Why You’re Stuck at the Same Income Level (The Success Thermostat)
We all have an 'inner thermostat' for the amount of money we feel that we “should” earn.- When we make less than that number, we scramble to earn more. - When we make more than that number, we self sabotage or take our foot off the gas.Many entrepreneurs get “stuck” at a certain income level for years as a result. After working with hundreds of entrepreneurs, I can confirm: It's an EXTREMELY common problem.So in this podcast, I reveal:Why entrepreneurs get stuck at the exact same income level for yearsWhy using fear as motivation leads to burnout (and what to do instead)Why your income ceiling isn't a business problem - it's an IDENTITY problemWhy your biggest fear isn't failure - it's actually success7 frameworks you can use to reset your internal "success thermostat"When you’re ready, here are 4 ways I can help you:🛠️ 6-Figure Solopreneur Systems (FREE COURSE)Steal the exact systems I use to run TWO multi-six-figure solo businesses in under 20 hours a week.https://startbuildingsystems.com/📬 Work Less Wednesday (NEWSLETTER)My weekly email. What I’m learning, doing, and thinking about. 30k readers.https://www.worklesswednesday.com🏖 How To Work Less (PAID COURSE)From 2012-2023, I built a design agency that made me $500k/year, working 10 hours a week. HTWL teaches you how to do it. (350+ past students. 5 stars)https://www.learn.howtoworkless.com🧪 Work Closely With Me (MENTORSHIP)I advise and mentor 6-7 figure Creative Solopreneurs. If you want to work closely with me (i.e. we speak 1-2 times a week), watch this video, then let's talk:https://learn.howtoworkless.com/lab/Instagram: https://instagram.com/richwebzYouTube: https://www.youtube.com/@richwebzThreads: https://threads.net/richwebzTwitter: https://twitter.com/richwebz
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38:59
$4 Million & Nothing To Show For It (How To Build Wealth As A Solopreneur)
I should be rich by now.That's a joke. But also kind of not.When I shut down my agency in 2023, I did a final breakdown of the business' finances. $4m+ earned over a decade. And nothing to show for it.This episode breaks down my story, what I learned, what I'm doing to build wealth now, and the 6 steps you can follow to build real wealth as a solopreneur. When you’re ready, here are 4 ways I can help you:🛠️ 6-Figure Solopreneur Systems (FREE COURSE)Steal the exact systems I use to run TWO multi-six-figure solo businesses in under 20 hours a week.https://startbuildingsystems.com/📬 Work Less Wednesday (NEWSLETTER)My weekly email. What I’m learning, doing, and thinking about. 30k readers.https://www.worklesswednesday.com🏖 How To Work Less (PAID COURSE)From 2012-2023, I built a design agency that made me $500k/year, working 10 hours a week. HTWL teaches you how to do it. (350+ past students. 5 stars)https://www.learn.howtoworkless.com🧪 Work Closely With Me (MENTORSHIP)I advise and mentor 6-7 figure Creative Solopreneurs. If you want to work closely with me (i.e. we speak 1-2 times a week), watch this video, then let's talk:https://learn.howtoworkless.com/lab/Instagram: https://instagram.com/richwebzYouTube: https://www.youtube.com/@richwebzThreads: https://threads.net/richwebzTwitter: https://twitter.com/richwebz
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41:58
38 Lessons From My Mastermind For 6 Figure Solopreneurs (March 2025)
These are the 38 lessons that my mentorship clients learned in March 2025. If you want to be one of them, check out the 4th link below.When you’re ready, here are 4 ways I can help you:🛠️ 6-Figure Solopreneur Systems (FREE COURSE)Steal the exact systems I use to run TWO multi-six-figure solo businesses in under 20 hours a week.https://startbuildingsystems.com/📬 Work Less Wednesday (NEWSLETTER)My weekly email. What I’m learning, doing, and thinking about. 30k readers.https://www.worklesswednesday.com🏖 How To Work Less (PAID COURSE)From 2012-2023, I built a design agency that made me $500k/year, working 10 hours a week. HTWL teaches you how to do it. (350+ past students. 5 stars)https://www.learn.howtoworkless.com🧪 Work Closely With Me (MENTORSHIP)I advise and mentor 6-7 figure Creative Solopreneurs. If you want to work closely with me (i.e. we speak 1-2 times a week), watch this video, then let's talk:https://learn.howtoworkless.com/lab/Instagram: https://instagram.com/richwebzYouTube: https://www.youtube.com/@richwebzThreads: https://threads.net/richwebzTwitter: https://twitter.com/richwebz
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1:25:34
10 Shifts To Go From $100k To $500k As A Solopreneur
A few weeks ago my client Seth asked me a great question: "What are the core principles I need to know to go $100k to $500k/yr?" This 60 minute podcast is my response.When you’re ready, here are 3 ways I can help you:📬 Work Less Wednesday (FREE)My weekly email. What I’m learning, doing, and thinking about. 30k readers.https://www.worklesswednesday.com🏖 How To Work LessFrom 2012-2023, I built a design agency that made me $500k/year, working 10 hours a week. HTWL teaches you how to do it. (350+ past students. 5 stars)https://www.learn.howtoworkless.com🧪 Work Closely With MeI advise and mentor 6-7 figure Creative Solopreneurs. If you want to work closely with me (i.e. we speak 1-2 times a week), watch this video, then let's talk:https://learn.howtoworkless.com/lab/Instagram: https://instagram.com/richwebzYouTube: https://www.youtube.com/@richwebzThreads: https://threads.net/richwebzTwitter: https://twitter.com/richwebz
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59:56
Q&A: Outcomes Over Deliverables, Charging Your Worth, Saying No, Ignoring AI
Last month I spoke at an event called "Life's Work" in La Jolla, California, organized by my good friend Blake La Grange. In the Q&A conversation, moderated by Patrick McAndrew, we discussed:- Selling outcomes instead of deliverables- Why you shouldn't "charge what you're worth"- The "Line In The Sand" test for picking clients- Why everyone's a gangster until they have to turn down $10k- Good pain vs. bad pain in business- How to use my "Agent Rule" to charge more money- Why full price or free is still the best policy- Why I didn't touch AI until 2025When you’re ready, here are 3 ways I can help you:📬 Work Less Wednesday (FREE)My weekly email. What I’m learning, doing, and thinking about. 30k readers.https://www.worklesswednesday.com🏖 How To Work Less From 2012-2023, I built a design agency that made me $500k/year, working 10 hours a week. HTWL teaches you how to do it. (350+ past students. 5 stars)https://www.learn.howtoworkless.com🧪 Work Closely With Me I advise and mentor 6-7 figure Creative Solopreneurs. If you want to work closely with me (i.e. we speak 1-2 times a week), watch this video, then let's talk:https://learn.howtoworkless.com/lab/Instagram: https://instagram.com/richwebzYouTube: https://www.youtube.com/@richwebzThreads: https://threads.net/richwebzTwitter: https://twitter.com/richwebz
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