Ex-CIO → AI Strategist | Your Guide

You wake up Sunday night with that familiar knot in your stomach. Another week ahead doing work that pays well but drains your soul. You've Googled "how to change careers" dozens of times, bookmarked articles, looked at job postings—then closed the tab because you have a mortgage, kids, and no idea how to bridge the gap.
The brutal truth? Most career advice is useless for mid-career professionals.
It's for 25-year-olds with no obligations, or it's so generic ("follow your passion!") it offers zero practical guidance when you have $4,000 in monthly expenses and can't afford to "start at the bottom."
Here's the trap you're stuck in:
You know you can't sustain your current role for another 10-20 years. You know you can't just quit and figure it out. And you have no idea what your skills are worth outside your current context.
Why AI changes everything:
AI analyzes your actual skills, researches realistic salaries, maps paths you never considered, and builds a transition strategy that doesn't require burning your life down.
You don't need inspiration. You need a roadmap.
Use AI to identify transferable skills, map 3 career paths, and create your 6-month pivot plan, transforming career confusion into clarity.
Learn the exact AI prompts to analyze your resume and experience, uncovering valuable transferable skills you didn't realize could translate
Map your hidden skills to 3 realistic career paths that match your financial needs, location constraints, and family obligations.
Walk away with specific job titles, industries, and companies where your current skills are highly valued in new contexts.
Use AI to calculate your true minimum salary requirements, factoring in mortgage, debt, family expenses, and lifestyle non-negotiables.
Determine exactly how much savings you need before transitioning, removing guesswork and anxiety from the financial equation.
Build a realistic timeline showing when you can afford to make your move, based on your current savings rate and income goals.
Transform your career pivot from overwhelming to manageable with month-by-month action steps generated specifically for your situation.
Get specific tasks: which courses to take, who to network with, what skills to build—no more vague 'figure it out' to-do lists.
Set up quarterly check-ins using AI prompts to assess progress, pivot strategy if needed, and maintain momentum throughout 2026.
Use AI to identify successful career changers in your target field
Generate personalized connection requests and informational interview questions that get real responses, not generic rejections.
Build a 'transition mentor' network of 5-10 people who've walked your exact path and can provide tactical advice, not theory.

Former CIO turned Global AI Strategist—I've lived the career pivot I teach.
Accomplished professionals (30-45) who climbed the ladder and 'made it' but feel unfulfilled, seeking purpose without admitting failure.
Professionals (28-55) in disrupted industries (finance, media, AI-threatened roles) who want to pivot proactively before forced to change.
Job seekers who realize they don't want another version of their old role—they want a strategic career pivot, not just any paycheck.
Jan
3
Live sessions
1-3 hrs
Sat, Jan 3
6:00 PM—7:30 PM (UTC)
$149
USD
7 days left to enroll