A marketing analyst at a mid-sized company had an idea for redesigning their product catalog landing page.
In the past, she would have written a brief, scheduled meetings with IT, and waited weeks for a mockup. This time, she opened Claude, described what she wanted, and had a working HTML prototype in five minutes. She iterated three more times in the next hour. By end of day, she had something to show the team.
When she brought it to the web developer, she was nervous. Would he be annoyed? Threatened?
Instead, he was thrilled.
"This is perfect—you've got all the content, the branding, the layout exactly how you want it. Now I can focus on making it actually work well: fast load times, mobile responsive, proper data integration."
They'd stumbled into something better than either could have created alone. She got to iterate quickly on creative vision. He got to focus on technical architecture he actually enjoyed.
This is The New Generalists: employees who use AI to suddenly work across traditional boundaries in ways that were impossible before.
Why This Time Is Actually Different
You might be thinking: "Technologies have always changed how we work. Spreadsheets revolutionized finance. Email transformed communication. How is this different?"
Here's the key difference: Previous productivity tools stayed in their lane.
When spreadsheets replaced calculators and paper ledgers, they made finance people dramatically more productive at finance work. But they didn't suddenly enable marketing people to do financial modeling or operations managers to build complex analyses. The tool amplified capability within existing roles—it didn't enable people to work across traditional boundaries.
AI is different in two critical ways:
First, it's cross-functional by nature. The same AI tool that helps a marketing analyst write compelling copy can also help her prototype a website, analyze customer data, or generate financial projections. It doesn't stay neatly within traditional role boundaries.
Second, it collapses time in a way that changes what's feasible. Before AI, a marketing analyst could technically learn web development. But building even a simple prototype might take 8-10 hours of learning and fumbling. For most people, that investment wasn't worth it for a one-off project. So boundaries stayed in place not because they were insurmountable, but because crossing them was too expensive in time and effort.
AI collapses that time from hours to minutes. The marketing analyst isn't spending evenings teaching herself HTML and CSS. She's describing what she wants in plain language and iterating in real-time. The barrier isn't gone, but it's so much lower that the cost-benefit calculation fundamentally changes.
This enables rapid experimentation and iteration in ways that weren't feasible before. And that's why traditional role boundaries are starting to blur.
The principle should be: Use AI to eliminate the parts of work people dread, so everyone can spend more time on what they're actually good at and enjoy.
Why This Gets Messy Anyway
If that story was the end of it, this would be simple: encourage this, celebrate it, move on.
But that's the best case scenario. Most of the time, the first reaction to a New Generalist will be defensive. The atmosphere around AI is dominated by job threat fears. When someone starts using AI to do work that traditionally required your expertise, the reflexive response is: "Are they trying to replace me?"
The Hidden Work Problem
Consider what happens when the prototype looks good but is built on a fragile foundation.
The web developer faces an uncomfortable choice: rebuild it properly (taking time not in the project plan, while everyone wonders why he's "slowing things down") or use flawed code that will cause problems later.
If he rebuilds quietly, resentment builds. Why am I doing extra work no one sees? Meanwhile everyone's praising the marketing analyst for her "innovation."
This dynamic—where specialists do invisible work to fix problems created by well-meaning New Generalists—is poison. It breeds resentment and damages both productivity and culture.
The nightmare: Your best web developer starts job hunting. He's tired of explaining why "good enough" prototypes aren't actually good enough. You lose a key employee not because of AI directly, but because you failed to manage the organizational dynamics.
The Compensation Mismatch
If your marketing analyst can suddenly do work that web developers typically do, should she be compensated like one? If so, what about other marketing analysts who can't or don't do this? In smaller companies, this is manageable. In larger organizations with defined salary bands, this becomes a minefield.
What Leadership Actually Looks Like
The New Generalists are coming. They're probably already here. The question isn't whether this will happen, but whether you'll lead it or let it explode into chaos.
Communicate Proactively
Tell your organization now:
"AI is going to enable people to work across traditional boundaries. This is good—when it works well, everyone focuses on what they're actually good at. We expect this and want to encourage thoughtful experimentation. But we also know this will create friction. If you're a specialist and someone starts overlapping with your expertise, that doesn't mean your role is threatened. It means we need a conversation about how to work together most effectively."
Manage the Interfaces
When a New Generalist emerges, facilitate the conversation between them and relevant specialists:
- What does each person love doing? What do they dread? - Where's the natural boundary between prototype and production? - How can they work together so everyone operates at their best?
And critically: require visibility. If a specialist needs to rebuild something, that work must be visible and acknowledged. No hidden rebuilding. No silent resentment. Make it part of the project plan: "Marketing creates prototype, Web Dev architects production version."
Equip Your Supervisors
Train frontline managers to spot tension early, especially with key specialists. The leading indicator of a New Generalist problem is an irritated, withdrawn specialist suddenly updating their LinkedIn profile.
Address Compensation
For larger organizations: establish a performance/innovation bonus pool that gives managers flexibility to reward high performers without restructuring your entire compensation system. Frame it as performance bonus, not "AI bonus"—you're rewarding outcomes, not tool use. Don't broadcast it widely to avoid gaming behavior.
Create Transparency Mechanisms
Lunch-and-learns where people share AI experiments celebrate New Generalists while helping specialists see what's coming. Include questions about AI use in performance reviews, carefully framed as data gathering, not competition.
The Stakes
The New Generalists are emerging whether you manage it or not.
If you manage it poorly: role confusion, hidden resentment, specialists leaving, productivity gains that never materialize.
If you manage it well: specialists focusing on what they do best, faster iteration, better products, and a culture that rewards innovation while respecting expertise.
The companies that figure this out will outcompete everyone else. Not because of AI itself, but because they can evolve faster.
The question for you: Are you building that capability now, before the friction becomes crisis?
Let's Talk About Your AI Strategy
If these ideas resonate with challenges you're facing in your organization, I'd welcome a conversation about how to address them.
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