£19.95/month • 3-day free trial
An AI coach that actually challenges you. Not affirmation. Not theory. Real accountability when you need it most.
I've made hard calls in situations where getting it wrong meant people died. As an Army Captain during civil unrest. As a technical diver at 150 metres — deeper than Big Ben is tall — where a bad decision doesn't give you a second chance.
I've led teams across 52 countries and discovered 10 shipwrecks. Built businesses, sold them, started again. The pattern I kept seeing: leaders don't fail from lack of knowledge. They fail from lack of challenge. No one around them willing to say "that's a terrible idea" before it's too late.
Executive coaches cost £500/hour and are never there at 11pm. This is.
— Patrick Voorma, Former Army Captain, PADI Territory Director (52 countries), Founder of The Deep Brief
It's 11:47pm. You're furious. You've drafted a response to that passive-aggressive message from your co-founder. Before you hit send, talk it through. Get challenged. Find out if you're about to burn a bridge you'll need tomorrow.
You know who. The underperformer you keep making excuses for. The board member who talks over you. The client who treats your team like dirt. Role-play it. Prepare. Stop rehearsing it in the shower and start getting ready to have it.
Hire or fire? Pivot or persist? Take the funding or stay independent? At 3am, everything looks binary. Get challenged on your assumptions. Find the options you're not seeing because fear has narrowed your vision.
Board presentation in 20 minutes. Investor pitch tomorrow. Difficult 1:1 after lunch. Get your head straight. Anticipate the questions. Walk in prepared instead of hoping it goes well.
"Finally, an AI coach that doesn't just validate my decisions. It asks the hard questions I've been avoiding."
Sarah M.
CEO, Tech Startup
"At 2am before my board meeting, this was the thinking partner I needed. Clear, direct, no bullshit."
James T.
VP Engineering
"The commitment tracking alone is worth it. I actually follow through now because I know I'll be asked about it."
Maria K.
Founder
Questions that make you think, not affirmations that make you feel good. If you want someone to tell you you're doing great, get a golden retriever.
11pm on Sunday. 6am before the board meeting. The crisis doesn't wait for your Thursday coaching session. Neither does this.
Role-play the difficult conversations before you have them. Test your arguments. Find the gaps. Walk in prepared.
Templates for feedback, delegation, difficult conversations. Not theory — tactical tools you can use in the next hour.
Track your commitments. Get nudged when you drift. See patterns in what's holding you back.
Your coaching conversations aren't training data. They're yours. Export them. Delete them. Your call.
Quick baseline: your role, your pressures, your leadership challenges. Takes 5 minutes.
Whenever you need it. Get challenged, role-play, make commitments.
Smart nudges. Progress tracking. Follow-through that actually happens.
The best leaders don't have all the answers.
They have someone who asks better questions.
Private by design. Encrypted in transit. You control export and deletion. We're here to help you grow, not surveil you.