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Workforce

Your workforce spans generations. Does your workforce strategy?

Jason Desentz

August 7, 2026

Workforce

Your workforce spans generations. Does your workforce strategy?

Jason Desentz

August 7, 2026

Photo by LinkedIn Sales Solutions on Unsplash

Today’s workforce spans more generations, life stages, career paths and expectations than ever before. That reality requires business leaders to think differently about how they support and develop their people.

Many organizations still rely on workforce strategies built around the assumption that employees need similar support throughout their careers. In reality, the needs of someone entering the workforce can look very different from those of a mid-career professional balancing family responsibilities or an experienced employee preparing for the next chapter of work and life.

The goal is not to create separate rules for different generations. The goal is to build a workforce strategy that is flexible enough to support employees across career and life stages while maintaining common expectations, shared culture and clear business priorities.

Across more than 20 years in people strategy, I have seen that employees across generations share several consistent needs. They want meaningful work. They want opportunities to grow. They want clear communication. They want flexibility where possible. Most importantly, they want confidence that their organization is invested in their success.

The challenge for business leaders is to create a cohesive workforce strategy that balances consistency with adaptability. Organizations that do this well are better positioned to retain talent, transfer knowledge, strengthen leadership pipelines and prepare the workforce for what comes next.

Meet employees where they are

Benefits are one of the clearest ways organizations can support a workforce with different needs. Employees may be navigating student debt, family planning, caregiving, relocation, health needs, retirement planning, financial wellness or other life events. A strong benefits strategy recognizes that employees will value different resources at different moments.

This does not always mean creating more programs. In many cases, organizations already have strong resources available, but employees may not fully understand them or know when to use them. Leaders can increase the value of existing benefits by communicating them around real-life moments, not only during annual enrollment.

Managers also play an important role. They do not need to make assumptions about what employees need, but they should be equipped to point people toward available resources. When employees feel supported during important life and career moments, organizations build trust, loyalty and engagement.

Make mentoring a two-way conversation

In a workforce spanning multiple generations, knowledge should move in more than one direction.

Experienced employees bring institutional knowledge, leadership judgment, customer understanding, and business context. Early career employees often bring fresh perspectives on technology, communication norms and emerging workforce expectations. When organizations create intentional ways for employees to learn from one another, mentoring becomes both a development tool and a culture-building tool.

Read the full article here.

Today’s workforce spans more generations, life stages, career paths and expectations than ever before.
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