What would Elon, Munger, and Schmidt tell you to do?
Stop guessing on big decisions. Ask a council of legendary leaders — each powered by a different AI model — and get a synthesized verdict in 60 seconds.
Your Question
Should I pivot or double down on my current strategy?
Eric Schmidt
Focus on execution velocity. The best strategy is the one you can execute fastest...
Charlie Munger
Invert the problem. What would make you fail? Avoid that path at all costs...
Consensus: Focus on execution over strategy. Both advisors emphasize action and speed...
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POWERED BY LEADING AI MODELS
Big decisions deserve more than one perspective
You're asking ChatGPT for business advice, getting one generic answer, and betting your company on it. What if you could hear from multiple legendary leaders, each with different frameworks, and get a synthesized verdict?
That's Ask Best. Instead of one AI model giving you one perspective, you get a council of advisors — each powered by a different AI, each embodying a different leadership philosophy — debating your question and delivering a consensus.
How It Works
Select Your Council
Choose 1-6 leaders from our curated list of top executives and industry icons.
Each advisor brings unique expertise and perspective to your challenge.
Ask Your Question
Submit your specific business question or strategic challenge.
The more context you provide, the more tailored the advice.
Get Insights
Receive personalized advice from each leader's perspective.
Pro users get Council Synthesis — an AI-powered meta-analysis highlighting consensus and unique insights.
See What You Get
Here's a real example of how Ask Best responds to a strategic question
Your Question
Should I raise VC funding or bootstrap my startup?
Eric Schmidt
"Speed matters more than ownership. If you can accelerate your path to product-market fit with capital, take it. The market window won't wait for you to bootstrap. Focus on execution velocity — the best strategy is the one you can execute fastest."
Charlie Munger
"Invert the problem. What would make you fail? Taking VC money when you don't need it creates artificial pressure. Bootstrap if you can — it forces discipline and preserves optionality. Only raise capital when it's the limiting factor to growth, not a crutch for poor unit economics."
Consensus: Both advisors agree that the decision hinges on whether capital is your bottleneck to growth. Schmidt emphasizes speed and market timing, while Munger prioritizes financial discipline and avoiding premature dilution.
Key Disagreement: Schmidt leans toward raising capital to accelerate, while Munger warns against using VC as a substitute for strong unit economics.
Unique Insight: Munger's "invert the problem" framework offers a decision filter — ask what would cause failure, then avoid that path. This complements Schmidt's execution-first mindset.
Not another ChatGPT conversation
See how Ask Best compares to other AI tools for business decisions
| Feature | ChatGPT | Perplexity | Ask Best |
|---|---|---|---|
| Multiple perspectives per question | ❌ | ❌ | ✅ |
| Named advisor personas (Musk, Munger...) | ❌ | ❌ | ✅ |
| Council synthesis across viewpoints | ❌ | ❌ | ✅PRO |
| Structured debate format | ❌ | ❌ | ✅ |
| Tailored to business decisions | ❌ | Partial | ✅ |
Why leaders choose Ask Best
Multiple Perspectives
Every advisor uses a different AI model and leadership framework to give you diverse viewpoints
60-Second Verdicts
Get a full council response in under a minute — no waiting, no scheduling, just instant strategic advice
Council SynthesisPRO
AI merges all perspectives into one actionable recommendation, highlighting consensus and key trade-offs
Private & Secure
Your questions are never shared or used for training — what you ask stays between you and your council
Meet Our Featured Leaders
Brian Chesky
Best for: startup culture, design thinking, marketplace strategy, and building trust at scale.
Charlie Munger
Best for: investment decisions, mental models, contrarian thinking, and avoiding stupidity.
Elon Musk
Best for: moonshot thinking, first-principles reasoning, scaling hardware, and disrupting industries.
Eric Schmidt
Best for: tech strategy, scaling organizations, AI/cloud decisions, and platform thinking.
Ernest Shackleton
Best for: crisis leadership, team resilience, navigating uncertainty, and survival strategy.
More Coming Soon
We're adding new leaders regularly
Start with a template
Click any question to launch a consultation instantly
Should I raise VC funding or bootstrap?
Get perspectives on funding strategy from multiple leaders
How should I price my SaaS product?
Learn pricing strategies from successful founders
Should I hire a co-founder or go solo?
Understand the trade-offs from different viewpoints
When should I pivot vs persevere?
Get decision frameworks from experienced leaders
How do I get my first 100 customers?
Learn customer acquisition tactics that worked
Product or marketing first?
Discover the right balance for your stage
Choose Your Plan
Get strategic insights from legendary leaders. Start free, upgrade as you grow.
Free
Perfect for trying out Ask Best
- 3 consultations per month
- Up to 2 leaders per consultation
- 1 follow-up question per consultation
- Basic knowledge base access
Pro Boardroom
Your Ask Best Pro, billed monthly
- 50 consultations per month
- Up to 6 leaders per consultation
- 10 follow-up questions per consultation
- Document upload support
- Full knowledge base access
- Council Synthesis feature
Frequently Asked Questions
How does the AI council work?
Each advisor is powered by a different AI model (GPT-4, Claude, Gemini, etc.) and trained with the leadership philosophy, decision-making framework, and communication style of that specific leader. When you ask a question, each advisor responds independently, giving you multiple perspectives on the same challenge.
Are these real responses from these leaders?
No, these are AI-generated responses based on each leader's public writings, speeches, interviews, and documented decision-making frameworks. Think of it as "What would [leader] likely say based on their known principles?" rather than direct quotes. The value is in getting multiple strategic frameworks applied to your specific situation.
What AI models power the advisors?
We use leading AI models including GPT-4, Claude, Gemini, and Llama. Each advisor is assigned a different model to maximize diversity in reasoning approaches. This means you're not just getting multiple perspectives—you're getting them from fundamentally different AI architectures.
Can I change advisors between consultations?
Yes! For each consultation, you select 1-6 leaders from our roster. You can mix and match based on your specific question—for example, consult Munger and Buffett on investment decisions, or Jobs and Bezos on product strategy. Every consultation is customized to your needs.
What's included in Council Synthesis?
Council Synthesis (Pro feature) uses AI to analyze all advisor responses and create a unified recommendation. It identifies consensus points, highlights key disagreements, surfaces unique insights, and provides a clear action plan. Instead of reading 3-6 separate responses, you get one synthesized verdict that preserves the nuance.
How do I cancel?
You can cancel your Pro subscription anytime from your account settings. There are no cancellation fees, and you'll retain Pro access until the end of your current billing period. After that, you'll automatically revert to the Free tier.
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