Rhode Island Bar Association 2026 Annual Convention
LEADING WITH AI
Seven Steps to Transform Your Business and Empower Your People
95% of corporate AI projects are failing right now. Yours might be next. And it has nothing to do with the technology.
Let us say the thing nobody in your last meeting was brave enough to say out loud.
The AI isn’t the problem. The leadership is.
You’ve felt it. You sit in those meetings, you nod at the slide decks, and underneath it all there’s this quiet, gnawing feeling that something is off. Money is leaving the company. Projects stall. Your people are confused about what these tools are even for. Everyone senses the gap between the promise and the reality, and nobody has a map.
Here’s the truth that’s going to sting a little: AI does exactly what it’s designed to do. What it will never do is give your team direction. Build trust. Define purpose. Align frightened, uncertain people around a future worth chasing.
That’s not the machine’s job. That’s yours.
And right now, the ground is moving under your business faster than you can plan for it. AI capability is doubling every few months. The skills that made you valuable are becoming the starting line for everyone. The old playbook — tighten control, set more rules, measure more activity — is quietly destroying the very teams you’re trying to lead.
The question was never whether AI is coming. The question is how you will lead when it does.
In Leading With AI, lawyer, consultant and author Mitch Jackson teams up with strategist Garrett Jackson to hand you something almost nobody else is offering: not another tool roundup, not another trend report you’ll forget by Friday, a clear, seven-step leadership system for the exact moment you’re standing in.
Define the why. Build the right foundation. Create AI-native workflows. Empower your teams. Lead with transparency. Measure what actually matters. Adapt in real time.
Every chapter ends with three action steps you can put to work the same day. No theory. No hype. Just the moves that turn AI from a line-item cost into a genuine catalyst, and turn you into the clearest, calmest, most trusted person in the room.
Here’s what most leaders won’t admit: in a few years, this moment will be the line. On one side, the companies that fade because their leaders froze and hoped it would all settle down. On the other, the ones that flourished because someone had the courage to lead differently.
You’re holding the difference in your hands.
This is your wake-up call. The question was never whether AI is coming. The question is how you will lead when it does.
Grab the free PDF. Then go become the leader your people are already waiting for.
Related
“Mitch Jackson’s keynote was a masterclass in understanding the transformative power of AI in professional service firms. His deep knowledge and engaging delivery left a lasting impression, as evidenced by multiple speakers referencing his insights throughout the event. Mitch’s ability to bridge law, technology, and business made his presentation not only informative but truly inspiring. Attendees walked away with actionable strategies and a renewed confidence in navigating the future of AI.”
Scott Duda
Partner, Cherry Bekaert LLP
More recommendations here
“Garrett is great! I have shared stages on many occasions with him; be that in various metaverses and indeed speaking together during LinkedIn Live Audio events. Every time he impresses me with his entrepreneurial flair, love for all things technology and the innovative ideas he comes up with relating to all things Web3. He has the right work ethic and the willingness and desire to always want to learn and improve. He would be an asset to any organisation!”
Robert Hanna
Advisor, Founder and Host of Legally Speaking Podcast sponsored by Clio
More recommendations on LinkedIn
Listen to This 19-Minute Audio Overview
The problem isn’t the AI technology, it’s the leadership. Leading With AI hands you the seven-step system to become the clearest, most trusted leader in the room while everyone else is still waiting for permission.
Other Recommended Resources
Professor Conor Grennan’s “AI Mindset” Online Course (former Chief AI Architect at NYU Stern School of Business)
Matt Wolfe (Friday AI updates on YouTube)
Claude Cowork for Legal (video)
Colin S. Levy’s new book (September) “Code Switched: A Lawyer’s Guide to the Era of AI”