Most people have stood up and spoken in front of a crowd at least once. But turning that into a career, or even a paycheck, is something most speakers never figure out.

I brought in Zach Nadler, Co-Founder and CEO of VaynerSpeakers, because he knows exactly how this industry works, and he held nothing back.

We got into what event planners actually look for, how to build a reel that opens doors, what your speaking fee should really be, and why LinkedIn might be the most underrated tool speakers are not using. If you want to get on stages and get paid to be there, this one is for you.

" You have to start small. You have to be willing. You also have to put the work in. Nobody's gonna come knocking at your door (with opportunities)." ~ Zach Nadler

In This Episode:

02:08 How Zach went from CAA to co-founding VaynerSpeakers

04:43 What makes a great speaker

12:48 The assets every speaker needs to get booked

14:56 Why event planners are now requesting full speech footage

23:55 How to set your speaking fee

26:00 How to negotiate without losing your value

27:00 Why value exchange matters more than money

36:32 How to book your first stages

42:02 Why LinkedIn is the most underrated tool for speakers

About Zach Nadler

Zach Nadler is the Co-Founder and CEO of VaynerSpeakers, which he launched in 2018 alongside Gary Vaynerchuk. Before that, he was a top sales agent at CAA, representing talent including Al Pacino, Malala Yousafzai, President Joe Biden, and Arnold Schwarzenegger. He also spent three years as Head of Programming for VeeCon, the first NFT-ticketed super conference. Over the course of his career, Zach has driven nearly $100M in sales and booked keynote speakers at close to 4,000 events.

Connect with Zach

IG: https://www.instagram.com/zachnadler/

His business: https://www.instagram.com/vaynerspeakers/

Website: https://vaynerspeakers.com/

Book a 1:1 with Zach: https://intro.co/ZachNadler

Where to find me:

IG: https://www.instagram.com/jen_gottlieb/

TikTok: https://www.tiktok.com/@jen_gottlieb

Facebook: https://www.facebook.com/Jenleahgottlieb

Website: https://jengottlieb.com/

My business: https://www.superconnectormedia.com/

YouTube: https://www.youtube.com/@jen_gottlieb

If writing a book has been on your someday list forever, this one's for you.

I brought in Chandler Bolt, CEO of selfpublishing.com and author of 7 bestselling books, because honestly, I had questions. I traditionally published my own book, and I still wasn't sure I made the right call. So we got into all of it, the real difference between self-publishing and traditional publishing, why the bestseller list obsession might be costing you more than you think, and how a book can become your best client-generating tool.

And I'll be honest, by the end of this conversation, I felt like I'd just paid for a private coaching session. Chandler has built an eight-figure business almost entirely off books, with zero social media until five months ago. So if you've ever thought about writing a book, or you have one and you're not squeezing everything out of it, you're going to want to stick around for this one.

"Give away all of your best stuff for free, and people will pay you to tell it to them again." ~ Chandler Bolt

In This Episode:

- Self-publishing vs traditional publishing

- How to have a successful book launch in 2026

- Why chasing bestseller lists is the wrong goal

- How to use a book to bring in clients

- How Chandler's team speaks at 100 events a year

- Deciding on audiobooks, hybrid publishing, and book stores

- How to work with Chandler and write your book

About Chandler Bolt

Chandler Bolt is a Forbes 30 Under 30 honoree, college dropout, and CEO of selfpublishing.com. He built the company into a $75M business and an INC 5000 company four years running, almost entirely off books and with zero social media presence until recently. He is the author of 7 bestselling books, including "Published," and his mission is to help 100,000 people publish a book by 2035.

Free Book Publishing Consultation: http://selfpublishing.com/jen

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

YouTube: https://www.youtube.com/@ChandlerBoltOfficial

Website: https://selfpublishing.com/

Where to find me:

IG: https://www.instagram.com/jen_gottlieb/

TikTok: https://www.tiktok.com/@jen_gottlieb

Facebook: https://www.facebook.com/Jenleahgottlieb

Website: https://jengottlieb.com/

My business: https://www.superconnectormedia.com/

YouTube: https://www.youtube.com/@jen_gottlieb

Are you using AI in your business, or are you still just asking ChatGPT to write your captions and then calling it a day?

I'll be completely honest with you. AI overwhelms me too! Every day, something new drops, and keeping up feels impossible. So I brought in my husband and business partner, Chris Winfield, who has gone fully all in on this, to break it all down for us.

Chris explains the difference between the AI tools you already know and AI agents, the kind that actually go out and execute tasks for you. We get into what it looks like to have your own AI employee handling the work that's been sitting on your to-do list for months, and why the people who move on this now will be way ahead.

"You just need the skills. The skills are transferable. It doesn't matter what the technology is or what the product is, even if it goes away or a better one comes along." ~ Chris Winfield

In This Episode:

- Why everyone in AI feels overwhelmed and why that's okay

- AI agents vs. AI chatbots and the difference that matters

- Real examples of what an AI agent can do for your business

- Why AI employees are changing the way small businesses operate

- How Chris compressed a 3-hour content workflow into 15 minutes

- What AI will look like in 5 years and how it will impact business

- How to get your own AI employee and get ahead right now

About Chris Winfield:

Chris Winfield is an entrepreneur, co-founder of Super Connector Media, and a contributor to Inc. and Entrepreneur Magazine. His work has been featured in the Wall Street Journal, the New York Times, Forbes, Fast Company, NBC's Today Show, USA Today, and over 200 other outlets. He has worked with clients from companies including Disney, Virgin, and Intuit, helping entrepreneurs build credibility, grow their media presence, and make the right connections.

Connect with Chris:

IG: https://www.instagram.com/chriswinfield/

LinkedIn: https://www.linkedin.com/in/chriswinfield/

Website: https://www.chriswinfield.com/

Where to find me:

IG: https://www.instagram.com/jen_gottlieb/

TikTok: https://www.tiktok.com/@jen_gottlieb

Facebook: https://www.facebook.com/Jenleahgottlieb

Website: https://jengottlieb.com/

My business: https://www.superconnectormedia.com/

YouTube: https://www.youtube.com/@jen_gottlieb