Leadership in transition – from Boomers to Gen Z

Leadership in transition – from Boomers to Gen Z

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The leadership landscape is undergoing profound transformation, shaped by rapid advancements in AI, shifting global markets, and evolving employee expectations. However, one of the most significant yet often overlooked transitions is the generational shift in leadership. As an increasing number of Baby Boomers (1946-1964) contemplate options for retirement, Gen X (1965-1980) is stepping into top leadership roles, while ambitious Millennials (1981-1996) and the ever-assertive Gen Z (1997-2012) rise through the ranks, eager to redefine leadership for a new era.

Each generation brings distinct values, leadership styles, and expectations, shaped by the historical, cultural, and technological influences of their formative years. The challenge for today’s organisations is not only to manage these differences but to create a workplace where these diverse perspectives fuel innovation, collaboration, and sustained success.

HR leaders and executives must navigate the complex interplay of experience, ambition, and technological disruption, balancing the wisdom of seasoned leaders with the fresh insights of younger generations. This requires an adaptive approach to leadership development, succession planning, and workplace culture. Notably, the youngest Baby Boomers turned 60 in 2024—the average age of senior leadership in the UK, particularly for non-executive directors. Executive board directors tend to be slightly younger, averaging around 55. With approximately 11,200 people across the country turning 65 each day, and over a third of UK Boomers planning to work beyond the state retirement age of 66, organisations must prepare for a significant generational shift at the top.

Forward-thinking organisations will be those that harness the strengths of each generation, fostering inclusive leadership pipelines and leveraging intergenerational collaboration as a competitive advantage.  To earn the respect, loyalty, and engagement of a multigenerational workforce, today’s leaders—regardless of their generation—must be adaptable, self-aware, and capable of tailoring their leadership approach to different contexts. Understanding how personal leadership styles impact those significantly older or younger will be key to fostering a cohesive and high-performing workplace.

Let’s explore the defining characteristics of each generation, the leadership styles they bring to the table, with a caveat that these are generalisations, and the proposed strategies that can help bridge generational divides to build a resilient, future-ready workforce.

Baby Boomers: 1946-1964

(US President Donald Trump, Jeff Bezos Amazon, Bill Gates Microsoft, UK PM Sir Keir Starmer)

The biggest generation, as the name suggests, born into a post-Second World War economic boom, alongside growing tensions between Communism and capitalism. In the West, governments prioritised national growth and individual accumulation of wealth while the expanding middle classes and their increased spending power saw a surge in the leisure and services industries. The Boomers oversaw the first high-tech revolution with the invention of user-friendly computers, the internet, space exploration and incredible medical advances; they challenged the authority of the establishment through the countercultural movement, and expanded the horizons of the ordinary family to every corner of the planet through culture and travel.

Leadership style: Research shows Boomers are more likely to be workaholics, striving for personal reputational and financial success. They respect the rule of authority and feel most comfortable in traditional transparent, vertical hierarchical structures. They may tend towards being fairly autocratic in their leadership style, seeking minimal feedback or advice and allowing functions and departments to work in silos. They value formal education and qualifications, preferably from prestigious institutions such as Oxbridge or Ivy League, and favour networking in person.

Strengths: They understand traditional markets, customs and practices, and use their experience to anticipate challenges, responding with cool rationality and caution. They will have built up strong and valuable networks and partnerships which can strengthen any organisation. They are more likely to feel that their identity is tied in with that of their company and their resilience, combined with loyalty and a desire for stability during the last years of their careers, means they will often endure or navigate through any difficulties as they seek to shore up their own legacies through continuing success.

Weaknesses: That autocratic, hierarchical style may not chime well with younger generations. Some Boomers need to be encouraged to better appreciate the potential contributions of thrusting younger employees and not be put off by their directness, which could be mistaken for callowness. They may need encouragement to make themselves more approachable and to open two-way communication through digital channels such as social media. Some older leaders looking towards retirement may feel undermined or intimidated by the march of AI and data-driven technologies into decision-making territory, though that is something of a generalisation and it is important to recognise the grandfathers of the tech revolution mainly hailed from this generation.

How to manage Boomers: They have a unique set of skills, experience and contacts essential to any organisation. To attract and retain Boomers, focus on healthcare, offer the flexibility of part-time or consultancy roles, generous retirement propositions and financial planning support. It may be worth investing in continuous leadership development to help them stay relevant, develop their digital profiles and build confidence with new technologies. Set up mentoring models to help pass on their experience and wisdom and maintain a sense of belonging. Consider face-to-face communication over digital where possible. They will particularly appreciate formal and public recognition of their successes via awards, pay rises and job titles. While Boomers can generally be trusted to manage themselves, HR might want to help them work on softening their own leadership style to enact cultural change from the top, down, and ensure more cohesive collaboration, sharing of insights and networks, and a welcoming, nurturing environment for younger, up and coming talent. Open office doors or open planning and town hall meetings can help foster a sense of transparency, community and belonging.

Generation X: 1965–1980

(Elon Musk Tesla and X, Sundar Pichai Google, Lisa Su AMD)

The oft-forgotten middle child, Generation X is focused on balancing work with lifestyle and family. They have lived through the Cold War and seen the collapse of Communism as well as the downsides of rampant capitalism – the recession and 2007 stock market crash, growing poverty gap and environmental cost of unchecked industrial growth. They tend to have more of a conscience about their impact on the rest of the world and principles of equality, diversity and inclusion than their older counterparts. The median age of General and Operations Managers is around 44, putting them firmly in the middle of Gen X.

Leadership style: Research has found Gen X leaders to be pragmatic, results-orientated, adaptable, and focused on autonomy, valuing self-reliance and independent work rather than adherence to protocols and processes. They tend to prefer a collaborative environment while creating space for delegated individuals to manage their own tasks effectively, bridging the gap between the hierarchical structures favoured by Boomers and the flatter organisational hierarchies preferred by younger workers. They are more sceptical and questioning of authority than their older peers.

Strengths: As the inter-generational facilitators, Gen X tend to be strong communicators, able to relate to others and foster collaboration. They are appreciated as managers for their transparency, generosity, decency, fairness and willingness to listen. They can be the most reliable workers. They can engender trust and respect from younger workers by seeking to rule through influence and encouragement while respecting and honouring the structures and processes preferred by Boomers. They can provide supportive, anchoring roles while preparing to step up into the vacancies left by retiring executives.

Weaknesses: Not strictly a weakness, they may see hard work as a means to a more comfortable life rather than being driven by ego or ambition. Their enthusiasm and engagement may be compromised by feeling somewhat under-valued, being sandwiched between the self-serving and self-assured leaders above and the unabashed attention seekers being elevated ahead of them from below.

How to manage Gen X: Delegate effectively, give them ownership of projects with clear expectations and provide meaningful feedback. Demonstrate commitment and appreciation by investing in their professional development, opening pathways to promotion and achievable rewards as incentives. Ensure they feel seen and put them very much at the centre of the AI revolution by supporting their continuous learning. (Older X-ers started work on typewriters so may need a bit more hand-holding through AI-led transformation.) Gen X will also be motivated by generous pension and health benefits. They may be managing children and caring for parents, so offering flexibility and compassion will foster loyalty and productivity. Using them as mediators and mentors can be mutually beneficial, allowing them to share the wisdom that comes with experience while gaining vital knowledge in new technologies from savvy youngsters.

Millennials: 1981–1996

(Mark Zukerberg Meta, Brian Chesky AirBnB, Maria Raga Depop, Demis Hassabis DeepMind)

and Generation Z 1997-2012

(Jimmy Donaldson aka Mr Beast, YouTube influencer, Greta Thunberg environmentalist, Jenk Oz 19-year-old CEO founder of Thred media)

Both of these generations came of age during the ongoing tech boom and so are confident and adaptable in the fast-moving, revolutionary era of AI. Millennials saw the internet become omniscient while Gen Y saw it become omnipresent, with the world immediately available at their fingertips in smartphones. It means they feel more connectivity with the world and sensitivity to it. Millennials see themselves as disruptors, challenging the status quo and using technologies to transform how we do things.

In Gen Z, the climate crisis, living through the pandemic and movements such as Black Lives Matter have driven a sense of ethical responsibility, but also anxiety which has led to them sometimes being unkindly referred to as snowflakes due to their perceived lack of resilience.

Leadership style: The oldest Millennials are now 44 while the oldest Gen Zers are just 27, so leaders are more likely to be entrepreneurs and innovators than have worked their way up. The tech revolution has opened new avenues to success which do not depend on traditional hierarchies and vertical ladders. Younger leaders are also sought after in new positions overseeing transformation such as chief data officer and other AI leads of teams and departments.

Gen Zers in particular can be highly motivated by a need to be noticed in this age of social media; they buy into the cult of the individual, seeking to emulate the huge followings and pervasive presence of influencers. They tend to value and aspire to transformational and visionary leadership. They like to work in collaborative cultures and environments which foster creativity, trust and courage. They distrust authoritarianism and challenge orthodoxies. They probably do not even own a tie and possibly not even a suit.

Strengths: Both groups can adapt quickly to new technologies, platforms and tools and understand the value and uses of big data and analytics. They are unphased by tech and many will be looking at ways to constantly develop their own skillsets to ensure their value is augmented by it rather than seeing it as a threat,

Millennials in particular can be driven by a strong sense of purpose and fairness. They want to change the world for the better, are willing to make personal sacrifices and value learning. They embrace transformation and diversity in the workplace, are pragmatic and ready to lead.

The most confident Gen Zers see people of their own generation becoming influential and powerful and can imagine achieving similar success themselves, sometimes giving them the appearance of supreme confidence. They tend to be comfortable promoting themselves and their brands through digital channels, including video. They can appeal to younger talent and consumers and understand the vast commercial value of social media influencers, which may be lost on older leaders.

Weaknesses: Less committed than their predecessors, millennials work around 29 hours per week compared to 48 for Gen X and 47 for Boomers. They are less loyal than older colleagues and are more likely to be quickly frustrated if they are not being groomed for promotions and leadership roles. Seventy-one percent are ready to jump in their first year.

Meanwhile hybrid working, Covid-era schooling and social media have led to Americans between the ages of 15 and 24 spending just 38 minutes a day interacting face-to-face by choice. That age group is also less inclined to spend time on work or education, while millennial women are three times more likely to text than call. Many employers complain that this has all left the younger generations lacking in vital soft skills, including being able to communicate appropriately in person. Older employees may view some of them as brash, demanding, uncompromising and lacking nuance. Gen Zers often want instant gratification with minimal effort. Some employers say they struggle with criticism and can not cope with setbacks. They can cause friction in workplaces by failing to respect conventions or the contributions of older colleagues. Their lower attention span can mean they lose focus on long-term projects and objectives and will seek a move rather than seeking to overcome any difficulties.

Managing Millennials and Gen Zs. Both generations respond best to inspirational and visionary leadership rather than rigid rules, regulations, and procedures. Instead of instructing, focus on coaching and empowerment to foster autonomy and engagement. Millennials can play a key role in guiding and channeling Gen Z’s energy and ambition into meaningful productivity.  To maximise their potential, encourage innovation by creating psychologically safe spaces for experimentation. Frame failures as learning opportunities rather than setbacks.  Provide frequent and meaningful feedback—research suggests younger workers may require up to 50% more than older generations.  Prioritise mental health and well-being, ensuring structured support systems are in place to address common workplace anxieties.  Facilitate mentoring relationships to cultivate a culture of belonging, mutual respect, and reciprocal learning. Embed purpose and values into organisational culture, ensuring visible and actionable EDI (Equity, Diversity, and Inclusion) strategies. Millennials, in particular, are drawn to organisations with a strong sense of purpose and social responsibility.

Both Millennials and Gen Z have seamlessly integrated Gen AI, smart technologies, and algorithms into their daily lives and expect the same level of digital fluency at work. They value efficiency and innovation and will be frustrated by outdated or inefficient systems. Investing in relevant technology will help fully leverage their skills and appetite for innovation while enhancing job satisfaction.

Research suggests that both groups tend to prioritise work-life balance and seek purpose and fulfilment in their careers rather than defining themselves by their jobs.  Millennials pioneered the push for meaningful work but tend to seek more stability as they age.  Gen Z, by contrast, are thought to prioritise financial security and flexibility, often favouring adaptability over long-term loyalty therefore being more likely to explore multiple roles, industries, or freelance work.

To attract and retain this talent, organisations must implement highly personalised and responsive professional development plans with clear, achievable milestones. A continuous pipeline of new talent is essential, alongside flexible working arrangements, including hybrid models, sabbaticals, and opportunities for international experience. Cultivating a collaborative, engaging, and enjoyable workplace culture is key, as strong relationships and a sense of purpose drive commitment. AI-driven platforms can enhance learning by gamifying development opportunities, keeping Gen Z engaged and motivated.

Early investment in personalised leadership development programmes will be critical for long-term retention. Additionally, organisations should recognise that younger professionals value authenticity and emotional honesty in leadership, making open communication and genuine engagement essential to earning their trust and loyalty.

Leading Across Generations: Embracing Change and Opportunity

Effective organisational leadership should resemble a relay team—training together, refining their handovers, and ensuring seamless transitions—rather than a competition where individuals vie against one another.

The modern workforce is not just a collection of individuals but a dynamic ecosystem shaped by the interplay of multiple generations, each contributing unique strengths, perspectives, and leadership styles. As businesses prepare for a wave of leadership transitions, HR and senior leaders must proactively design strategies that integrate generational diversity into succession planning, leadership development, and workplace culture.

Rather than viewing generational differences as obstacles, organisations that foster intergenerational collaboration can unlock untapped potential. The experience, networks, and strategic insight of Boomers and Gen X can be complemented by the digital fluency, innovation, and values-driven leadership of Millennials and Gen Z. A well-structured leadership pipeline—one that rewards merit, agility, and adaptability—will ensure a steady flow of talent into critical roles, keeping organisations competitive in an era of rapid transformation.

To thrive, businesses must embrace a holistic approach to leadership development, incorporating mentoring, reverse mentoring, flexible career paths, and AI-driven learning. Investing in generationally-inclusive leadership strategies will not only help retain top talent but also create an environment where diverse leadership styles thrive, ultimately driving long-term organisational success.

At Rialto, we empower organisations and individuals to navigate this evolving leadership landscape through bespoke programmes tailored to multi-generational leadership development and AI adoption. By equipping leaders with the skills to adapt and collaborate across generational lines, we enable businesses to turn generational shifts into powerful opportunities for growth and transformation.