From Antonio
Almost every story on my desk this month came back to the same question: who actually gets to decide how AI shows up in your company? Big banks are rolling it out, budgets are quietly turning into headcount decisions, and families with centuries of history are backing kids with brand new ideas. That thread, the handoff of trust between generations, is the one I want you to watch.
Innovation in Traditional Industries
AI Is Thriving at Capital One
MIT Sloan Management Review · Read the article
Antonio’s Take
What stands out to me here isn't the technology. It's that Capital One built the habit of testing ideas before anyone called it AI. The tools changed. The willingness to try didn't. Most legacy businesses have the opposite problem. Somebody brings an idea, and the answer is "that won't work here." I've watched family businesses lose their best young people over that one sentence. You don't need a data science team to start. You need a place where an idea can grow wings before you decide on it. Ask your youngest employee what they'd automate first, then actually let them try it.
Multi-Generational Workforce
Your AI Budget Is Already A Headcount Decision
Forbes Innovation · Read the article
Antonio’s Take
The usual read is that AI spending is a technology decision that eventually affects people. I'd flip it. It's a people decision that happens to involve technology, and the sooner you treat it that way, the better your choices get. Here's what I've seen in legacy businesses: the software gets bought in one room and the staffing gets discussed in another. Nobody connects them until somebody's job changes. Put both conversations at the same table, and bring a younger employee into it. They'll tell you what the tool actually replaces, and what it doesn't.
Innovation in Traditional Industries
Family offices likely to add risk, debt and alternatives under the next generation
CNBC Business · Read the article
Antonio’s Take
This is the quick fixes versus everlasting solutions tension, just with more zeros attached. The next generation moves faster and takes on more risk. The generation before them built for fifty years and slept fine doing it. Neither one is wrong by itself. What I've seen in family businesses is that the handoff gets framed as a vote. Whose approach wins. That's the wrong question. If you're holding the reins now, let the next generation run a real piece of the portfolio while you're still in the room. Let them fail small, where it's cheap. You can't flip that switch overnight.
Leadership
The AI Governance Paradox
MIT Sloan Management Review · Read the article
Antonio’s Take
In my book I made the case that Millennials chase the quick fix while the pre-internet generation holds out for the fifty-year solution. AI governance is that same tension wearing a new suit. One side wants to ship it today. The other side wants to be sure nothing breaks. What struck me here is that judgment, not technology, is the real safeguard. And judgment lives in people who talk to each other. So build the conversation before you build the policy. Get your fastest adopter and your most cautious veteran in the same room, and let them mold the two answers into one.
Family Business Strategy
Family business dynasty with roots going back to the 18th century backs children’s bike/stroller startup
Family Capital · Read the article
Antonio’s Take
In my book I tell the story of a Millennial assistant manager at a packaging company who had good attendance and no spark. His manager asked him to write down his top three life goals. One was building a gaming app. That idea turned into software that raised the company's revenue and cut costs. A family with 18th century roots putting money behind a children's bike startup is the same instinct, just with more zeros. Old money backing a new idea is how legacy stays alive. Ask your young people what they are building on the side. Then ask how the business could help them build it.
Family Business Strategy
Brad Jacob’s money-making machine gives employees the right to set up family offices
Family Capital · Read the article
Antonio’s Take
When was the last time you asked one of your people what they want their money to do for them in thirty years? Most of us never go there. We talk about pay, maybe a bonus, and that's where the conversation ends. What I like here is the assumption that an employee's wealth is worth building on purpose, not by accident. That's the same idea I've pushed for years: learn what your younger employee wants out of life, then use the business to help them get there. You don't need a family office to start. You need the question.
You don't have to have the AI answer figured out. You just have to be willing to talk about it with the people who will run this business after you. Hit reply and tell me what you're wrestling with.
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