The number one question I’m asked by people is “Will AI replace my job?” The good news for me is that I’m almost 60 and I figure I have about 6-8 prime working years left. I might not have to worry about answering this question. But is that really the question here?
I hear it from everyone that AI will not replace humans. We’ll end up working together. But then I hear the phrase from Elon and other tech prophets who aren’t just prophets because they are actually building towards the thing they prophesize about, that we will have unlimited free time to think about life and develop more meaning since work will be totally optional.
So I guess the answer to the question is “yes”, AI will replace your job. But that brings up the “and now what?” scenario. Elon calls this outcome a ‘benign scenario’. This means that from the standpoint of technology, we aren’t going to face a “Terminator-like” future. Instead, AI will create a favorable scenario. After all, who doesn’t like the prospect that work will be optional and we will have more time to spend with our family or in pursuit of life’s meaning.
The challenge here is that we’ve already run this experiment. I saw it firsthand as VP of Programs at AARP Foundation.
We claim to care deeply about older Americans. They’re sympathetic. They vote. We’ve built entire institutions around supporting them. AARP has nearly 38 million members and one of the most powerful lobbying operations in Washington. If any vulnerable population should be well-served, it’s this one.
And yet.
The programs designed to help low-income older Americans are masterclasses in friction. Not the accidental kind that comes from bureaucratic incompetence, but the deliberate kind that comes from wanting to appear helpful while keeping actual costs down. Take SNAP (a rebranding from ‘food stamps’) for instance. Applications require documentation that many older adults don’t have or can’t easily obtain. Verification processes demand in-person appointments during business hours for people who may no longer drive or who are still working. Phone trees loop endlessly. Websites assume digital literacy that isn’t universal. Eligibility requirements change just often enough to keep people uncertain about whether they qualify. The result? Programs with participation rates far below eligibility. We get to claim we’re helping while spending far less than we would if we actually made it easy. It’s not a bug. It’s the entire point.
And this is ageism in practice. Not the overt kind that makes for good headlines, but the kind we’ve collectively decided to tolerate. We made age discrimination illegal in 1967. Nearly 60 years later, we still talk about valuing older workers’ experience, about the importance of retaining institutional knowledge, about diversity including age diversity.
In reality? Older workers are the first cut in layoffs and the last hired. An average older worker spends almost six weeks more in unemployment than someone in their 30s and 40s. “Culture fit” becomes code. “Digital native” becomes a requirement. We’ve decided that enforcing age discrimination law is hard and, if we’re honest, most people don’t think it matters enough. The gap between what we say we value and what we actually do is measured in decades of shrugged shoulders.
So here’s my question: If we can’t support older workers now, a sympathetic, politically powerful group with existing infrastructure and legal protections, what makes anyone think we’ll successfully handle AI displacement?
The math doesn’t even begin to work.
We’re not talking about millions affected over time. We’re talking about potentially billions. And unlike older workers approaching retirement, these will be younger workers who “should” adapt, who “should” reskill, who somehow “should” have seen this coming. They’ll be less sympathetic. They’ll have less political power. They’ll have no existing infrastructure built to help them.
And the systems will be designed by people who’ve never been economically displaced. Mostly young tech founders who’ve never filled out an unemployment form or tried to qualify for SNAP benefits. People who think the problem is simply one of resource distribution rather than human dignity. The programs we build, if we build them, will have the same friction. Probably more. Because unlike Social Security or Medicare, which had decades to become politically untouchable, these new support systems will be expensive, unpopular with those paying for them, and easy to means-test into irrelevance.
But even if we could solve the economic transition, and I don’t think we can, there’s a bigger problem that nobody wants to talk about.
I said at the beginning that I have 6-8 prime working years left. That’s true. I could probably retire now. The marathons and Ironmans I’ve run for cancer research could become a full-time focus. I could finish the novel I’ve been writing. I could spend more time on the nonprofit boards I serve on. But here’s what I’d lose: I’d lose the sense that my specific experience matters to someone who’s paying for it. I’d lose the structure that makes my days feel purposeful rather than just pleasant. I’d lose the social connections that come from working toward something with other people. I’d lose the identity that comes from being able to say what I do, not just what I used to do.
These things can’t be replaced with universal basic income. You can give people money. You can’t give them back dignity. You can’t replace the feeling of being needed, of contributing something that wouldn’t exist without you. And when work becomes optional for most people but a few control the AI that replaced them, we’re not talking about liberation. We’re talking about dependency.
Dependency at scale is power at scale.
What does it mean when your economic security depends entirely on the generosity of whoever owns the infrastructure? When the systems that feed you, house you, and give you spending money are controlled by people who have no accountability to you beyond what they choose to provide? When you have no economic leverage because you have no economic function?
This isn’t a benign scenario. This is feudalism with better technology.
Every time we face a major economic transition, we tell ourselves this time will be different. This time, we can control and build it to be more ‘humanistic’. This time we’ll take care of people. This time we’ll build the right support systems. This time we won’t let people fall through the cracks. We’ve been through this with manufacturing. With coal. With farming. Each time, we see the disruption coming. We promise support. We build systems with just enough friction to make them hard to use. The people who need help most are the last to get it. Those in power stay in power. The geography of who thrives and who survives gets rewritten, and we act surprised when the people left behind are angry or vote for Donald Trump.
The speed is different this time. The scale is different. But the pattern? That’s exactly the same.
We’re sleepwalking into this transition. The benign scenario is a fantasy sold by people who will benefit most from the change. The transition will be longer and harder than we imagine. We’re not building the systems we’d need even if we wanted to. And I don’t think we want to badly enough.
Because here’s the thing that keeps me up at night: We can’t even get this right for older Americans, and they’re us. They’re who we’ll become if we’re lucky. If we can’t muster the political will and institutional competence to support future versions of ourselves, why would we do better for people we’re told “should have adapted”? No wonder Gen Z is so pissed off.
So yes, AI will replace your job. And we’re not ready for what comes next.
I’m almost 60. I might not have to live through most of this.
You probably will.


Two things.
1. The only way to confront the monumental challenges that await us is to completely rework the way we govern our society -- that is, more plainly, in the way we make decisions that affact us and our children and our grandchildren in deep and consequential ways. What is shocking to me is just how infinitesimally little interest we have (and almost non-existent efforts we make) to actually have a say in how our national, state, and city budgets are set, for instance. We complain up the wazoo about a million things, but we don't lift a finger when it comes to having say. Why? Because, you know, it's politics, and let's all stay away from politics and focus on real life. Well, welcome to the basic reality that your real life is the direct consequence of what pockets of people decide for the billions. As long as we say "ewww" I don't want to get involved, I say we will keep on stepping into it.
2. What is a "working year"? A year duing which you get up and do things that create cash? If so, do you think that you will no longer be able to do that in 6-8 years? Or may you mean that you don't want to be doing that -- creating cash -- in 6 to 8 years? Knowing you, I don't think you will stop getting up in the morning and creating value and meaning. :-)