HAPPENING OCT 28 – 30, 2019


Plus “Closed Door” Insights and The Copywriting Legends All Star Rock Jam

Watch This Video First




Speakers to be announced shortly. The 2018 theme was Connections and Relationships. Each Speaker shared their unique process to approaching short copy – copy lessons they’ve never shared before in public. That means this is not a line of “keynotes” talking at you. These are the top revenue producers in the industry sharing the deep and actionable insider tactics that produce the most dramatic conversion spikes for their current offers.


Founder of SuperfastBusiness community and podcast, author of "Work Less, Make More." James has been a respected leader in the world of online marketing for nearly a decade as the host of his super successful business community SuperfastBusiness. He is the best there is at helping you maximize your revenue while doing less and creating greater impact.


America's Top Writing Coach is back! One of the most sought-after writing teachers on the planet, and a world-class raconteur, Roy Peter Clark has published over 18 books, including New York Times best-selling book, "Writing Tools". Journalism students from around the world travel to St. Petersburg to learn from Roy at Poynter Institute where he is senior scholar.


We'll continue adding new speakers and updating the site as they are announced. Check back soon!


Freelancers Only Day

A safe room to learn and discuss the realities of working as a freelancer, and our latest and best insights for how to have the career you want. Between the Real Free Life freelancer coaching program, my “Supergroup” of high-level freelance copywriters, placing writers with clients through the Copy Chief Agency, and private consulting with several of the world’s highest producing publishing agencies… I can humbly say me and my team understand the world of freelance copywriting better than anyone else. You’ll get the condensed teaching and most impactful insights from the entire year of in the trenches knowledge we’ve gained this year. You’ll also hear directly from some of the companies with the greatest hunger and deepest pockets eager to meet and work with you (and then we will kick them right back out of the room and talk about them). If you’re a freelancer, or plan to make a living as a copywriter, then you cannot miss Day 3. Breakfast included, and we’ll start comfortably late so you have time to recover from the X-Factor Party on Wednesday night.

Join the waitlist for the next Copy Chief Live

Only Day

This is a “No Pitch” event.

Our speakers are here to share and teach you,
not pitch offers from stage.


Hey there! No rambling resume here. I’m really about three things… copywriting, comedy and connections.

As a copywriter, I’ve written or chiefed over 100 campaigns, generating over $100 million in product sales for my clients.

I gave that up to become a coach to freelance copywriters and business owners inside my awesome community, Copy Chief.

As a comic, I spent a decade traveling the U.S. playing clubs (and loud bars, hotel lounges, even a tennis match once) as a stand-up comic. In January I returned to the comedy stage after my friend Billy Gardell (Mike & Molly) challenged me to open his show at the Mahaffey Theater in front of 2,000 people.

Now I pursue both copywriting and comedy with equal passion. They’re not so far apart, really.

I’m also passionate about connecting good people who do great work. So I founded the Copy Chief Agency to better connect high quality copywriters with high value clients and set them up to produce high earning campaigns together.

The X-Factor After Party
featuring The Legends All Star Rock Jam

There’s no other event party like it. A celebration of the “other talents” top copywriters and marketers bring to their game. Last year we had copywriters performing stand-up comedy (Ian Stanley, Dean Edelson, Kevin Rogers). Then the Copy Legends All Star Jam Band cranked the amps and the energy with live sets from Jeremey Hunsicker, Angie Colee, Parris Lampropoulos, Husband/wife musicians Addison Rice and Jahnavi Newsom, A smokin’ set of blues from John Carlton and the big jam finale with Kevin, Parris and David Deutsch backing up John Carlton on “Satisfaction”. This was the wildest event afterparty of all time. This year we’re getting the band back together, in a bigger room, with more guests and surprise performances. Seriously, the party alone is worth the trip, and several of the speakers from last year are returning to be here. You’ll be talking about this night for a loooong time.



What qualifies you is not how long you’ve been writing copy, but rather your passion and dedication to the craft. If you feel it is your calling to become a great copywriter, then you’re qualified. If you’ve been at this for years and are ready to take your writing and your business to the next level, this is definitely for you.


If you write your own copy, you will leave Copy Chief Live with the most actionable tactics imaginable. I’m working with each expert speaker to not only teach you what they do, but to show you how it looks when done right. And, if you’re looking to partner with the best copywriters in the business to take these “closed door” tactics and infuse them into your current campaigns, then you’ll be in the only place on earth to find them this year.


The information and connections you make at this event will help you get the ultimate clarity on the exact types of offers you should be creating for your audience. How to grow that audience, in both size and loyalty, and allow you to mix with the best writers, marketers and even tech pros producing the highest revenue sales funnels in the industry right now.


I’m determined to create connections that lead to
massive wins in your business.

This year even more companies are coming to meet copywriters. So, we’re going to coach this years copywriter attendees on how to show up to these meetings and win the gigs. You could have the biggest names chasing after YOU.

Last year, 15 attendees walked away with copywriting contracts. This year, I promise you will leave here having new connections and relationships (which can lead to great work), with some new friends, and of course, have more fun than you ever thought possible at a “copywriting conference.”

Business Owners: Come meet your next great copywriter

Freelancers: Come meet your
best new clients

What Attendees Say

Here’s what last year’s attendees had to say about the event…

I’ve been to A LOT of event… As a freelance copywriter for nearly 20 years, when I heard about Copy Chief Live, I knew I had to be here because Kevin Rogers brought together the best people. If you get a chance to attend, don’t miss it.

Kim Schwalm, A-List Copywriter

I haven’t had this much fun since college. Kevin Rogers created an space where you could fire up your entire creative being and make connections in new and different ways. I learned a lot from teaching as a speaker, but also as an artist and copywriter.

Marcella Allison, A-List Copywriter

I had an absolute blast at Copy Chief Live. I got to shake hands and talk with the biggest names in the industry – Clayton Makepeace, John Carlton, Parris Lampropoulos, and David Deutsch – and learn from them.

Matt Mason, Copywriter at Agora Financial

I came because it was an opportunity to meet amazing direct response copywriters of all levels and writers who’ve influenced the lives of millions of people.

Addison Rice, Copywriter

I flew all the way from Australia to meet other business owners who want copywriters like me… so if you’re a copywriter and you’re not at this event, what are you waiting for?

Dan Ludgater, Copywriter

Just blown away. There was Lorrie Morgan (an amazing copywriter) right next to me… Dean Jackson right behind me… and I was like, “Okay, this is already crazy.”

Brian McCarthy, Copywriter

We’re rockin’ it at the
Hilton St. Petersburg Bayfront Hotel.
It’s in the heart of the waterfront district right here in sunny St. Petersburg, Florida.

One of the coolest things about this event is the location. If you’ve never been to St. Petersburg, you’re in for a treat.

The hotel is in a primo spot, close to the harbor and a block from restaurants, hip bars, and a Publix grocery store.

You’re also in strolling distance to The Dali Museum, Mahaffey Theater and Al Lang Stadium… and only 15 minutes drive from St. Pete Beach – voted one the world’s best.

All the best “hang time” outside of the ballroom is going down inside the hotel restaurant and lobby. So plan to stay at the Hilton while you’re here. Reserve quickly to take advantage of the discounted room block. You can also extend your stay at the same great rate by request. So plan to hang out a few days. Just don’t wait, the rooms are filling fast.



Plus “Closed Door” Insights and The Copywriting Legends All Star Rock Jam

OCT 28-30, 2019 ST. PETERSBURG, FL



What's included in the ticket price?

Here's what you're getting when you grab your ticket:

  • Access to all speaker sessions.
  • Refreshments on both Copy Chief Live days.
  • High-level hangouts with top copywriters, marketers, business owners, and big publishers looking for talent.
What's a typical day at Copy Chief Live look like?

The schedule may change every year, but you can expect to check in early in the morning (around 8AM) before settling down at your seats for the conference to begin. Depending on how many speakers attend this event, we'll schedule regular breaks between talks so you can get up, meet other people, and take bathroom breaks.

In the afternoon, we'll break for lunch before coming back, and by the end of the day (around 4 - 5PM), we'll break to prep for evening events where copywriters and business owners get to know each other (meet ups).

This year, we're holding another special Copywriters All Star Rock Jam, so if you've purchased your ticket, you can join us for a special night together. More details to follow...

We'll share an agenda of what to expect as the event gets closer to the date, so you know what to expect.

Can I bring my spouse, or business partner?

Due to capacity limitations, all Copy Chief Live attendees have to register. Everyone wanting to attend has to buy their own ticket.

Is there a bonus day 3?

Yes, a bonus Day 3 has been added this year. This is for freelancers only - it's a safe place to learn and discuss the realities of working as a freelancer. We'll feature several members and Pro Freelancers to share our latest and best insights for how to have the career you want.

If you'd like to join, you can add this day to your order for $199 and extend your discounted room rate by 1 day. Expect to spend the day together - so be sure to plan a later flight time if you're planning to stay for Day 3 Freelancers Only.

Can I buy a ticket to just one of the event days?

Single day tickets are not available. Plan to be here both days of the conference so you don’t miss anything. Day 3 for Freelancers Only is not available as a standalone ticket.

Do you have a ticket payment plan?

We don't offer payment plans for live events. The only way to attend is by purchasing your ticket in full.

Are meals provided?

In order to keep ticket prices reasonable, meals are not provided. There are tons of great and affordable restaurants in walking distance of the event hotel.

What is the refund policy?

Due to the limited ticket availability, there is no refund on ticket purchases.

What does "Zero Pitch Event" mean?

Most "marketing" events turn into a "pitch fest".
At Copy Chief Live, there's NO pitching from the speakers.

You're getting all the insider secrets of the richest, most successful copywriters and marketers. Tactics and secrets you can put to work right away in your business to get results.

Every single speaker is someone I've either worked with, learned from, or mentored under... and I can tell you right now, their stuff works because I use it in my own business every day.

Which airport should I fly into?

You'll receive a detailed list of travel information in your Welcome package once you’ve purchased your tickets.

Where can I get more questions answered?

We're happy to help you - support[at]