Workplace Harmony: Addressing the Challenges of a Multigenerational Workforce

January 24, 2025

What’s the biggest hurdle to effectively managing and engaging a multigenerational workforce?

And how can leaders overcome it?

These are crucial questions for organizations seeking to thrive in today’s diverse work environment.

To find answers, we reached out to our HR Spotlight community of HR and business leaders from various industries to share their perspectives.

Each expert offers a unique challenge they’ve encountered, paired with a practical solution they’ve found effective.

This post compiles their insights, providing a valuable resource for anyone navigating the complexities of a multigenerational team.

Read on!

Mark Whitley
Founder and CEO, Whits Services Corporation

Sensitivity and Adaptability

Running a business means juggling many different things, but one of the most fascinating and sometimes complicated challenges is managing a multigenerational business.

Imagine your workplace as a dinner table where five generations sit together. Each brings their own tastes, opinions, and experiences to the table. While this mix is exciting, it can also create communication problems.

One of the biggest challenges we face at Whits Services is figuring out how to get everyone on the same page when it comes to communication.

The older kids on our team often prefer face-to-face conversations or detailed email exchanges. In contrast, younger team members (Millennials and Gen Z) are more likely to send messages on Slack or Teams and expect immediate responses. It’s not that one method is better than the other; everyone has their own pace.

We had a case where this difference caused tension.

A senior team member thought a quick message about a project update was too informal, while the sender (a junior employee) didn’t understand why it was so important.

That’s when we realized we needed to address these gaps more proactively.

One thing that has worked wonders for us is organizing communication workshops. During these sessions, we ask people to share their preferred communication methods and explain why they work for them.

When a millennial team member explained how instant messaging helps speed things up, it resonated with others who might have been hesitant to adopt new tools.

At the same time, younger employees gained a new respect for detailed emails when their older colleagues explained how these messages help keep a complete story.

We also make sure to provide multiple channels of communication.

Big announcements can be sent via email, but we will follow up with a quick video overview or an informal team meeting. That way, everyone gets the information in a way that suits them.

But the most important lesson I learned is to listen, really listen.

During a team brainstorming session, a junior employee suggested using more visual elements in presentations to make things more interesting. It seemed like a small change at first, but the results were incredible. Presentations became clearer, meetings were shorter, and everyone was focused.

It’s moments like these that show the magic of embracing a multigenerational workforce. Sure, it takes effort to manage differences, but when you approach them with sensitivity and a willingness to adapt, you create a team that is not only diverse, but also deeply connected.

After all, managing multiple generations is about more than just keeping the peace. It’s about learning from others and creating a workplace where every voice counts. And when that happens, you don’t just manage a team, you create something extraordinary.

Mandi Spindler
Talent Director, Ulteig

Mentorship, Collaboration, and Conflict Resolution

One challenge in managing a multigenerational workforce is bridging generational gaps in values, expectations and communication styles.

A one-size-fits-all approach is no longer effective, as different generations have unique needs and preferences.

To address this challenge, organizations can take a comprehensive approach to meeting the needs of multiple generations.

For example, Ulteig, an engineering consulting firm with a geographically dispersed employee base, has implemented flexible work arrangements — in-office, hybrid or fully remote — to accommodate diverse preferences.

We have also invested in employee well-being by offering financial wellbeing tools, continuous learning resources and mental health support.

Additionally, our DEI program includes sessions on Intergenerational Inclusion, providing practical tips for effective cross-generational mentorship, collaboration and conflict resolution.

This multifaceted approach transforms generational differences from a potential challenge into a source of organizational opportunity.

By recognizing and engaging generational differences, organizations can create a more inclusive and productive work environment.

Dr. Maria Knöbel
Medical Director, Medical Cert UK

Communication Workshops

It can be hard to manage a workforce with people from different generations because older generations like to talk to people in person and younger generations like to use technology.

When a lot is at stake, like in healthcare, this can be hard to understand.

This could be fixed by holding workshops on communication that take into account how people of different ages like to talk to each other.

At these workshops, teams will also learn better ways to work together. The way people talk to each other can change when they work together, even if they are not in the same room.

With this method, people can work together better, fault less, and take better care of patients.

If people know about these differences, they can work together better and get more done.

Kevin Connor
Founder and CEO, Modern SBC

Empathy and Flexibility

One of the trickiest parts of my job is helping people from different generations actually connect when they communicate.

I’m Kevin Connor, founder and CEO of The Modern SBC, and I’ve seen it firsthand.

For example, just last week I listened as one of our younger employees sent a Slack message, while a more seasoned team member waited for a phone call that never came.

Moments like that can quickly lead to misunderstandings and frustration.

At The Modern SBC, we tackle this by mixing old and new approaches: we show managers how to switch between tools, honor personal preferences, and really listen.

With a bit of empathy and flexibility, we can bridge those gaps and thrive together.

Cathy Knepp
Head of Human Resources, Platform Accounting Group

Lessons in Work Life Balance

One challenge we face is differing views on work/life balance and what type of hours are needed in our industry (accounting), which historically has been thought of as very high demand and long hours.

I continually remind managers to remember how they felt when they were starting out and that the younger generations are right – our lives should not only be our jobs.

I think it’s important to make sure we are making the work interesting and engaging so people want to get the work done, while not expecting them to work long hours just for the sake of working long hours or as some sort of initiation into the industry.

There’s a lot we can learn from each generation!

Misti Mukherjee
Attorney at Law, Extensio Law

Managing Employee Activism

Today’s workplaces employ five generations of workers. Diversity in individual lived experiences strengthens any organization, and to successfully lead, engage and retain a multigenerational workforce, leaders must listen, learn and adapt.

One example is employee activism.

Workforce activism is rising, as social media, geopolitical conflicts and online activist platforms are highlighting organizational action and inaction.

Many employees in the Millennial generation believe that they can make a greater impact on the world than can their leaders, and they are ready to speak out and/or change jobs when their employers’ organizational stances do not reflect their values.

How to respond?

Find out what really matters to your employees: understand, be curious and be humble. Don’t ignore opposing views. Encourage respectful debate.

When corporate strategies don’t align with employee expectations, explain the company’s position with clear, honest and direct communication.

Responding to activism can feel challenging for some leaders, but ultimately the best answer is to listen to learn and understand.

Christine Ramos
Director, Client HR Services, CoAdvantage

Technology and Autonomy

Bridging the gap between Baby Boomers and Gen Z can be challenging in a lot of ways. But one of the most challenging differences would be their different perspectives on communication styles as well as work schedules/work life balances.

Baby Boomers may not understand why someone would not be working in an office 9-5 and not have multiple in-person meetings and phone calls. They would have a different mentality on being more loyal to a company and more competitive for the good of the company and not necessarily thinking of their own personal gain.

Gen Z and other younger generations have a greater sense and emphasis on work/life balance. They will expect flexibility in setting schedules, maybe prefer a hybrid situation. They don’t see the value add as much as a Baby Boomer in hands on/ face to face collaboration.

They are also more used to a fast-paced environment and don’t want to take the time to have an actual conversation, but would rather text or IM their counterpart. They may prefer to be managed from a higher level, don’t want to be micromanaged, and have autonomy to make their decisions.

Baby Boomers would not be as familiar or comfortable with all of the technology and even social media aspects of communication. Gen Z can’t imagine not having technology at their fingertips in being able to get the job done.

Options to help with these challenges are for managers to really get to know their employees individually to determine their strengths and emphasize those and communicate in a way that fits their needs.

Maybe even pair the older workers with the younger workers to learn from each other.

Older workers have a wealth of knowledge and experience they can provide to the younger group. The Gen Z’s can help educate the older group on why/how technology makes things more efficient.

This is all being done with a common goal in mind to be successful individually with the goal of working together in making the company successful.

Shannon Alter
CEO, Leaders Exceed

Show-Not-Tell Mindset

When it comes to leading a multigenerational workforce, embracing clear communication and a “show-not-tell” mindset are key.

Leaders at every level today often experience meetings and other business conversations as almost completely transactional. Communication comes across as vague or fuzzy. The effect is impersonal, largely because we are “telling” people what to do.

Context is key when we’re considering how to communicate more clearly.

Sometimes we’re going too quickly, or we don’t want to bother other leaders. What often happens is that we leave out crucial information or even tidbits that will help that leader understand the issue, make a decision or move forward.

We think this will improve productivity but it isn’t always effective because people simply tune out or don’t figure it out.

Instead, leaders can reverse their mindsets by “showing” their teams the path they want them to follow- demonstrating clear, timely, and responsive communication really does make a difference.

Jason Hishmeh
Co-Founder, Varyence

Acknowledgement and Understanding

Managing a multigenerational workforce can present challenges, particularly when communication styles are in conflict. I have observed that something as straightforward as a preference for Slack over email—or the reverse—can lead to frustration.

One method we suggest is promoting “communication agility.”

Conducting workshops to assist employees in comprehending generational differences and adjusting their approaches accordingly.

Additionally, we have adopted tools such as Microsoft Teams, which provide a balance between real-time conversations and more formal updates.

When individuals feel acknowledged and understood, collaboration flourishes.

It is not solely about bridging divides—it is about cultivating a team in which everyone’s strengths are highlighted, regardless of their generation.

Reskilling to Combine Thoughts and Approaches

Rose Fass
Co-Founder, fassforward Consulting Group

Reskilling is an important tool when managing and engaging a multigenerational workforce.

This can be achieved through ongoing education, whether formal or informal, such as attending workshops, enrolling in online courses, or engaging in cross-generational mentoring within the company.

Organizations can support this by providing access to training programs tailored to all different career stages. Reskilling will not only help your organization keep pace with technological advances but it will also foster a culture of mutual respect and learning where every employee feels valued and empowered.

I recently turned 75 but at my firm I often find myself collaborating with our head of partnerships, who is in her 40s, and our head of marketing, who is in her 30s.

By combining our thoughts and approaches—pushing each other to think differently and drawing on past experiences—we elevate one another, and the company as a whole.

The HR Spotlight team thanks these industry leaders for offering their expertise and experience and sharing these insights.

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