit.

Meeting card - listen / ask / watch / good enough answer
Wrong-answer rationales ×3
Flip card + follow-up micro-question
Role lens: PM · Finance · Exec
Real-world analysis
Streaks / XP · skill tree · Sunday mini-quiz · topic request

Card required. 30 days free, then $5.99/mo. Cancel anytime. No ads or upsell in Full Jack email.

Full Jack tools: Streaks & skill tree · Sunday mini-quiz · Topic request

Who it's for

You nodded. So did everyone else.

For business professionals who make cloud and AI decisions. Ask the right questions before the room moves on.

📋

Project & product

You brief teams with estimates that still feel arbitrary, and need the why behind the path.

📊

Finance & execs

You approve spend or signed the strategy - and want sharper follow-ups next review.

💡

Anyone who nodded

You searched a term at 11pm and got four pages that assumed ten other terms.

How it works

Ask. Understand.
Connect. Belong.

Daily cloud and AI literacy. Ask better questions. Understand the answers. Five minutes on weekdays. One concept - cloud or AI.

Ask

The meeting question

Bart says something. You get the line that would have landed better if you had known what it meant before the room moved on.

Understand

What it actually means

Plain language. No jargon left unexplained - cloud trade-offs or how AI actually works. The concept, the business consequence, and why the words matter.

Connect

Cost, risk, decision

A short real-world note ties the idea to spend, security, an AI judgment call, or a choice your team already faces.

Belong

Stay in the conversation

Understanding the technical answer is their job. Asking the right questions is yours. Both matter. Only one requires a certification.

The room

Meet the cast

Familiar faces. Practice for their meetings.

Cloud engineer

Selena

Earnest. Cert in the pocket. Reaches for a tool.

Project manager

Georgina

The board is oxygen. Order as a costume.

General manager

Takes the room. Gut first. Means well - and that is not enough.

Special projects

Raja

Scoreboard brain. After the grab, he tries to share.

Infrastructure and security

Bart

Machines first. Fair over warm. Jolt on the sill.

Board attendee

Dave

Crouched on the sill. Looking out.

Ask. Understand. Connect. Belong.

Start Free Jack. Upgrade when the meeting needs you.

Five minutes every weekday. Concepts in plain language.

You're in. First concept arrives on the next weekday morning.

Free Jack forever. Full Jack · 30 days free when you want Full Jack.

You just knew a little more Jack than you did five minutes ago.

Five minutes. That's all it takes.