Finally, Someone to Ask the Questions You Can't Ask Anyone Else

Finally, Someone to Ask the Questions You Can't Ask Anyone Else
Photo by Clark Tibbs / Unsplash

Every executive has them. The questions.

The ones you can't ask your board because they'll lose confidence. Can't ask your team because they need you to have answers. Can't ask your partner because they're tired of work talk. Can't ask your peers because they're also your competition.

So you Google at 3am. You pay consultants to validate what you already know. You pretend you have it all figured out.

There's a better way.

The Always On AI Executive Coach

Built from 150+ days (and counting) of daily executive coaching content. No issue too big or small.

Decision frameworks. People problems. Strategic pivots. Impostor syndrome. Pricing strategies. Firing friends. Scaling culture. Everything.

This isn't another app. It's a coach that never sleeps.

What Makes This Different

Actually Always On Not "available during business hours." Not "book a session." Actually there when you need it. 3am before the board meeting. Sunday when the crisis hits. In the Uber between meetings.

Accessible Everywhere WhatsApp. Telegram. Whatever you already use. No new app to download. Just message your coach like you'd message a colleague.

No Stupid Questions Ask the things you're embarrassed to ask. The basics you should know by now. The fears you can't voice. The doubts that wake you up.

Built From Real Executive Challenges This isn't theory. It's 150+ days of actual executive problems, solved in public. Every edge case, every crisis, every "what do I do now" moment.

The Features That Matter

  • Instant validation when you need a gut check
  • Framework library from 150+ days of content
  • Decision support without judgment
  • Strategic thinking partner available 24/7
  • Complete privacy for your real questions

Coming soon: Continuous intelligence that researches your industry, your competitors, your challenges - proactively surfacing what you need to know.

Why This Isn't Just ChatGPT with Prompts

Sure, you could spend hours crafting the perfect prompts. Upload all your docs. Debug why it's giving you generic advice. Become a prompt engineering expert.

Or you could focus on being an executive.

Here's what AI Executive Coach delivers that ChatGPT can't:

Deep Personalization

  • Learns your communication style, decision patterns, blind spots
  • Remembers every conversation, every decision, every outcome
  • Evolves with you vs starting fresh each session

Executive-Trained Intelligence

  • 150+ days of executive-specific scenarios built in
  • Frameworks that actually work in the C-suite
  • No generic self-help garbage

Human-in-the-Loop When It Matters

  • Anonymous case review by real executives for complex situations
  • Human gut-check on critical decisions (optional)
  • Escalation path when AI isn't enough

Proactive Intelligence

  • Researches your industry while you sleep
  • Surfaces competitor moves before you ask
  • Connects dots across your communications

Zero Setup Required

  • Already trained on 150+ days of executive scenarios
  • No prompt engineering degree needed
  • Just start asking questions

The goal: Be a better executive, not a ChatGPT expert. The AI optimization is already handled.

Why This Exists

Executives need neutral, available, actually helpful support.

Human coaches cost $1000/hour and need booking weeks ahead. Advisors have agendas. Teams need their leaders to be confident.

There's a gap in the market for always-available, judgment-free executive support.

The First Launch

This is the first AI coach under the AI Braintrust umbrella. Starting with executives because:

  1. The content library already exists - 150+ days of proven material
  2. The need is immediate and painful
  3. Executives will pay for what works
  4. Success here funds the other coaches

What's Next

Early access opens soon. First users get:

  • Lifetime locked pricing
  • Direct input on features
  • Access to the full content library
  • First shot at every new AI Braintrust coach

This isn't about replacing human connection. It's about having a thinking partner when humans aren't available or appropriate.

Join The Waitlist

The Always On AI Executive Coach launches soon.

For every executive tired of pretending they have all the answers.

[Join the waitlist]

The questions don't stop at 5pm. Neither should the support.


AI Brain Coach | Part of the AI Braintrust Network

@aibraincoach | @tinhead

RayRayRay Tan

RayRayRay Tan

Austin, TX