Destination 2.0

Generational differences are not the problem. The real challenge is rethinking broken workplace models

Writing: Sam Sahni

We talk a lot about the generational divide at work. From TikTok trends to quiet quitting, headlines love to tell us that younger generations don’t want to work the same way as their older colleagues. But the truth is this: most people, no matter their age, want to do meaningful work in a way that fits their life.

What’s changed isn’t just the people. It’s the world around them. Technology has transformed how we connect. Covid rewired how we think about time. Expectations have shifted. And yet most workplace models haven’t. We still treat people as problems to fix. We should be fixing the workplace instead.

One workplace, five generations

Today’s workforce now spans five generations: Baby Boomers (born 1946–1964), Generation X (born 1965–1980), Millennials (born 1981–1996), Generation Z (born 1997–2012) and Generation Alpha (just beginning to enter the workplace).

Let me be honest. I’ve never been a fan of labeling people purely by their birth year. I’ve worked with Millennials who prefer hierarchy, and Gen Xers who thrive on collaboration and purpose. People are complex, and not everyone fits neatly into generational boxes. There are always outliers, shaped more by culture, life experience and personal values than by the decade they were born in. But still, general patterns exist. They may not define individuals, but they do shape trends. And when you’re designing workplaces at scale, understanding these generational themes can help you make smarter choices.

In broad terms, Boomers tend to value structure, loyalty and formal leadership. Gen X often prefer autonomy, pragmatism and a healthy work-life balance. Millennials usually look for flexibility, development and a connection to purpose. Gen Z bring expectations of inclusivity, rapid feedback and seamless digital experiences. And Gen Alpha? They’re still arriving, but they’ll be the first truly AI-native generation – growing up in a world where intelligent tools aren’t novel, they’re normal.

These preferences aren’t problems. They’re signals. Signals about what matters to people, how they see the world, and what they need from their workplace to do their best work. When organizations overlook these signals, or treat them as quirks to be managed, they’re not just missing a trick: they’re building frustration, disengagement and even attrition into the core of their culture.

The real risk isn’t generational difference. It’s institutional indifference. Workplaces that fail to recognize and respond to these generational shifts aren’t standing still – they’re sliding backwards.

A structural challenge

The real challenge is structural, not generational. Most workplaces today are built around outdated assumptions about how work should happen. They default to a sea of identical desks. Looking busy – your days stacked with meetings – is still perceived as more meaningful than actual output. Presenteeism (the need to be seen at your desk to be recognized as working) disguises real productivity. Leadership flows in one direction – top down – and spaces are designed for sameness, not supporting differences in how people work.

Well, that’s my office, I hear you say. OK. But this model was built for a world where work was physical, predictable and linear. A world where you showed up, did your job and went home; where there were clear boundaries between what is work and what is not. But that world no longer exists. 

Covid didn’t just disrupt where we work, it exposed how fragile those old assumptions were. Add to that global instability, climate urgency and rising expectations from younger generations, and it’s no surprise that the cracks are now impossible to ignore. Yet too many organizations are attempting to do just that. The result? Friction across every generation. Not just the young, not just the old, but everyone.

It’s not that Gen Z don’t want to work; they just don’t want to work like it’s still 1995. It’s not that Boomers are stuck in the past, either. Most have already adapted through multiple workplace shifts. And it’s not that Gen X are checked out. They’re often the glue holding it all together, burning out quietly while doing so.

When the core model is broken, everyone pays the price. Engagement drops. Trust erodes. Productivity stalls. And culture becomes something people tolerate, not something they thrive in. Don’t just take my word for it: simply look at the workforce engagement data available for the last decade. It’s been at its lowest points ever, and continues to sit there.

The answer isn’t to pick a side. It’s to fix the system. If you keep forcing a modern workforce into a legacy model, don’t be surprised when no one feels like they belong.

Enter a new model: Destination 2.0

For the past 16 months, I’ve been leading a global research initiative grounded in real project data from 16 countries. We weren’t searching for trends. We were looking for truth. What truly makes a workplace future-ready?

The answer didn’t sit in a policy manual or a new furniture catalog. It lived in the day-to-day experience of people, across roles, generations
and organizations.  What we found was a consistent blind spot in the way workplace strategy was being approached. Leadership, people and place were being treated as disconnected parts. 

We decided to build something different. Using advanced AI workflows trained on anonymized, industry-specific data, all layered with deep, hands-on project experience, we developed a new framework: Destination 2.0. 

It’s a structured, research-backed strategy system made up of 11 interconnected pillars, each addressing a critical dimension of workplace performance. Together, they help organizations move from reactive space planning to proactive human-centric design.

This isn’t about designing for any one age group. It’s about designing for reality – across generations, functions and cultures. 

Let’s explore five of the pillars that matter most when it comes to working across generations.

Demographics and differences

Every workforce is a mix of experiences, life stages and expectations. Yet most strategies only segment by job title or business unit. Leaders must make the effort to go deeper.

Start by understanding who your people are. What generations are present? Where are they in their career journey? How does that shape their expectations?

This isn’t about making assumptions; it’s about gaining clarity. Because what you don’t see, you can’t design for – and what you don’t design for, you leave behind.

Experience and personalization

Trying to create a uniform experience across a diverse workforce ends up serving no one well. A 23-year-old early-career starter and a 59-year-old department head don’t need the same space, schedule or support. Personalization isn’t about luxury. It’s about fit: for workstyle, for purpose, and for life stage.

Organizations need to offer meaningful choice in how and where people work. They need to match tools to tasks, not trends, and create environments that respond to today’s employees’ needs, not outdated norms. 

When done well, personalization becomes a lever for performance, not just a perk.

Technology as a driver

Technology is often sold as a solution. But in many workplaces, it’s become the wedge driving generations further apart.

Digital natives, typically Gen Z and younger Millennials, move fluidly between platforms. But others can feel overwhelmed, left behind, or disengaged by tech that assumes a level of fluency they never needed before.

Organizations need to reframe the role of technology and build intuitive ecosystems that serve everyone. They should provide multigenerational training and support, and design for simplicity, not flashiness.

Good technology should create flow, not frustration. When tech adapts to people, rather than forcing people to adapt to it, the entire organization benefits.

Inclusive by design

Inclusion has often been siloed under HR or treated as a compliance measure. But if your workplace design decisions aren’t inclusive, no amount of policy can fix what people feel. So inclusion needs to shift from back-office to front-of-house – to be visible, tangible, and built into how spaces and systems work.

In practical terms, that means involving employees of different generations in cocreation and decision-making. It means designing spaces that account for accessibility, neurodiversity and life stage. Ultimately, it’s about valuing lived experience, not just tenure or seniority.

True inclusion is when people walk into a space and know: “This was built with me in mind.”

Next-generation leadership

Let’s not underestimate this one. In fact, of all 11 pillars, this is arguably the one that makes or breaks the rest. You might have the best strategy, design and policy in place, but if leadership behavior doesn’t evolve, the workplace cannot transform.

Managing a hybrid, agile and multigenerational workforce requires a new kind of leadership mindset. One that listens more than it dictates. One that adapts, includes and empowers.

Our research shows that the servant leadership model is the most effective approach in today’s environment. This isn’t about being soft or stepping back. It’s about stepping up in a different way: to serve the team, not control it. Servant leaders create psychological safety across age and background. They champion flexibility and autonomy without losing accountability. And they lead with purpose and humility, not title and command.

When leaders role-model the change they want to see – leading with transparency, empathy and responsiveness – generational tension fades. What’s left is shared purpose and trust. So, the question becomes: are your leaders enabling performance, or holding it hostage through old habits?

What Destination 2.0 looks like 

Let me share three real stories from organizations that we’ve worked with (anonymized for confidentiality).

1. The finance firm facing quiet quitting 

A large financial institution in London was losing early-career talent. Surveys showed younger staff felt ignored; older leaders felt unappreciated. Rather than pin the blame on either side, the organization revisited its workplace dynamics. They explored persona-based planning, reframed office attendance around purpose, and supported leadership in adapting their communication style. Within six months, resignations slowed, and satisfaction increased across the board.

2. A tech firm burning out its best people

In the European HQ of a global tech firm, productivity was high – but so was burnout. Older employees were exhausted. Younger ones felt micromanaged. The organization created cross-generational mentor pods, introduced meeting-free focus days, and ran regular feedback sprints. The result? A 19% increase in engagement and a smoother way of working across teams.

3. Local government struggling with talent

A local government council in the UK was struggling to keep young recruits and retain experienced staff, with new hires leaving within a year and senior colleagues retiring early, taking valuable knowledge with them. The council implemented phased retirement and onboarding pathways, set up shared knowledge hubs, and improved tech support for all age groups. Within a year, retention rates improved and trust across generations deepened.

The future of work needs every generation

We’re not going to solve workplace challenges by blaming one group. Generational difference isn’t a threat. It’s an asset – but only if we build systems that value it. The Destination 2.0 model gives organizations a starting point for rethinking strategy in a way that puts people first, meeting them where they are, not where policy says they should be.

We need to design with curiosity, lead with humility, and plan for a future where every generation finds their place. The workplace isn’t broken because of people. It’s broken because of poor models. Now’s the time to build better ones. 


Sam Sahni is founder of WorkTransformers.ai and author of Destination 2.0: The Playbook Every Executive Needs to Master Hybrid Work (LID Publishing)