My Advice for Creators & Entrepreneurs in 2025 (Q&A) | 066
The Nathan Barry Show
Intro
This chapter explores the rising trend of celebrities creating their own email newsletters, examining the motivations and challenges involved. It also invites listener engagement by addressing questions about content creation and monetization strategies.
Today I'm joined by Haley from the Kit team for a Q&A where we answer your questions about building a creator business that lasts.
We explore everything from why major celebrities are suddenly launching newsletters to the practical choices creators face - like when to stay solo versus build a team, or whether to focus on high-ticket or low-ticket offers.
Plus, we share real examples from both sides of these decisions.
You'll learn how to make strategic choices that fit your goals, build sustainable systems that scale, and maintain balance while growing your business.
Timestamps:
00:00 - Introduction
02:02 - The Truth About Working with Matthew McConaughey
05:07 - Why Everyone is Launching a Newsletter (And Should You?)
12:13 - Which Celebrities Should Start a Newsletter?
15:46 - How Do You Balance Creativity With Execution?
19:42 - Should Entrepreneurs Build a Personal Brand?
30:59 - How Do Successful Creators Prioritize Self-Care?
37:27 - High-Ticket vs. Low-Ticket Offers: Which Makes More Money?
42:31 - How Far Can You Grow as a Solo Entrepreneur?
49:00 - Are You a Creator, a Coder, or a CEO?
53:34 - Should You Focus More on Product Creation or Marketing?
57:24 - How to Stay Productive Without Burning Out
01:01:12 - How Does Nathan Get More Done Than Most People?
01:05:00 - Closing Thoughts
If you enjoyed this episode, please like and subscribe, share it with your friends, and leave us a review. We read every single one.
Learn more about The Nathan Barry Show: https://nathanbarry.com/show
Follow Nathan:
Instagram: https://www.instagram.com/nathanbarry
LinkedIn: https://www.linkedin.com/in/nathanbarry
X: https://twitter.com/nathanbarry
YouTube: https://www.youtube.com/@thenathanbarryshow
Website: https://nathanbarry.com
Follow Haley:
Instagram: https://www.instagram.com/haleyjani
LinkedIn: https://www.linkedin.com/in/haley-janicek
X: https://twitter.com/haleyjanicek
Featured in this episode:
Kit: https://kit.com
Brian Feroldi: https://www.brianferoldi.com/
Matthew McConaughey’s Newsletter: https://lyricsoflivin.com/
Hasan Minhaj: https://www.hasanminhaj.com/
Morgan Freeman: https://www.instagram.com/morganfreeman/
Lil Jon’s Newsletter: https://liljon.kit.com/newsletter/
Tom Brady’s YouTube: https://www.youtube.com/@tombrady/
Tom Brady’s Newsletter: https://tombrady.com/
Cristiano Ronaldo’s YouTube: https://www.youtube.com/@cristiano/
The Armchair Expert: https://armchairexpertpod.com/
Damian Lillard: https://www.instagram.com/damianlillard/
Jo Franco: https://www.instagram.com/jo_franco/
Caitlin Clark: https://www.instagram.com/caitlinclark22/
Travis Kelce: https://www.instagram.com/killatrav/
Jason Kelce: https://www.instagram.com/jason.kelce/
Kylie Kelce: https://www.instagram.com/kykelce/
Dermot Kennedy: https://www.dermotkennedy.com/
Codie Sanchez: https://codiesanchez.com/
Justin Welsh: https://www.linkedin.com/in/justinwelsh/
Danny Iny: https://www.linkedin.com/in/dannyiny/
Jed Eglington Episode: https://nathanbarry.com/60/
Sahil Bloom: https://www.sahilbloom.com/
James Clear: https://jamesclear.com/
Paperboy: https://www.paperboystudios.co/
Derek Sivers: https://sive.rs/
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