The decisions that define your next five years are being made this quarter.
Decision Advantage is a live 90-minute masterclass for executives making consequential calls about AI, strategy and capital. Bring one real decision. Leave with it pressure-tested.
- Thursday, Nov 12
- 4:00–5:30 pm CT
- Live on Zoom
- 20 seats
- $395 founding rate through Oct 30
In 90 minutes, you will
- 01
Pressure-test one live decision: what you know, what you're assuming, where the risk sits and where the opportunity is
- 02
Build enough AI fluency to challenge vendors, proposals and business cases with confidence
- 03
Leave with the participant workbook and the questions to ask before you commit capital
Can't attend live? You'll receive the recording.
For
CEOs, CFOs, chief strategy officers, COOs and their direct reports with a consequential AI or technology decision on the table, especially at mid-market and investor-backed companies.
Not for
Anyone looking for prompt engineering, a tour of AI tools, or an introduction to AI.
More AI activity than ever. Less clarity than anyone admits.
The board wants the next version of your AI strategy while last year's promises are still being reconciled with what happened. Pilots are everywhere; far fewer systems reach production. Hours are being saved, and nobody can say whether they became revenue, capacity or better decisions.
You have more information, analysis and recommendations than any generation of executives before you. More signal doesn't tell you which signal deserves action.
Bad decisions never appear on the P&L by name, but you pay for every one of them.
When your instincts expire: where experience still wins, and how better data shows you when it doesn't.
Enough AI fluency to challenge the room, so the demo stops working on you.
Separating the real business problem from the solution being sold.
Deciding without waiting for certainty, and how much evidence a decision actually deserves.
Drawn from the six-part Decision Advantage curriculum. The full program is available privately for leadership teams.
Kierra Dotson is the founder of The ROI Report, where she advises executives on AI strategy, capital allocation and decision quality. She speaks on AI and ROI to enterprise leaders and investors, including at KeyBanc Capital Markets, AgentCon Amsterdam and IEEE.
- Thursday, November 12, 2026
- 4:00–5:30 pm CT (5:00 pm ET / 2:00 pm PT)
- Live on Zoom · 20 seats · recording included
- $395 founding rate through October 30 · $495 after
- Live masterclass, recording and participant decision workbook
No. You won't write a prompt or sit through a demo. This is built for the people who sign off on the decision, so we stay where strategy, capital and risk meet: enough AI fluency to challenge what reaches your desk, and none of the engineering you'd delegate anyway.
One decision you're facing in the next six months: a vendor, a budget, a workforce plan, or an answer the board is waiting for. Come with what you know, what you suspect, and what keeps nagging at you. That last part usually matters most.
So everyone in the room gets heard. Twenty is small enough that your decision gets real attention, and large enough that you'll hear how leaders in other industries are reading the same moment.
Yes. Development budgets often cover programs like this. Email kierra@theroireport.co and I'll send an invoice your finance team can process. If you need to make the case internally, ask and I'll send a short note you can forward.
Even better. Consequential decisions rarely belong to one person, and the hardest conversations happen between the people who share them. Three seats from one company are $995, so your CEO, CFO and whoever owns the AI roadmap can pressure-test the same decision together.
You'll receive the recording and the participant workbook. The live session is where your decision gets pressure-tested and where you hear how other executives are working through theirs, so come live if you can.
Leaders who want to go deeper can work with me through private advisory, one on one or alongside their leadership team. The conversation also continues in The ROI Report, my weekly writing on strategy and judgment in the age of AI, and participants get first access to future cohorts.
Your next consequential decision is probably already on your desk. Bring it.
Reserve your seat