
This custom-built program builds executive-level confidence and capability in AI without requiring any technical background. Move from AI observers to AI champions and power users.
Investment: $2,500 per person
These leadership gaps are why most AI initiatives fail
There is often confusion and uncertainty around the real-world applications of AI, how to implement it effectively, and what the true risks and benefits are. The learning curve can feel endless.
As competitors increasingly leverage AI, there is a growing risk of being left behind with this rapid pace of innovation. The divide widens every day without a framework of first principles to stay ahead of the curve.
The cost of not investing in AI literacy at the leadership level is significant, as organizations miss out on potential efficiency gains, competitive advantages, new business opportunities, and failed AI initiatives.
Anthropic published the Agent Skills specification as an open standard in December 2025 — and it was quickly adopted by OpenAI and soon Google.
This is the new AI infrastructure, like when websites became essential in the 2000s or mobile in the 2010s.
The leaders who master this standard first will define how AI works at their organizations. Everyone else will inherit their decisions or play catch-up.
You can be the person your company turns to when they say "how do we actually make AI work?"
Or you can be the one asking that question a year from now.
Members Come From






















Preview some of our core AI concepts. These are summarized lessons from our live weekly training program, condensed to show you the depth and practicality of what you'll learn.

Learn the core principles of building effective AI workflows

See what you'll learn in our comprehensive AI training program
8 hours of live intensive training — not recorded courses, real-time and interactive
$2,500 per person
$50,000 up to 30 leaders
100% tailored to your organization
Our training process moves your organization from Education to Adoption
Designed for executive schedules with maximum impact in minimum time
3 comprehensive modules, real-time and interactive
Executive-friendly format with recordings available
Weekly office hours + async Q&A
The AI Leader™ program is open. Investment: $2,500 per person.
Not recorded courses — real-time, interactive sessions with expert faculty
The exact methodology built on Anthropic's Agent Skills standard
Plug-and-play templates ready for your organization
For LinkedIn, resume, and credibility — demonstrate your AI leadership expertise
Weekly office hours + async Q&A to ensure you succeed after training
As the standard evolves, you stay current — no additional cost
The ROI case writes itself.
$15,600
Annual productivity gain from one documented skill saving 5 hours/week (at $60/hr)
6x ROI
You only need one skill to hit 6x return on your $2,500 investment in year one
40+
Average number of skills our clients document in year one
Address the unique challenges of AI adoption in your organization
Many employees experience anxiety about AI replacing their jobs or feeling ashamed about not understanding AI technology.
Our program builds psychological safety for AI experimentation using proven change management frameworks.
Unlike traditional change management, AI adoption requires addressing both technical literacy and emotional resistance. Our program tackles both simultaneously with industry-specific frameworks.
Learn from industry leaders with decades of AI/ML and leadership experience

Ex-Microsoft Technical Leader, CTO & Partner at Bottega8, Startup & VC Advisor
Nick is an AI and Machine Learning leader with 14+ years of experience as a product and engineering executive. His foundation in AI comes from studying Neural Networks through a Boeing and DARPA joint research grant, which received an engineering capstone award from his alma mater, Duke University.
Starting at Microsoft in Search and Recommendations, he went on to serve as CTO at Bottega, building zero-to-one solutions for leading enterprises like Square and Disney, and NIH-funded, TED-supported SleepSpace. In these leadership roles, Nick helped build and lead the implementation of novel ML and data-driven engineering solutions.
He now guides VCs and Boards on AI strategy and implementation for their late-stage portfolio companies. His 5-Step AI Playbook for Executives forms the foundation of this program.

Head of AI at AugmentAI, Head of AI at Zeitworks, O'Reilly author of Thoughtful Machine Learning
Matt is a hands-on engineering leader in AI and Machine Learning. His experience includes leading AI teams at AugmentAI and Zeitworks, founding his own venture (Modulus7), and authoring the acclaimed O'Reilly book Thoughtful Machine Learning.
Matt has a 15+ year track record of success in AI and Machine Learning. From building data models and ML systems to leading projects that unlock data potential with AI, he consistently drives business impact as a seasoned engineering executive. As a hands-on software engineer, he keeps abreast with the latest in AI through building at AugmentAI as well as leading and mentoring software engineering teams.

Fractional CMO & CPO, Head of Product at Bottega8, Startup Growth Strategist
Amelia is a product and marketing executive with nearly a decade of experience helping early-stage startups and AI-driven companies launch and scale. She currently serves as Head of Product, Growth at Bottega8 and as Fractional CMO for Tech Leaders, where she drives AI product adoption and builds scalable growth strategies.
Previously, she was Fractional CPO at SeekInvest, where she shaped product vision and go-to-market strategy for a fintech platform serving financial advisors. She also founded Amazon Amelia LLC, a consulting practice supporting Amazon sellers with marketing and business development.
She now partners with founders and executives to align product and marketing, turning growth goals into measurable outcomes through frameworks for founder-led sales, AI-powered growth, and market positioning.

CEO at TechLeaders, CTO at AcreHedge, former Groupon, founding team at Digit.co (sold to OPRT)
As a former Global Platform Engineer at Groupon, Founding Engineer at Digit, and current CEO of Technical Leaders, Todd has 15+ years of experience building and scaling products in startup mode and at-scale.
From managing high performance teams to shipping solutions that customers love, Todd focuses on moving fast to create a positive impact on the world with technology. His expertise on change management and building strong technical teams has been instrumental for executives navigating AI transformation.

Co-Founder at Technical Leaders, Executive Coach & Leadership Consultant
Stephen brings a practical and pragmatic approach to leadership coaching and corporate training, with over 25 years of experience transforming technical teams and their leaders.
As Co-Founder of Technical Leaders, Stephen specializes in helping executives navigate the intersection of technology and business strategy. His extensive background in corporate training and leadership development enables him to guide C-suite leaders through AI adoption challenges, organizational change management, and the development of high-performing technical teams. His methodology focuses on practical, implementable strategies that deliver immediate business impact.
This is specifically designed for senior executives. We focus on strategic implementation, enterprise-scale solutions, and building tools that solve million-dollar problems - not just basic ChatGPT usage.
Perfect. This program is designed for business leaders, not engineers. Everything is taught in business terms with practical applications you can implement immediately.
8 hours of live intensive training delivered across focused sessions, plus 90 days of weekly office hours and async Q&A. Designed for executive schedules.
Yes, we offer team enrollment with custom workshops for your specific industry and challenges. Contact us for enterprise pricing.
Absolutely. All sessions are under NDA. You can discuss your actual business challenges and get specific solutions without concerns about confidentiality.
Perfect - that's exactly why this program exists. We'll analyze what went wrong, address the specific leadership gaps that caused the failures, and give you a proven framework to succeed.
Yes. Every program is 100% tailored to your organization's specific industry, challenges, and goals. We don't do generic training - everything is customized to your context.
On your strategy call, we'll analyze your specific challenges and design a custom program that delivers ROI in weeks, not months. 100% confidential and no-obligation.
Your Free Strategy Call Includes:
Questions? Direct line to our founder: todd@technical-leaders.com