🚨 Your Safe Antagonist
You are currently in the Most Dangerous Room.
You know the room I am talking about.
It is not the server room. Or the board room.
It is the meeting room where everyone agrees with you.
You pitch the new pivot.
It is risky. It has holes in it. You are 70% happy with it.
You look around the table.
Nodding heads. "Great idea" "Let's execute" “I can’t wait to start this”
You leave feeling validated and a wave of relief
But something inside you feels off as you leave the meeting.
You know you should be terrified. You know you were only 70% happy with it.
As your title gets bigger, the truth gets quieter.
Your team isn't lying to you; they are just "managing up."
They are following the incentives.
They have mortgages and families. They are biologically hardwired to seek safety.
In your company, safety means agreeing with the person who signs the checks.
The $2 Million Nod
I spoke with an executive recently.
His last product launch was a disaster. It burned six months of runway and two million dollars.
In the post-mortem his VP of Product laid out exactly why it failed. The VP had the data months ago.
The executive asked "Why didn't you stop me in the launch meeting?"
The answer: "You seemed so passionate about it. I didn't want to kill the momentum."
Momentum didn't kill the launch. Politeness did.
The Safe Antagonist
Input only from people on our payroll, leads us to believe our own press releases.
You don't need another accountability partner or a cheerleader.
You need a Safe Antagonist.
someone outside the political ecosystem
someone who is not an investor or board member or direct report
someone who doesn't care if you like them or not
someone whose only job is to calmly help you see your blind spots
The market is a brutal antagonist. It will take your bad idea and crush it publicly.
The smart move is to find someone to crush it in private first with you.
The Offer: The Stress Test
I have a specific protocol with leaders who are tired of being handled with kid gloves.
It is a 90 minute Stress Test. Bring me the thing that keeps you up at night.
The product pivot
The reorg plan
The upcoming board meeting deck
I will not blindly validate you. I will calmly dismantle your plan and stress test your thinking and assumptions.
We will identify the weak points together so you can then decide what to do next.
By the end of the session:
You will either have a battle-tested plan
Or you will realize you were about to drive off a cliff
The ROI on avoiding a six-month detour is incalculable
The Rules
I only host 3 of these a month.
Do not book this if you are looking just for reassurance.
This is for leaders who prefer the brutal truth and clarity over a comfortable lie.
p.s. I have 2 spots left for 2026. Hit the button above to get on the waitlist.


Safe antagonist is a great way to describe that role. Having a program like this to get access to a thoughtful contrarian perspective is valuable, especially since it can be difficult to find or develop this kind of input on one's own team for the reasons you shared here.
These sessions are really recommended! They help you get clarity and figure out the blind spots.