The Deep Brief
AI coaching for leaders who can't afford to think badly
3 followers
AI coaching for leaders who can't afford to think badly
3 followers
24 specialist AI coaches, each trained in a different leadership discipline. Voice coaching, meeting prep with calendar sync, 360-degree feedback, goal tracking, and structured reflection. Built by a military officer and deep diver who knows what decisions under pressure actually feel like. Not therapy-speak. Not a chatbot. Coaching that challenges you.
I built The Deep Brief because I was tired of AI "coaches" that feel like talking to a motivational poster.
After 15 years as a military officer and deep technical diver, I know what real pressure decisions feel like. The kind where you can't Google the answer and there's no undo button.
Most AI coaching tools ask "How does that make you feel?" The Deep Brief asks "What are you not seeing?"
It's not one generic chatbot — it's 24 specialist AI coaches, each trained in a different leadership discipline: crisis management, strategic thinking, difficult conversations, stakeholder navigation, and more. Pick the right coach for the moment.
I built the first version in 72 hours using Claude. Then spent weeks refining the coaching methodology — thread-pulling techniques, structured reflection, and the CALM protocol for high-pressure moments.
Key features that set it apart:
- Voice coaching (speak naturally, coach speaks back)
- Meeting Coach (connects to your calendar, briefs you before, debriefs after)
- 360° Feedback (anonymous multi-rater feedback with AI synthesis)
- Daily Brief (one question each morning to sharpen your thinking)
- Pattern Analysis (AI surfaces your blind spots over time)
It's £19.95/month — less than one hour with a human coach. 7-day free trial, no card required.
Happy to answer any questions about the coaching methodology, the tech stack, or why I think most AI coaching gets the fundamental approach wrong.