Are You Ready for the Future of Work? Ask a Gen Z’r with Hannah Grady Williams

In today’s episode of Live with Bottleneck, our guest Hannah Grady Williams asks you this question: Are you ready for the future of work?

As a 23-year-old Gen Z’r, Hannah Grady Williams has consulted for many businesses, from start-ups to Fortune 500 companies. She is on a mission to help leaders leverage Gen Z talent as a competitive advantage and build #RadicalEmpathy in the workplace.

It is Okay to Fail

Hannah shares a story when she was growing up, on how she would join her father when he was managing his real estate business. One experience that she could never forget was when her father gave her the chance to land a deal… at 12 years of age.

Hannah’s father let her handle the transaction herself, even if it meant having to fumble and make mistakes. While it ended up being a success in the end, it taught Hannah that it was okay to make mistakes. Don’t let the fear of not doing great on the first try get in the way of trying out new things and being creative.

“Even from a young age, my dad really instilled in me this sense of not just curiosity and the desire to seek challenges out, but also the sense that it’s okay to fail. I learned that from a really young age, and I’m so grateful to him for that.” – Hannah Grady Williams

Hannah Grady Williams on Generation Divide

Hannah shares her experience when meeting with business leaders from different generations and they asked, “why do Millennials seem want to advance in their careers quickly?”

She found this interesting, as she doesn’t think she or her peers exhibit these traits. For them, stability at work is more important, and that they are properly compensated for their work.

This disconnect is what got Hannah to start her research on generation divide, and how it affects perception in the workplace. What she has found is quite astonishing.

For one, the biggest visible divide is with technology. While Gen X and Baby Boomers see technology as something of a tool, Gen Z and younger Millennials grew up with technology as a part of their life. Nowadays, almost everyone has a smartphone, and there are more digital devices than human in the world. So it’s really interesting to find where exactly we started shifting from Analog to Digital in our lives.

Millennials and Gen Z on Job Stability

When asked about Millennials & Gen Z’rs and the statistics on how long they keep their jobs, Hannah has this to say:

“There are 5 key differences between Millennials and Gen Z. It’s important that HR people know these differences, so that they do not lose Gen Z applicants the same way they missed out on Millennials. On the other hand, you do not want to implement millennial policies that might make Gen Z feel irrelevant or out of place.” – Hannah Grady Williams

To find out what those 5 key differences are from Hannah, continue listening to this episode.


Hannah Williams’s story began in a blue pickup truck when her father handed 12-year-old Hannah the phone and asked her to close a deal on an investment property. After this unexpected introduction to the world of entrepreneurship,

She found herself thrust into a climate of innovation, challenge, and opportunity and she enrolled in college at age 14 and graduated with a degree in international business at age 18. Now, as a 23-year old Gen Z’r, she has consulted businesses from start-ups to Fortune 500 companies and is on a mission to help leaders leverage Gen Z talent as a competitive advantage and build #RadicalEmpathy in the workplace.

Connect with Hannah!



LinkedIn: in/Hannah-Williams-Experience-Consultant

Read Hannah’s Upcoming Books this August!

A Leader’s Guide to Unlocking Gen Z

Want more Live with Bottleneck? Visit our website or go to our YouTube channel for more Live with Bottleneck episodes!

Jaime Jay

About Jaime Jay

Meet Jaime Jay – a man who wears many hats, and wears them all admirably. He's a master connector, an entrepreneur extraordinaire, and a published author who knows how to get things done.

Before he found his way to the business world, Jaime served his country as a brave paratrooper in the U.S. Army. But that's just the beginning of his many accomplishments.

He's the founder of the renowned Bottleneck Distant Assistant Services firm, and his book "Quit Repeating Yourself" has become a must-read for entrepreneurs everywhere.

When he's not busy building his empire, you can find him on his beloved Harley Davidson, cruising through the countryside and taking in the invigorating effects of Uitwaaien – a Dutch practice that involves facing the wind to boost health and relieve stress.

He enjoys spending his free time outside building stuff with his wife, Nikita the dog and their two kittens (for now at least) Tommy and Tater.

He is ‘over-the-moon’ happily married to his wonderful wife Sara, his amazing daughter, Jessica, who is serving our country as a United States Army soldier. Jaime and Sara are the proud grand parents of two beautiful little girls.


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