Created for Those Who Lead
This AI mentoring program is designed for visionary leaders ready to transform their organizations with agentic AI.
- C-Level Executives - CEO, COO, CTO, CDO, CIO with decision-making authority
- Founders & Co-Founders - Entrepreneurial leaders ready to scale with AI
- Business Unit Leaders - General managers responsible for P&L optimization
- Strategy & Transformation Leaders - Executives leading digital transformation initiatives
- Board Members & Advisors - Directors guiding strategic AI adoption
Six Months of AI Mentoring Transformation
From immersive in-person AI mentoring to deployed production agents.
Phase 1: The Immersion (1 Week - Napa Valley)
Intensive in-person AI mentoring with strategy sessions, hands-on labs, and peer learning. Your Command Triad forms here at The Estate Yountville.
Phase 2: The Discovery (Month 1 - Virtual)
Deep-dive assessment of your data landscape, operations, and AI opportunities with expert AI mentor guidance.
Phase 3: The Construction (Months 2-3 - Virtual)
Your Builder works with our AI mentoring team to construct your first production AI agent.
Phase 4: The Deployment (Months 4-5 - Virtual)
Production launch, team training, and optimization. Your AI agent generating measurable business value.
The Command Triad Framework
Every successful AI transformation requires three essential roles working in harmony:
The Architect (CEO/Executive Sponsor)
The visionary who sets the destination, defines success metrics, and clears organizational obstacles.
The Builder (Technical Lead/Developer)
The craftsperson who transforms vision into working AI systems with hands-on expertise.
The Guardian (Operations Lead)
The protector ensuring AI serves the organization's goals—maintaining quality, compliance, and ethics.
Why Wine and AI
Great wine and great AI share the same philosophy: exceptional inputs, patient craftsmanship, and the wisdom to know when to intervene and when to step back.
"Like wine, AI agents cannot be rushed. They must be cultivated with expertise and patience."
The Place: Yountville, Napa Valley
Our curated home base at The Estate Yountville in the heart of California wine country for the AI mentoring immersion week.
Nestled in Napa Valley, Yountville offers a rare balance of focus and inspiration—ideal for meaningful AI mentoring conversations and strategic thinking away from daily operations.
AI Mentoring Investment Tiers
Individual - USD 70,000
- Full Napa AI Mentoring Immersion (5 days)
- 6-month program duration
- Individual 8-hour monthly AI mentoring sessions
- Direct access to Lead AI Mentor
- Accommodation and meals included
Foundation - USD 85,000 (Most Popular)
- Everything in Individual tier
- Command Triad development with dedicated AI mentor
- One production AI agent delivered
- 6-month implementation support
- $250K value guarantee
Enterprise - USD 150,000
- Everything in Foundation tier
- Three production AI agents
- 12-month implementation support
- Quarterly executive AI strategy sessions
- Custom integration development
- Priority mentor access
Note: All prices in USD per participant. Airfare not included. Includes accommodation, meals, and all AI mentoring sessions during immersion.
Lead AI Mentor: Mario Costa
Founder & Lead AI Mentor
Two decades of transforming enterprises through technology. From Fortune 500 digital transformations to building AI-native startups, Mario brings hands-on expertise in making AI work for business.
"AI transformation isn't about technology. It's about people, process, and the courage to reimagine what's possible."
Frequently Asked Questions
Will this AI mentoring program take me away from running my business?
The program is designed for working executives. The Napa Immersion is 5 intensive days. Expect 4-6 hours weekly during build phases. Your Builder handles technical execution.
Do I need coding skills?
No. Your Builder handles technical execution. You need strategic vision and decision-making authority. Our AI mentors translate business goals into technical reality.
Is my company the right size for AI mentoring?
We work with mid-market companies ($50M–$1B revenue) across industries including manufacturing, financial services, healthcare, logistics, and professional services.
What are the 2026 AI mentoring cohort dates?
Spring Cohort: May 19-23, 2026. Fall Cohort: October 20-24, 2026. Dates subject to hotel availability confirmation.
Does this require a USA visa?
Yes, international participants must have valid entry visas for the United States. We recommend starting the visa application process well in advance.
Apply for the 2026 AI Mentoring Vintage
Reserve your place in the 2026 Executive AI Mentoring Fellowship. Limited to 12 companies per cohort.