May 28, 2026 By RON VASSALLO

AI Won’t End Work. But It Will Expose Our Failure to Build Career Pathways.

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How AI, demographics, and shifting skills will force the DMV, and many American communities, to build better pathways between people, work, and opportunity.


In the past week, I read two thoughtful pieces of workforce analysis that push past the loudest and least useful version of the AI debate. That panicked version goes something like this: AI is coming, jobs will disappear, and the future of work is mostly a story of displacement. There is truth in that concern. But it’s lazy reasoning.

Felix Aidala and Laura Ullrich of Indeed Hiring Lab offer a more complex diagnosis. The labor market challenge ahead is not simply that AI may replace work. It is that several structural forces are arriving at the same time: an aging workforce, a wave of retirements, persistently low fertility rates, sharply slower immigration, and an uneven pattern of AI adoption across industries. (I would add to that persistent net migration out of the country over the last decade). Their conclusion is important: the next 15 years may be defined less by a shortage of workers or jobs than by a shortage of pathways between where workers are and where work needs to be done. That is a very different problem than the one that dominates most public conversation.

"...the next 15 years may be defined less by a shortage of workers or jobs than by a shortage of pathways between where workers are and where work needs to be done."

It is not the Hollywood version of AI as the grim economic reaper. It is a slower, harder, and in some ways more dangerous problem: a mismatch that builds over time. Workers may be displaced or blocked from entering some fields at the same time other sectors cannot fill essential roles. As Aidala and Ullrich warn, the result may not be mass unemployment in the familiar sense, but “persistent pockets of structural joblessness alongside unfilled vacancies in sectors that badly need workers.” That distinction matters for the DMV region.

Show the workmen on the scene discussing the repair the seismic rift on the road

If we treat this as a technology problem alone, we will look for technology solutions alone. We will ask which tools to buy, which tasks to automate, which jobs to protect, and which credentials to create. Those are not irrelevant questions. But they are not the whole question.

The deeper question is whether our region, or any region, can build the pathways, partnerships, and practical learning environments that help people move from where opportunity is shrinking to where opportunity is growing.

Aidala and Ullrich show why this will be difficult. AI’s largest labor-market effects are expected in high-wage, white-collar sectors such as information, financial activities, and professional and business services. These are also sectors that attract many college graduates and tend not to be the places facing the most severe labor shortages. Meanwhile, the sectors most likely to need workers—construction, healthcare, and government—are precisely the sectors where AI offers less relief because the work often requires physical presence, human judgment, credentials, trust, and context.

In other words, the labor market may not simply have “too few jobs” or “too few workers.” It may have too many workers prepared for the wrong opportunities and too few pathways into the work that must be done.

That is where Brent Orrell’s piece, “Training for the Wrong Job,” adds an essential layer. Orrell’s argument is that AI is not only eliminating or changing tasks. It is also creating a new category of work. As AI systems become more capable, the value of human labor shifts upward: less execution, more oversight; less routine production, more specification, governance, audit, coordination, accountability, and judgment. The workers who thrive in this environment will not simply be the ones who know how to use AI tools. They will be the ones who can define what those tools should do, understand when they are wrong, manage the risks they create, and make responsible decisions in ambiguous situations.

"As AI systems become more capable, the value of human labor shifts upward: less execution, more oversight; less routine production, more specification, governance, audit, coordination, accountability, and judgment."

That is a major challenge for workforce development. Much of our current system is built around teaching defined competencies for defined jobs. That still matters. But the emerging economy is also asking for something harder to teach and harder to certify: judgment. Orrell is right to point out that these capacities are usually developed through real work, over time, with mentorship, feedback, accountability, and repeated exposure to messy human problems. Apprenticeships, sector-based training, and work-based learning are promising because they create that kind of formation, but they are also difficult to scale.

"...the emerging economy is also asking for something harder to teach and harder to certify: judgment."

This is where the AI transition becomes more than a workforce issue. It becomes a regional strategy issue. If entry-level work is automated before young people have a chance to learn from it, how will they develop judgment? If we continue to point students toward fields with declining entry points while high-need sectors struggle to attract talent, who will help them cross the gap? If businesses, schools, governments, and workforce systems all act separately, who will build the connective tissue?

This is why Kaptivate launched ForwardDMV. ForwardDMV is grounded in a simple belief: the future of work in this region will not be solved by any one employer, agency, college, nonprofit, or jurisdiction acting alone. It will require regional collaboration, shared experimentation, and a bias toward action. Kaptivate’s Scaling Early-Career Pathways Innovation Lab, part of the broader ForwardDMV initiative, brought together employers, educators, workforce agencies, government, and intermediaries to focus on scaling high-quality pre-apprenticeship and apprenticeship pathways in the DMV using existing resources. The goal was not another conversation for its own sake; it was to leave with actionable solutions that could move forward quickly.

That is the posture this moment requires. We cannot accept the future described in these analyses as destiny. Aidala and Ullrich are clear that their projections are not fixed. Policy, employer action, credential reform, retraining support, better job matching, and reduced friction between sectors can change the trajectory.

"We cannot accept the future described in these analyses as destiny."

But “not fixed” is not the same thing as “self-correcting.” The market will adjust eventually, but eventually is not a strategy. Eventually can mean years of avoidable dislocation. Real suffering for many. Eventually it can mean young people trained for work that is no longer there. Eventually it can mean employers unable to fill essential roles. Eventually can also mean another generation left behind by a transition everyone saw coming but no one organized around fast enough.

The DMV and other American communities have a choice. We can wait for the mismatch to show up in unemployment numbers, vacancy rates, declining mobility, and frustrated employers. Or we can act now to build a different kind of talent system: one that treats work-based learning as infrastructure, makes credentials more flexible and portable, helps employers redesign entry-level roles rather than simply automate them away, and gives young people paid opportunities to develop the judgment, confidence, and human capacities the AI era will demand.

That is not just a defensive strategy. It is an opportunity. If we get this right, the DMV can avoid creating another Rust Belt story—another painful transition where people, institutions, and communities were asked to absorb economic change after the fact. We can instead become a region that demonstrates how to prepare for technological change before it hardens into structural inequality.

"If we get this right, the DMV can avoid creating another Rust Belt story—another painful transition where people, institutions, and communities were asked to absorb economic change after the fact."

The promise of AI is real. So is the risk. The difference between the two will depend on whether we build pathways fast enough, broadly enough, and collaboratively enough to help people move into the work the future will require. That’s Kaptivate’s passion and why we have invested in ForwardDMV. It’s also the work our region should begin treating with the urgency it deserves.

 


 

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