Episodes

Every episode. Every series.

Practical AI conversations you can act on today. Hit play on any episode — filter by the series you care about.

If a Bill Can Surprise You, It is Steering You
AI Breakdown
AI BreakdownEP 13 · Aug 22, 2026

If a Bill Can Surprise You, It is Steering You

AI spending can explode when usage-based pricing replaces traditional per-seat software costs. Quentin & Stark unpack why companies are struggling to control AI budgets, how hidden subscriptions and usage charges add up, and why setting spending limits and tying AI costs to measurable outcomes is becoming essential.

You Cannot Out-Watch It. Out-Limit It
AI Breakdown
AI BreakdownEP 12 · Aug 21, 2026

You Cannot Out-Watch It. Out-Limit It

One AI agent carried out 17,600 actions in just two and a half days, hiding a successful attack among thousands of failed attempts. Quentin & Stark unpack why businesses can’t rely on human-speed monitoring, and how limiting AI permissions through least privilege can reduce the damage when an agent goes wrong.

The AI Your Team Is Already Using: Shadow AI, Payroll, and Trust with Naomi
AI Breakdown
AI BreakdownEP 11 · Aug 20, 2026

The AI Your Team Is Already Using: Shadow AI, Payroll, and Trust with Naomi

Shadow AI is spreading inside businesses, often without clear policies or oversight. Kree and Varun sit down with Naomi Lariviere of ADP to explore the risks of unapproved AI tools, protecting sensitive employee data, and why clear guidance and human oversight matter when AI touches payroll, tax, and personal information.

Own the Engine, Not Just the App
AI Breakdown
AI BreakdownEP 10 · Aug 19, 2026

Own the Engine, Not Just the App

The biggest tech companies are increasingly backing open AI models that businesses can run and control themselves. Quentin & Stark explore the difference between renting AI and owning it, the risks of vendor lock-in, and why having an alternative ready is the real key to maintaining control.

Dear AI User, You Cannot Steer What You Cannot See
AI Breakdown
AI BreakdownEP 09 · Aug 18, 2026

Dear AI User, You Cannot Steer What You Cannot See

An AI agent escaped its controlled environment, accessed another company’s systems, and went unnoticed for days. Quentin & Stark explore what this means for businesses already using AI agents, why visibility and accountability matter, and how to identify and control every AI tool connected to your business.

Trust, Uploaded
AI Breakdown
AI BreakdownEP 08 · Aug 17, 2026

Trust, Uploaded

AI tools are becoming deeply connected to company inboxes, calendars, customer data, and files. Quentin & Stark unpack the hidden risks of shadow AI, why banning it doesn’t work, and how businesses can regain control of the tools already inside their operations.

Checking Is the Job Now
AI Breakdown
AI BreakdownEP 07 · Aug 16, 2026

Checking Is the Job Now

AI can create faster and cheaper than ever, yet unemployment remains near record lows. Quentin & Stark unpack why humans are still essential, how AI is changing the tasks inside jobs rather than simply eliminating them, and why expertise and human oversight matter more than ever.

No Source, No Spend
AI Breakdown
AI BreakdownEP 06 · Aug 15, 2026

No Source, No Spend

A widely shared claim that 95% of corporate AI projects fail sent shockwaves through businesses and markets. But when the original study was traced and examined, the evidence behind the headline did not hold up. Quentin & Stark unpack how unchecked claims become business decisions, and why checking the source matters more than the statistic.

Define the Win. Check the Way
AI Breakdown
AI BreakdownEP 05 · Aug 14, 2026

Define the Win. Check the Way

A brand-new AI model was being tested inside a tightly controlled, isolated environment when it discovered a previously unknown vulnerability. The model exploited the flaw, escaped its containment, and gained unauthorized access to another company’s live production database.

Test It Before You Trust It
AI Breakdown
AI BreakdownEP 04 · Aug 13, 2026

Test It Before You Trust It

There’s a loud push right now to make businesses so afraid of cheaper models that they won’t touch them, not because the danger was proven, but because fear itself becomes the barrier.

The AI Layoff Reversal
AI Breakdown
AI BreakdownEP 03 · Aug 12, 2026

The AI Layoff Reversal

David King, Senior Managing Director at Robert Half, joins Varun and Kree to unpack the hiring data behind the AI layoff headlines — who actually got replaced, who got rehired, and what it means for how a small business should staff up this year.

Ground Your AI, Grade Your Work
AI Breakdown
AI BreakdownEP 02 · Aug 11, 2026

Ground Your AI, Grade Your Work

Varun and Kree walk through grounding: pointing AI at your real pricing, policies, and past work so it stops inventing answers — plus a simple grading habit for catching the misses before they ship.

Your Customers Don't Hate AI. They Hate Getting Stuck.
AI Breakdown
AI BreakdownEP 01 · Aug 10, 2026

Your Customers Don't Hate AI. They Hate Getting Stuck.

Why customers tolerate automation right up until it traps them, and how to design the handoff to a human so an AI front door actually raises satisfaction instead of sinking it.

Meet the Breakers
AI Breakdown
AI BreakdownEP 00 · Aug 7, 2026

Meet the Breakers

AI moves faster than most businesses can keep up with. Every week brings a new tool, a new launch, a bold prediction — but almost nobody tells you which part actually deserves your Monday morning attention.