347: How to manage 5 different generations at work- with Dana Dillard
May 21, 2024

We are in an unprecedented time right now where there are 5 different generations in the workforce. As a people leader, how can you effectively manage that wide spread of ages and background, keeping them motivated, engaged and productive?

My special guest today is author Dana Dillard and she’s simplifying how to manage 5 different generations at work. From 18 to those in their 80s, here’s the definitive source on how to manage anyone on your team by having a better understanding of what they’ve gone through (generationally) and how they view their work.

Here’s how.

My special guest today is Dana Dillard and she’s simplifying how to manage 5 different generations at work.

We tackle and simplify all aspects of it, including:

Q: Are you ready to learn how to manage 5 different generations at work? If yes, this one is for you.

It’s time to #DoTheThing!


<What’s catching my eye this week>


My challenge for you this week:

How are you going to take what you’ve learned in today’s episode and take action to manage 5 different generations at work this week? What’s one thing you’ll do differently? Share it with me, privately or publicly. Snap a photo of you doing the thing, and send me a DM over on LinkedIn (https://www.linkedin.com/in/thesimplifiers) for added accountability and support!

Links, books and apps mentioned:

Resource: Find Dana Dillard on LinkedIn - click here

Book: Jackfruit Leadership: A Roadmap for Aspiring Leaders to Embrace Uniqueness and Create Connections at Work - Dana Dillard

Book: The Anxious Generation: How the Great Rewiring of Childhood Is Causing an Epidemic of Mental Illness - Jonathan Haidt

Podcast: Top 5 AI tools to help your get a job - The Simplifiers Podcast

Podcast: How to squash your limiting self-beliefs - The Simplifiers Podcast

Get Unstuck with The Simplifiers Morning Prompts

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About Dana Dillard:

Dana Dillard - Starting her career as a call center agent and working her way to the C-Suite, Dana Dillard is an award-winning leader in financial services.  She is known for her collaborative style and humorous personality, and she has a heart for the customers she has served for over 30 years.  Whether leading call center operations, handling the customer complaints area, or being the star witness for the company in litigation, Dana has experienced a robust career focused on collaboration and building people up.  

It was Dana’s curiosity about how teams perform that led her to pursue a master’s degree in Inclusive Leadership and this combination of experience and education culminated in her debut book, Jackfruit Leadership.  When she’s not working on her next book, you can find Dana doing keynote speeches and workshops where she helps managers evolve into the type of leaders they were meant to be.


This episode is sponsored by…

Visit insperity.com/bpa/debbie.carter

Hey friends - Have you heard about Insperity yet?

For 38 years, they’ve provided HR solutions that scale with your business, including employee benefits, payroll, talent management, and more.

If you own or work for a small or midsize business that needs HR support, check ‘em out at insperity.com/bpa/debbie.carter or email debbie.carter@insperity.com. Her direct line is 972-955-9243.

With 90 locations across the US, Insperity helps businesses succeed so communities prosper. Contact Debbie at Insperity today and make sure to tell her The Simplifiers sent you.


Where Dana hangs out online:

LinkedIn: https://www.linkedin.com/in/dana-dillard-ab772b5

Website: https://www.danadillard.com

Instagram: https://www.instagram.com/inclusive_leadership_with_dana

Dana’s vote for the perfect guest on The Simplifiers Podcast:

Dr. Susan Hanold, Ph.D. - She is a respected executive coach and experienced organizational and leadership development professional. She has a passion for making people better and wants to partner with companies and leaders that strive to impact the professional growth and organizational development of its employees. Susan’s career as a coach, Organization Development (OD) expert, instructional designer, and certified transition coach is diverse. She has experience in multiple industries and sized companies.

She was VP of OD with one of the world’s largest investment and financial services firms. In that role, she designed, managed and facilitated the Leadership Development program for all management levels including the senior leadership team. Additionally, Susan worked at Pizza Hut (PepsiCo) where she designed the company-wide coaching model and restaurant management training curriculum affecting over 8,000 stores. Susan was a Senior Change Management Consultant for Andersen Consulting/Accenture.