On The Rich Webster Show, you'll get an unfiltered look behind the scenes at how I'm running my businesses, the frameworks I use to build them, and how you can design your own business to work less and earn more. Along the way, you'll learn the strategies, tools, and frameworks to create a one-person business that meets both your profit and lifestyle goals. Topics I cover include: entrepreneurship, productivity, lifestyle design, social media, design, creativity, business
Listen to episodes
42 recent
September 10, 2026Episode 421 hr 0 min
biz update, book proposal, plateauing, ai-proof skills - rich diary 001
trying something new! new format - a business + life update from me. among other things, i discuss: latest updates on my business (consulting biz) what content stuff i'm up to book proposal i've been working on hitting plateaus in life and business building ai-proof skills if these resonate i'll keep doing them weekly. let me know what you think and if there's anything you'd like to hear me talk about. until next time. follow me: IG: @richwebz Substack: @richwebz work with me: richwebster.co/work email me: rich@richardmediacompany.com
April 27, 2026Episode 4153 min
All The Details About How To Charge More! + Q&A
📌How To Charge More Cohort 2 is OPEN for enrollment until Sunday, May 3rd at 11:59pm EST: https://htcm.cargo.site/ 📌 I’ve been getting a ton of questions in my email about How To Charge More. So I decided to do something about it… I recorded a special podcast episode just for you! If you’re curious about what we’re going to be doing when we kick off the cohort on Monday, just check it out. In this episode, I cover: - Everything you need to know about How To Charge More Cohort 2, including who the program is for, what it includes, and what you can expect. - The program structure and key dates, plus all about the pricing and payment options. - A week-by-week breakdown of everything you’ll learn in the program. - All the insane bonuses we have for you this cohort. - The biggest FAQs I’ve received about How To Charge More. https://htcm.cargo.site/ How To Charge More In 4 weeks, you’ll install our complete pricing system that transforms how you charge, sell, and position your expertise - so you stop leaving money on the table and start getting paid what your work is actually worth. Social Links: Instagram: https://instagram.com/richwebz Substack: https://richwebz.substack.com/ Podcast: https://therichwebstershow.transistor.fm YouTube: @richwebz
April 2, 2026Episode 4055 min
how to sell creativity (for a lot of money)
🤝 Work with Rich: https://richwebster.co/work 💸 How To Charge More Cohort 2 Waitlist (April): https://read.richwebster.co/htcm-c2-waitlist/ -- 📬 Work Less Wednesday (FREE NEWSLETTER) My weekly email. What I’m learning, doing, and thinking about. 30k+ readers. http://read.richwebster.co/wlw 📰 inner entrepreneur (SUBSTACK) Insights on life/business from: $5m selling design + consulting, 400k followers online & 14 years of recovery from addiction. https://richwebz.substack.com/ 🤝 Creative Partnership (1:1) I work closely with high-level creative entrepreneurs + consultants to hit their first (or next) million in revenue. https://richwebster.notion.site/creativepartnership 💸How To Charge More (COHORT 2 - APRIL) Live cohort for entrepreneurs who want to scale their business by charging higher prices. https://read.richwebster.co/htcm-c2-waitlist/ Social Links: Instagram: https://instagram.com/richwebz Substack: https://richwebz.substack.com/ Podcast: https://therichwebstershow.transistor.fm YouTube: @richwebz
February 27, 2026Episode 3951 min
How creative entrepreneurs close $100k+ clients (secret)
🤝 Work with Rich: https://richwebster.co/work 💸 How To Charge More Cohort 2 Waitlist (April): https://read.richwebster.co/htcm-c2-waitlist/ -- 📬 Work Less Wednesday (FREE NEWSLETTER) My weekly email. What I’m learning, doing, and thinking about. 30k+ readers. http://read.richwebster.co/wlw 📰 inner entrepreneur (SUBSTACK) Insights on life/business from: $5m selling design + consulting, 400k followers online & 14 years of recovery from addiction. https://richwebz.substack.com/ 🤝 Creative Partnership (1:1) I work closely with high-level creative entrepreneurs + consultants to hit their first (or next) million in revenue. https://richwebster.notion.site/creativepartnership 💸How To Charge More (COHORT 2 - APRIL) Live cohort for entrepreneurs who want to scale their business by charging higher prices. https://read.richwebster.co/htcm-c2-waitlist/ Social Links: Instagram: https://www.instagram.com/richwebz Substack: https://richwebz.substack.com/ Podcast: https://therichwebstershow.transistor.fm/ YouTube: @richwebz
January 5, 2026Episode 3823 min
How to find clients who pay more money.
🤝 Work with Rich: https://richwebster.co/work 💸 How To Charge More Cohort 2 Waitlist (April): https://read.richwebster.co/htcm-c2-waitlist/ -- Mentioned in video: The 6 Pillars of Self-Esteem by Nathaniel Branden The Ultimate Coach by Amy Hardison and Alan D. Thompson Why You're Stuck (Article): https://richwebz.substack.com/p/why-y... -- 📬 Work Less Wednesday (FREE NEWSLETTER) My weekly email. What I’m learning, doing, and thinking about. 30k+ readers. http://read.richwebster.co/wlw 📰 inner entrepreneur (SUBSTACK) Insights on life/business from: $5m selling design + consulting, 400k followers online & 14 years of recovery from addiction. https://richwebz.substack.com/ 🤝 Creative Partnership (1:1) I work closely with high-level creative entrepreneurs + consultants to hit their first (or next) million in revenue. https://richwebster.notion.site/creativepartnership 💸How To Charge More (COHORT 2 - APRIL) Live cohort for entrepreneurs who want to scale their business by charging higher prices. https://read.richwebster.co/htcm-c2-waitlist/ Social Links: Instagram: @richwebz Substack: https://richwebz.substack.com/ Podcast: https://therichwebstershow.transistor... YouTube: @richwebz -- 00:00 the #1 problem in your business 03:30 i. better clients start with you 06:13 ii. beliefs become your biz 10:14 iii. it starts with self-esteem 13:54 iv. a tool: being your word 18:20 v. time to believe in yourself 20:59 how to find better clients
September 22, 2025Episode 3730 min
I am shutting down How To Work Less (Q4 2025 update)
🤝 Work with Rich: https://richwebster.co/work 💸 How To Charge More Cohort 2 Waitlist (April): https://read.richwebster.co/htcm-c2-waitlist/ -------- On October 1st, I'm shutting down the thing I'm arguably most known for: How To Work Less. Why? You'll have to watch. 00:00 Intro 00:55 Shutting down HTWL (Update 1) 06:05 Starting a Substack (Update 2) 10:21 Staying close to the work 13:30 Alignment 17:30 Mission and Business 19:35 Ideal day 22:10 From leverage to scale 28:10 Final plug For HTWL --- 📬 Work Less Wednesday (FREE NEWSLETTER) My weekly email. What I’m learning, doing, and thinking about. 30k+ readers. http://read.richwebster.co/wlw 📰 inner entrepreneur (SUBSTACK) Insights on life/business from: $5m selling design + consulting, 400k followers online & 14 years of recovery from addiction. https://richwebz.substack.com/ 🤝 Creative Partnership (1:1) I work closely with high-level creative entrepreneurs + consultants to hit their first (or next) million in revenue. https://richwebster.notion.site/creativepartnership 💸How To Charge More (COHORT 2 - APRIL) Live cohort for entrepreneurs who want to scale their business by charging higher prices. https://read.richwebster.co/htcm-c2-waitlist/ Social Links: Twitter: https://www.twitter.com/richwebz Instagram: https://www.instagram.com/richwebz YouTube: @richwebz
September 8, 2025Episode 3637 min
How To Charge More (Without Working Harder)
🤝 Work with Rich: https://richwebster.co/work 💸 How To Charge More Cohort 2 Waitlist (April): https://read.richwebster.co/htcm-c2-waitlist/ In the last two weeks my clients... - Closed two $96k deals (podcast production) - Closed a $25k/month retainer (graphic design) - Closed a $25k/month retainer (marketing for blue collar biz) - Closed a $53k project (web development) They’re not doing anything crazy. I know all of these folks well. They’re not magic. 1. They are not doing MORE WORK. 2. The deliverables are LESS than you would expect. Don’t get me wrong, they’re REALLY good at what they do. But that’s table stakes. There’s plenty of experts stuck not making any money. This video is for entrepreneurs who are making 6-figures, but can’t figure out how to make more money. In it I explain how to you take your skills and package them in a way that creates the most value in the marketplace. So you can charge more, without working harder. 00:00 - Introduction 03:22 - Deliverables → Ideas → Outcomes 12:56 - Success is not suffering 17:17 - Expert/Order Taker 19:28 - Mastering Sales/Positioning 30:34 - Better clients 34:30 - Final tips 📬 Work Less Wednesday (FREE NEWSLETTER) My weekly email. What I’m learning, doing, and thinking about. 30k+ readers. http://read.richwebster.co/wlw 📰 inner entrepreneur (SUBSTACK) Insights on life/business from: $5m selling design + consulting, 400k followers online & 14 years of recovery from addiction. https://richwebz.substack.com/ 🤝 Creative Partnership (1:1) I work closely with high-level creative entrepreneurs + consultants to hit their first (or next) million in revenue. https://richwebster.notion.site/creativepartnership 💸How To Charge More (COHORT 2 - APRIL) Live cohort for entrepreneurs who want to scale their business by charging higher prices. https://read.richwebster.co/htcm-c2-waitlist/ Social Links: Twitter: https://www.twitter.com/richwebz Instagram: https://www.instagram.com/richwebz/ YouTube: https://www.youtube.com/@richwebz
August 6, 2025Episode 3559 min
10 Lessons From My Retreat For 6 Figure Solopreneurs
🤝 Work with Rich: https://richwebster.co/work 💸 How To Charge More Cohort 2 Waitlist (April): https://read.richwebster.co/htcm-c2-waitlist/ --- On August 1 & 2, I hosted a virtual retreat for my clients, all 6-7 figure creative entrepreneurs. No one paid less than $12k to be in the room. The good news? I’m going to give you the secrets for free. The theme of the event was Internal ←→ External. How to create external changes through internal work. I spoke myself and I invited a handful of speakers, including: - Steven Lawson, founder of Monk Manual (https://monkmanual.com/) - Jamie Brindle, influencer (500k followers) + agency owner (https://www.instagram.com/thejamiebrindle/) - Patrick McAndrew, entrepreneur + inner game expert (https://www.patrickmcandrew.co/) - Julien Wagemann, inner work guide for entrepreneurs (https://www.entrepreneurillumination.com/) I break down the 10 lessons my high-performing clients paid thousands to learn - and you're getting them for free. We explore the four fundamental problems entrepreneurs face, how to distinguish between maintenance and growth tasks, and why managing your inputs is crucial for quality outputs. I reveal why productivity systems eventually fail us, how to stop chasing happiness like a game of fetch, and the transformative shift from "having" goals to "being" goals. You'll learn why doing what works (and doubling down on it) is the simplest path to success, how entrepreneurship is actually accelerated self-development, and techniques to train your internal compass for better decision-making. Finally, we dive deep into healing the wounds that secretly sabotage your business success. --- 📬 Work Less Wednesday (FREE NEWSLETTER) My weekly email. What I’m learning, doing, and thinking about. 30k+ readers. http://read.richwebster.co/wlw 📰 inner entrepreneur (SUBSTACK) Insights on life/business from: $5m selling design + consulting, 400k followers online & 14 years of recovery from addiction. https://richwebz.substack.com/ 🤝 Creative Partnership (1:1) I work closely with high-level creative entrepreneurs + consultants to hit their first (or next) million in revenue. https://richwebster.notion.site/creativepartnership 💸How To Charge More (COHORT 2 - APRIL) Live cohort for entrepreneurs who want to scale their business by charging higher prices. https://read.richwebster.co/htcm-c2-waitlist/ Social Links: Twitter: https://www.twitter.com/richwebz Instagram: https://www.instagram.com/richwebz/ YouTube: https://www.youtube.com/@richwebz
July 9, 2025Episode 341 hr 2 min
"Work-Life Balance" Is Killing Your Business - Live @ Creative Sovereignty Event (Part 1)
🤝 Work with Rich: https://richwebster.co/work 💸 How To Charge More Cohort 2 Waitlist (April): https://read.richwebster.co/htcm-c2-waitlist/ --- On May 18th, my good friend Zander Howard-Scott invited me to speak to a group of entrepreneurs at his Creative Sovereignty event in Montreal. Today, I’m excited to share the replay of one of two talks I gave at the event. In this talk, I cover: How “Work-Life Integration” leveled up my business (and life) Exactly how my $500k/year design business worked Why I kept my recovery journey a secret for 14 years The 4 things I needed to do to integrate my life and business The difference between using 0% and 1% of your brain The 3 tools I use to maintain awareness in my business The whole event was incredible and I hope you enjoy the talk as much as I enjoyed giving it. Some context about the event & my buddy Zander: Zander (@zander_hs) is a pro musician and entrepreneur. His company, Creative Sovereignty, helps artists and creative professionals understand the value of their work and act accordingly. He also hosts a free Zoom call for artists and creative pros every Thursday at 12 pm EST inside his Skool community: 👉 https://www.skool.com/creativesoverei... I’ll be sharing my second talk, “The Success Thermostat,” in the coming weeks. -- 📬 Work Less Wednesday (FREE NEWSLETTER) My weekly email. What I’m learning, doing, and thinking about. 30k+ readers. http://read.richwebster.co/wlw 📰 inner entrepreneur (SUBSTACK) Insights on life/business from: $5m selling design + consulting, 400k followers online & 14 years of recovery from addiction. https://richwebz.substack.com/ 🤝 Creative Partnership (1:1) I work closely with high-level creative entrepreneurs + consultants to hit their first (or next) million in revenue. https://richwebster.notion.site/creativepartnership 💸How To Charge More (COHORT 2 - APRIL) Live cohort for entrepreneurs who want to scale their business by charging higher prices. https://read.richwebster.co/htcm-c2-waitlist/ Social Links: Twitter: https://www.twitter.com/richwebz Instagram: https://www.instagram.com/richwebz/ YouTube: https://www.youtube.com/@richwebz
June 18, 2025Episode 3342 min
Two Paths To $500k As A Solopreneur
🤝 Work with Rich: https://richwebster.co/work 💸 How To Charge More Cohort 2 Waitlist (April): https://read.richwebster.co/htcm-c2-waitlist/ Most solopreneurs hit a wall around $100K. In this Episode, I’ll explain why. I will walk you through the two business models every solopreneur eventually has to pick between: 1. Expert Business: Scale with PRICE (high-value, deep expertise) 2. Marketing Business: Scale with SYSTEMS (zero fulfillment, all marketing) Here’s what I cover: What they each are Exactly how each makes money What skills you would need to implement them How you get clients with each model What real life examples of these businesses look like You’ll learn: The hidden bottleneck keeping you stuck at $100K The difference between scaling with price vs scaling with systems The real reason you're exhausted (hint: you're running a job, not a business) The dangerous trap of “generalist energy” How to make your business feel lighter instead of heavier The model that took me to $500K+ with zero team If you're a freelancer, consultant, or creator trying to break past six figures without building a massive business, this one’s for you. 📬 Work Less Wednesday (FREE NEWSLETTER) My weekly email. What I’m learning, doing, and thinking about. 30k+ readers. http://read.richwebster.co/wlw 📰 inner entrepreneur (SUBSTACK) Insights on life/business from: $5m selling design + consulting, 400k followers online & 14 years of recovery from addiction. https://richwebz.substack.com/ 🤝 Creative Partnership (1:1) I work closely with high-level creative entrepreneurs + consultants to hit their first (or next) million in revenue. https://richwebster.notion.site/creativepartnership 💸How To Charge More (COHORT 2 - APRIL) Live cohort for entrepreneurs who want to scale their business by charging higher prices. https://read.richwebster.co/htcm-c2-waitlist/ Social Links: Twitter: https://www.twitter.com/richwebz Instagram: https://www.instagram.com/richwebz/ YouTube: https://www.youtube.com/@richwebz
Is this your show?
Claim this listing to keep it up to date, reach guests who want to pitch you, and manage bookings with Guestify.
