The Multigenerational Workforce:

How to Recruit, Engage & Retain Every Generation

Thursday, November 12, 2026

10 AM PT / 1 PM ET


*This event is free to attend. Interested in this session but can't attend live? Please register! We will send out the recording after the event.

 

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For the first time, organizations are navigating a workforce that spans multiple generations while AI is simultaneously reshaping the skills people need to succeed. 


Join PowerToFly, BizLibrary, and Bucketlist Rewards for a conversation about what different generations really want from work, where their needs overlap, and how HR leaders can rethink recruiting, development, recognition, and retention for a multigenerational workforce. We’ll explore how expectations are changing in the age of AI, why personalized employee experiences matter, and how organizations can combine emerging skills with the experience and human capabilities already inside their workforce.

 

Key Takeaways:

  • Rethink the generational skills gap: Balance the demand for emerging AI and technical skills with the domain expertise, communication, and people skills experienced employees bring.
  • Find the common ground: Identify the needs that cut across generations, including growth, flexibility, belonging, recognition, and supportive leadership.
  • Personalize development: Move beyond one-size-fits-all learning with development experiences that reflect different skills, goals, and ways of learning.
  • Engage and retain across generations: Create recognition and employee experiences that make people feel valued without relying on generational stereotypes.
  • Turn generational diversity into an advantage: Build a culture where employees learn from one another and different perspectives strengthen the organization.

Your Speakers: 

Helen Sanchez
Career Coach and Consultant at Tanagui Career Consultants

Helen Sanchez is a Certified Professional Coach with a background in recruiting and staffing who specializes in helping women over 40 navigate career transitions and achieve their professional goals. She is passionate about helping women overcome career barriers and regularly shares her expertise on ageism in the job search through workshops, podcasts, and publications. Helen also facilitates Building Your Legacy Season, a course designed to help individuals discover their potential and confidently plan their next career chapter.

Cara Silletto
President & Chief Retention Officer of Magnet Culture
Workforce thought leader and keynote speaker Cara Silletto, MBA, CSP, is the visionary creator of the Employee Retention Ecosystem™ and founder of Magnet Culture. Workforce Magazine in Chicago named Cara a “Game Changer,” and Recruiter.com listed her in their “Top 10 Company Culture Experts to Watch.” She wrote the book "Staying Power: Why Your Employees Leave & How to Keep Them Longer” to help leaders understand the generational evolution of today's new workforce, and she works with clients coast to coast to reduce unnecessary employee turnover.
Katie Kleyla
Director, Teammate Experience at Esler Companies

Katie Kleyla is Director of Teammate Experience at Esler Companies, where she leads the People Team shaping the experience of more than 2,800 teammates across 10 territories nationwide. A culture builder at heart, Katie uses engagement data, teammate feedback, and performance insights to strengthen leadership, deepen connection, and create a culture where people feel seen and proud of the work they do. With a background in brand strategy, she believes strong cultures are built with equal parts accountability and care.

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