Most companies don't fail because they lack expertise. They fail because they can't connect it effectively.

I’ve seen it many times. Misaligned teams. Experts stuck in silos. Good ideas not seeing daylight. Painfully slow change. When these problems compound, money runs out, top talent leaves. Companies die.

Throughout my career, I've seen how generalists naturally solve these problems.

But there's a problem.

Right now, companies are trying to do more with less while racing to keep up with AI and rapid market changes. The old way of having tons of specialists who each handle one thing isn't working anymore–it's too slow and expensive.

In times like this, generalists aren't just nice to haves—they're how you stay ahead.

But I was seeing a deep incongruence. I knew that generalists were valuable, but it seemed companies didn’t. Why aren’t there dedicated spaces for us on your org chart? Why does my growth roadmap look the same as a specialists?

What works for my specialist peers, doesn’t work for me.

And so I set about finding out. We went live with a survey, hoping to understand what (frankly) nobody had bothered to ask before.

What is it like being a generalist in a modern organisation today?

589 generalists responded, and the patterns that emerged, are…loud.

This report will explore:

  • findings from our ‘understanding generalist survey’

  • stories & patterns of generalists in the workplace

  • questioning if our current hiring system is setting generalists up for failure

I want to be transparent—this is not a rigorous research study. This survey is laying the groundwork for a broader State of the Generalist report, and there is much more work to be done.

It tells the story of how people with non-linear paths feel. It is a collection of stories and lived experiences. It’s step 1 (of many) to bringing systemic change in our workplaces; and to advocate for, & recognise, generalist pathways.

As always, screenshot your favourite bits, share them on LinkedIn and tag us @generalistworld. I’ll help amplify you to 10,000s of professionals 🌀

Thank you for being here.

Now let’s get into it,

Milly 🌀

Our 2024 survey reveals a paradox through the eyes of 589 high-performing generalists. We're doing the work of multiple roles, driving innovation, and creating millions in value—yet struggling to get hired or recognized for this impact.

The stories paint a clear picture. While 62% of us effectively perform multiple roles' worth of work, we're often filtered out before a human even sees our application.

It seems having rich, varied experience that doesn't fit into neat little boxes doesn’t bode well with current hiring systems.

As one respondent put it: "I handle what would typically need three different specialists, but I can't get past ATS systems because my career path looks 'scattered' to algorithms."

When we asked generalists about their impact, they told us:

  • "I often solve problems others miss—connecting dots across departments that specialists might never see"

  • "My role naturally involves bridging gaps between teams. It's not in my job description, but it's crucial work"

  • "I spot and prevent issues before they become problems, though this kind of value is hard to quantify"

  • "I handle what would typically require several specialist roles, but that versatility isn't reflected in my compensation"

Most of us face the same frustration: traditional hiring systems aren't built to recognize this kind of value. They're designed for linear careers in a world that increasingly needs non-linear thinking.

When we asked generalists about their experiences, three clear phenomenons emerged:

  1. Recognition failure

    41.6% of generalists experience a ‘recognition paradox’. "Nobody understands the value until they hire you—and then you're always underpaid for what you bring to the table." This sentiment echoed across hundreds of responses. Generalists find themselves handling multiple roles' responsibilities, yet struggle to have this breadth of impact recognized.

  2. A hiring wall

    A staggering 84% of generalists report being filtered out by traditional hiring processes, despite having the exact problem-solving abilities organizations need. "Getting through the door in an electronic world where keywords and algorithms dictate entry requirements is almost impossible."

  3. Qualification catch-22

    Perhaps most frustrating: 72% have been told they're simultaneously "overqualified" and "underqualified" for roles. As one respondent put it:

    I can run any organization, but I can't get past the first interview because my career path isn't linear enough.

    a respondent of Understanding Generalists Survey

The hidden ROI of generalists

"I see the fires before they start," one generalist told us. "But no one celebrates the crisis that never happened".

This pattern appeared repeatedly—47% of respondents described preventing major issues before they became costly problems. Yet paradoxically, organisations often only recognise and reward the visible firefighting.

We wanted to know more about the tangible impact of generalists in the workplace and respondents shared these concrete examples:

  • "I do the work of what would be 2-3 different roles in most companies"

  • "My broad experience means we rarely need external consultants"

  • "Projects move ~40% faster because I can connect dots across teams"

  • "I spot process improvements that save hundreds of thousands"

I'm saving the company a fortune in headcount and crisis prevention, but my compensation doesn't reflect this broader impact.

a respondent of Understanding Generalists Survey

Patterns emerged about how generalists naturally work, show up, and create value at work:

  • "I prevent fires rather than fight them"

  • "I connect teams that wouldn't normally talk"

  • "I spot patterns others miss"

  • "I adapt quickly to whatever the business needs"

An old system in a changing world

When we asked generalists about their job search experiences, the frustration was, well, palpable.

The experience paradox

"I've successfully led multiple digital transformations, but I get rejected because I don't have '5 years of experience with Tool X'," one respondent shared.

The irony? Most generalists report learning new systems 3x faster than their specialist counterparts. Yet hiring systems remain fixated on specific years of experience over proven learning ability.

Okayyy, let’s talk about the ATS…

The automated hiring process emerged as a major pain point. Generalists told us:

  • "My diverse experience gets flagged as 'job hopping'"

  • "I can't make it past ATS because my skills don't fit neat boxes"

  • "The system can't recognize that my varied background is a strength"

  • "My best skills—connecting dots and seeing patterns—don't have keywords"

The real cost of overlooking generalists

We found that organisations trying to fill generalist-shaped holes with specialists face expensive consequences:

  • "They hired three people to replace me when I left"

  • "Projects move slower because specialists struggle to communicate across teams"

  • "When I left no one was there to connect the dots and everything stifled"

Companies spend so much time looking for perfect specialist matches, they miss the people who could transform their entire operation

a respondent of Understanding Generalists Survey

Building a Generalist-Friendly Organisation

We asked generalists about their biggest workplace challenges. Their answers reveal how organisations unintentionally stifle their most adaptable talent.

"It feels like being a Swiss Army knife in a world of hammers," one respondent shared. 41% described a fundamental disconnect with leadership.

Traditional mentorship models, built for specialist career paths, leave generalists without guidance. As one put it: "My manager knows how to develop specialists, but doesn't know what to do with someone who connects across departments."

The stories reveal a painful irony: organizations expect generalist impact while providing specialist support.

A telling 35% described this disconnect:

  • "I'm expected to solve cross-functional problems but don't have cross-functional access"

  • "They want innovation but keep us in rigid role boxes"

  • "I see solutions but lack the authority to implement them"

"I felt like a bird in a cage," shared one respondent, capturing a sentiment echoed by 31% of others.

Generalists thrive on flexibility and connection, yet find themselves in organisations designed to maintain silos:

  • "Every solution has to fit existing structures"

  • "Good ideas die in approval processes"

  • "Innovation gets sacrificed for standardization"

Perhaps most frustratingly, generalists struggle to articulate their unique value (if this is you, Unboxed can help!)

  • "How do you measure preventing problems?"

  • "My best work happens in the spaces between departments"

  • "Traditional metrics miss most of my impact"

The remainder of this report is about: hope ☀️

So, yeah, the challenges are clear. But so is the opportunity.

Generalist World started as a (literal) handful of smart generalists like Lucy, Aisling, Sakshi, Adam, Erica and Elyse asking the question: are there more people like us? Where do we fit in the world?

Today our network includes more than 75,000 professionals. It seems, generalists, as lonely as your career has felt—you are certainly not alone.

Organisations face increasingly complex challenges, and your generalist skillset offers exactly what's needed:

  • Natural adaptability in changing markets

  • Bridge-building across siloed teams

  • Pattern recognition for risk prevention

  • Innovation through connection

"The future isn't about deeper expertise—it's about better connections. That's what we do best."

a respondent of Understanding Generalists Survey

In a not-so-distant-future where AI handles specialised tasks, human advantage lies in:

  • Making unexpected connections

  • Seeing opportunities others miss

  • Adapting rapidly to change

  • Building bridges between ideas and people

We believe work can be better.

We believe that organisations that embrace generalists don't just perform better—they also become better places to work:

  • More collaborative cultures

  • Faster problem-solving

  • Greater innovation

  • Higher employee satisfaction

  • Reduced burnout

We're not just employees who can do many things—we're the people who help organisations become what they need to be next.

a respondent of Understanding Generalists Survey

The future is uncertain connected

When we started this survey, we wanted to understand why so many talented generalists felt stuck. What we found was bigger: a fundamental mismatch between how modern organisations need to work and how they're set up to work.

The 589 voices tell us: Generalists aren't just "people who do many things"—they're the connective tissue that helps organisations adapt, innovate, and thrive. They're the ones who:

  • See tomorrow's problems today

  • Build bridges where others see walls

  • Turn complexity into clarity

  • Help specialists work better together

Yet too often, they're filtered out by systems designed for a different era.

The good news? Change is possible. Organizations that embrace generalist talent are building themselves to be more adaptable, innovative, and resilient.

Also, this is not an anti-specialist campaign.

We believe in creating environments where both specialists and generalists can do the best work of their lives, where connection is valued as much as expertise, where prevention matters as much as cure.

This report is just the beginning. The real work starts with recognition followed by action. To do this, we need your help.

The final section is full of ways we can work together.

If this report has sparked something in you, please support us by sharing this on your socials, in your communities, within your circles.

Generalist World exists because people like you share it.

I appreciate your support very much!

Now let’s change the world 🌀

Founder of Generalist World

📍 I live & work from a remote island in the Scottish highlands

How we help 🌀

Generalist World creates spaces, community & tools for professionals to build adaptive, fulfilling careers. We believe in “careers flywheels over career ladders” and proudly help over 75,000 generalists find their place in the world.

For Companies:

  • Org design consultations: Map where generalist talent creates the most value

  • Workshops: Train teams to identify, develop, and retain generalist talent

  • Workshops (schools and universities): We’ve worked with organisations like the London School of Economics & St Andrews University to teach programmes around skills of the future

  • Want to work with us? Great! Hit reply to this email.

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For Professionals

  • Unboxed Course—Learn to build and sell your generalist skillset (final cohort of 2024 opening end of November)

  • Job opportunities newsletter (weekly curated opportunities for generalists). Subscribe for free to Generalist World.

  • Free resources: essays + podcast + quiz

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