AI Adoption Fails at 80% of Companies for One Reason
Where AI is actually taking off, how many tools a team should run, and why leadership decides whether adoption sticks.
Luke Keding/August 2026
Podcast appearances, leadership talks, and open-source tools used by tens of thousands of people. If you want to hear how we actually think about AI, start here.
Podcast episodes
YPO chapters
Open-source skills
Co-founder Luke Keding on AI adoption for small and mid-size businesses. The full conversation, plus the moments worth two minutes of your time.
The full conversation, condensed. Where to start, how many tools to run, who adopts first, and the one thing leadership has to do before any of it sticks.
It's not too late to catch up, but these things are changing capabilities-wise so quickly. It feels like every three months, something that it couldn't do before, now it does great. If you gave it a shot a year ago and said it can't help me in my business — maybe it's changed. Start with the most capable generalist: Claude, ChatGPT for business, or Gemini for business — not personal accounts. I personally don't think you want more than five AI tools at the max. Probably three. People get exhausted and find themselves just using one, and then they disregard the others. One of the strong areas is startups, because a lot of people are a bit overworked — small businesses where everyone is doing three tasks, wearing three different hats. So does this mean I get to shut my laptop at six and go to my kid's soccer game? If you're a leader of a small business, take that time to show your team you're invested. You should be using it. You should be checking in. Make them know it's a priority, because when that happens the entire business buys in pretty quickly. If it's one of those things where leadership says we got licenses, go for it guys — that's where it really lags on people getting in there and taking action.
The businesses getting traction are the ones where everybody already wears three hats — and the leadership move that decides whether it sticks.
One of the strong areas is startups, because a lot of people are a bit overworked. Or small businesses where everyone is doing three tasks or wearing three different hats. So does this mean I get to shut my laptop at six and go to my kid's soccer game? They have a lot of incentive to say, let me get AI to do some of this work for me. If you're thinking today, where do I go with it — start trying things out. The other piece is on the leadership front. If you're a leader of a small business, take that time to really show your team that you're invested. You should be using it. You should be checking in. Make them know that it's a priority, because what we've seen is when that happens, the entire business buys in pretty quickly. If it's one of those things where leadership says, we got licenses, go for it guys — that's where it really lags.
Claude, ChatGPT, or Gemini — on a business account, not a personal one. Then keep the number down.
I would start with — I don't want to call it generalist, but it's probably the most capable. Start with Claude, with ChatGPT for business, not personal accounts, or even Gemini for business. That's able to do the most. It's also now really being geared towards businesses, so it's easier to pick up for a business person, and then start rounding it out. I personally don't think you want to have more than five at the max AI tools. Probably three. I think people get exhausted and they find themselves just using one, and then they disregard the others. So try and keep that number down.
If you wrote AI off a year ago, that verdict is out of date. The capabilities move roughly every three months.
I mentioned that it's not too late to catch up, but these things are changing capabilities-wise so quickly. It feels like every three months, something that it couldn't do before, now it does great. So if you gave it a shot a year ago and said it can't help me, it's not working well in my business — maybe it's changed. As they release new models, they have new capabilities, and it still happens to us all the time. My co-founder spends a lot of time tinkering and trying things, and every once in a while he'll send that message in Slack like, wow, look at this guys. And it's astounding. You kind of have to be in there tinkering around and thinking through where this has changed. There are some big revelations. So definitely just spend some time. Don't be afraid.
Where AI is actually taking off, how many tools a team should run, and why leadership decides whether adoption sticks.
Luke Keding/August 2026
Cutting through the hype to the tools that actually save businesses time, money and stress.
Luke Keding/December 2025
Leadership lessons that carry from athletics into building a company.
Gabriel Keding/2024

Presented to YPO chapters in Miami, South Florida, Palm Beach and San Antonio through 2026 — practical AI adoption for member CEOs and their leadership teams.
2026 — four chapters
Gabriel Keding on a panel with Geoff Woods, bestselling author of The AI-Driven Leader, and Thiago Da Costa, CEO of Datagrid AI.
January 2025 — hosted by Learnit
Watch the panelRecurring AI training for client leadership teams and staff — monthly town halls, multi-week bootcamps, and lunch-and-learn series across retail, media, finance and logistics.
Ongoing
YPO is a trademark of Young Presidents' Organization. Shown to indicate audiences we have presented to; it does not imply endorsement or affiliation.
Gabriel Keding was selected for the inaugural cohort of the Perplexity Business Fellowship, a five-month program running March to August 2025 with sessions led by Jensen Huang of NVIDIA, Ryan Petersen of Flexport, and Perplexity CEO Aravind Srinivas.
Inaugural cohort, 2025 — one of a selected group of operators building AI into their businesses.
We publish the tools we build. Our open-source AI skills and agent frameworks are installed tens of thousands of times and redistributed across the ecosystem.
Plus 230+ repositories across GitHub that cite, list or mirror the work, and 42 forks. Download and install counts are each platform's own reported figures.
Luke and Gabe speak on AI adoption for small and mid-size businesses — what actually works, what to ignore, and how to get a team to use it. Tell us about your audience.
Get in touch