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The Rich Webster Show

by Rich Webster

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

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Episodes

  1. how to reprogram your money beliefs - rich diary 006

    week 6!!!!! another business + life update from me. among other things, I discuss: - book project update - what I'm reading - dealing with things not going to plan - disempowering money beliefs - why you need to stop rushing links to stuff I discussed: -...

  2. this mindset will make you rich - rich diary 005

    week 5 - another business + life update from me. among other things, I discuss: - book project update - new clients - what i'm reading - what i'm eating (lol) - the best entrepreneurs close loops fast - why you need to have a POV links to stuff I discussed: -...

  3. the week that changed my life - rich diary 004

    week 4 - another business + life update from me. among other things, I discuss: - latest updates on book proposal - 2 year anniversary of hurricane helene (story) - i'm seeing 3 shows this week - why the founder is the constraint - thoughts on ai assistants - how to integrate ai into your biz...

  4. how i deal with people STEALING my work - rich diary 003

    week 3 baby - another business + life update from me. among other things, I discuss: - latest update on my book proposal - soft launching a new offer - what i'm up to this week - how to deal with people copying you - how to build self-trust links to stuff I discussed:...

  5. my lessons from $50k+ of mentorship - rich diary 002

    we are back with week 2 - another business + life update from me. among other things, I discuss: - book proposal update - what i'm reading - how to find great mentors - the roi from spending multiple 5 figures on mentorship - struggles with phone addiction and attention links to stuff i…

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  6. 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...

  7. 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...

  8. 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 📰...

  9. 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 📰...

  10. 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…

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  11. 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...

  12. 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...

  13. 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…

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  14. "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…

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  15. 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...

  16. Why High Prices CREATE More Value (Art World Proof)

    🤝 Work with Rich: https://richwebster.co/work 💸 How To Charge More Cohort 2 Waitlist (April): https://read.richwebster.co/htcm-c2-waitlist/ What does a dead shark in a glass tank have to teach you about pricing, branding, and human behavior? A lot, actually. In this episode, I break down seven...

  17. Why You’re Stuck at the Same Income Level (The Success Thermostat)

    🤝 Work with Rich: https://richwebster.co/work 💸 How To Charge More Cohort 2 Waitlist (April): https://read.richwebster.co/htcm-c2-waitlist/ 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. -...

  18. $4 Million & Nothing To Show For It (How To Build Wealth 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/ 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+...

  19. 38 Lessons From My Mastermind For 6 Figure Solopreneurs (March 2025)

    🤝 Work with Rich: https://richwebster.co/work 💸 How To Charge More Cohort 2 Waitlist (April): https://read.richwebster.co/htcm-c2-waitlist/ -- 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. -- 📬 Work Less...

  20. 10 Shifts To Go From $100k 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/ -- 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…

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  21. Q&A: Outcomes Over Deliverables, Charging Your Worth, Saying No, Ignoring AI

    🤝 Work with Rich: https://richwebster.co/work 💸 How To Charge More Cohort 2 Waitlist (April): https://read.richwebster.co/htcm-c2-waitlist/ 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,...

  22. 10 Lessons I Learned About Entrepreneurship & Life In 2024

    🤝 Work with Rich: https://richwebster.co/work 💸 How To Charge More Cohort 2 Waitlist (April): https://read.richwebster.co/htcm-c2-waitlist/ In this episode, I cover: - 10 lessons I learned about life and entrepreneurship in 2024 - How sharing my addiction recovery story helped me align my life...

  23. How I Made $454k In 7 Months: 7 Months In Kollege

    🤝 Work with Rich: https://richwebster.co/work 💸 How To Charge More Cohort 2 Waitlist (April): https://read.richwebster.co/htcm-c2-waitlist/ FYI: There are some visuals to accompany this podcast. You can see the full video on YouTube. In this episode, I cover: - What I learned from joining a…

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  24. Preparation, Ritual, and Abandonment: Life & Business In Flow

    🤝 Work with Rich: https://richwebster.co/work 💸 How To Charge More Cohort 2 Waitlist (April): https://read.richwebster.co/htcm-c2-waitlist/ In this episode, I cover: - How a true flow state creates more value and deeper work - What Trey Anastasio’s pre-show routine taught me about true flow…

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  25. My Story: Addiction, Recovery, Alignment

    🤝 Work with Rich: https://richwebster.co/work 💸 How To Charge More Cohort 2 Waitlist (April): https://read.richwebster.co/htcm-c2-waitlist/ In this episode, I cover: What I’ve been up to My addiction story How I got into recovery Why I’m sharing this now Work life integration Tapping into a new...

  26. Last Live Cohort of How To Work Less! + Q&A

    🤝 Work with Rich: https://richwebster.co/work 💸 How To Charge More Cohort 2 Waitlist (April): https://read.richwebster.co/htcm-c2-waitlist/ Everything you need to know about How To Work Less Cohort 6, including who the program is for, what it includes, and what you can expect. Why this is the...

  27. 2023 Year In Review

    🤝 Work with Rich: https://richwebster.co/work 💸 How To Charge More Cohort 2 Waitlist (April): https://read.richwebster.co/htcm-c2-waitlist/ Everything I accomplished in 2023 How much money I made How I grew my social media from 124k to 421k in 12 months Why I stopped newsletter ads, affiliate...

  28. How To Charge More Money

    🤝 Work with Rich: https://richwebster.co/work 💸 How To Charge More Cohort 2 Waitlist (April): https://read.richwebster.co/htcm-c2-waitlist/ In this episode, I cover: How to charge more money, doing exactly what you do now. How to use the “F-You” price to double your rates. Why getting more...

  29. Nowhere Left To Run - Business Update

    🤝 Work with Rich: https://richwebster.co/work 💸 How To Charge More Cohort 2 Waitlist (April): https://read.richwebster.co/htcm-c2-waitlist/ In this episode, I cover: What happens when you get to a point in your business when you know exactly what to do, and you just have to do it. How I set a...

  30. How To Scale Your Business Without Working More Hours

    🤝 Work with Rich: https://richwebster.co/work 💸 How To Charge More Cohort 2 Waitlist (April): https://read.richwebster.co/htcm-c2-waitlist/ In this episode, I cover: How to break out of the “Time Bottleneck,” where you can’t work any less hours or make any more money. How to free up 10-15 hours…

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  31. Planning The Rest of 2023 For My Business (Part 3)

    🤝 Work with Rich: https://richwebster.co/work 💸 How To Charge More Cohort 2 Waitlist (April): https://read.richwebster.co/htcm-c2-waitlist/ In this episode, I cover: My HUGE plans for the next 3 months in my business Why I paid $30,000 for a year of mentorship (and why its already paid for...

  32. Planning The Rest Of 2023 For My Business (Part 2)

    🤝 Work with Rich: https://richwebster.co/work 💸 How To Charge More Cohort 2 Waitlist (April): https://read.richwebster.co/htcm-c2-waitlist/ In this episode, I discuss: What I discovered in the second week of planning for my business The areas of my business where I am not taking my own advice...

  33. Planning The Rest Of 2023 For My Business (Part 1)

    🤝 Work with Rich: https://richwebster.co/work 💸 How To Charge More Cohort 2 Waitlist (April): https://read.richwebster.co/htcm-c2-waitlist/ In this episode, I discuss: How I plan my year in 3 sections using my “Sprint” Method (and how you can apply it to your business) How much I’ve earned from...

  34. 8 Secrets Big Content Creators Don’t Want You To Know

    🤝 Work with Rich: https://richwebster.co/work 💸 How To Charge More Cohort 2 Waitlist (April): https://read.richwebster.co/htcm-c2-waitlist/ In this episode, I reveal: 8 huge secrets big content creators don’t want you to know Why many huge creators make very little money from content creation…

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  35. The 3 Phases Of Solopreneurship (Say Yes, Say No, Buy Back Your Time)

    🤝 Work with Rich: https://richwebster.co/work 💸 How To Charge More Cohort 2 Waitlist (April): https://read.richwebster.co/htcm-c2-waitlist/ In this episode, I cover: My brand new “3 Phases of Solopreneurship” framework The 3 most powerful resources you have as a solopreneur: your money, your...

  36. I Learned The Hard Way: Don’t Build Your House On Borrowed Land

    🤝 Work with Rich: https://richwebster.co/work 💸 How To Charge More Cohort 2 Waitlist (April): https://read.richwebster.co/htcm-c2-waitlist/ In this episode, I cover: How I (stupidly) built a product on someone else’s (digital) land and got hit with a $500k bill 5 short cautionary tales of...

  37. Steal My 80/20 Delegation System To Work 1 Day A Week

    🤝 Work with Rich: https://richwebster.co/work 💸 How To Charge More Cohort 2 Waitlist (April): https://read.richwebster.co/htcm-c2-waitlist/ In this episode, I cover: ⚖️ How to use my 80/20 Delegation system to 5x your income or work 1 day a week 🧱 What to do when you hit the “One-Person Wall”...

  38. Diversification Is A Distraction

    🤝 Work with Rich: https://richwebster.co/work 💸 How To Charge More Cohort 2 Waitlist (April): https://read.richwebster.co/htcm-c2-waitlist/ In this episode, I cover: Why you don’t need multiple streams of income, especially if you haven’t reached 6-figures. Why most people think more revenue...

  39. 6 Reasons Why Working More Is Hurting Your Business

    🤝 Work with Rich: https://richwebster.co/work 💸 How To Charge More Cohort 2 Waitlist (April): https://read.richwebster.co/htcm-c2-waitlist/ 📌 How To Work Less Cohort 5 is OPEN for enrollment until Sunday, September 3rd at 11:59pm EST learn.howtoworkless.com 📌 In this episode, I cover: Why...

  40. All The Details About How To Work Less! + Q&A

    🤝 Work with Rich: https://richwebster.co/work 💸 How To Charge More Cohort 2 Waitlist (April): https://read.richwebster.co/htcm-c2-waitlist/ In this episode, I cover: Everything you need to know about How To Work Less Cohort 5, including who the program is for, what it includes, and what you can...

  41. Revealed: How To Start Working With High Ticket Clients

    🤝 Work with Rich: https://richwebster.co/work 💸 How To Charge More Cohort 2 Waitlist (April): https://read.richwebster.co/htcm-c2-waitlist/ In this episode, I cover: The secret language high-ticket clients use to communicate (so you don’t embarrass yourself). The real truth behind why some…

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  42. 7 Systems I’m Using In My Businesses

    🤝 Work with Rich: https://richwebster.co/work 💸 How To Charge More Cohort 2 Waitlist (April): https://read.richwebster.co/htcm-c2-waitlist/ In this episode, I cover: 🛠️ The 7 systems I’m using in my businesses to work less and earn more 📸 The content system that creates 7 posts a week on...

  43. How To Design Yourself Out Of Your Business

    🤝 Work with Rich: https://richwebster.co/work 💸 How To Charge More Cohort 2 Waitlist (April): https://read.richwebster.co/htcm-c2-waitlist/ In this episode, I cover: 🏋️‍♀️ How to stop doing all the work yourself and start working ON your business. 💼 How to create a machine that doesn't rely…

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  44. Lessons From $10,000 Of Coaching With Chris Do (Part 2)

    🤝 Work with Rich: https://richwebster.co/work 💸 How To Charge More Cohort 2 Waitlist (April): https://read.richwebster.co/htcm-c2-waitlist/ In this episode, I cover: Insights from 6 coaching sessions with Chris Do Chris’ 9 steps to build a personal brand How I grew from 0-100k followers in 18...

  45. Lessons From $10,000 Of Coaching With Chris Do (Part 1)

    🤝 Work with Rich: https://richwebster.co/work 💸 How To Charge More Cohort 2 Waitlist (April): https://read.richwebster.co/htcm-c2-waitlist/ In this episode, I cover: The story behind how I hired Chris Do to coach me The hidden value of coaching most people don’t realize My 3 recommendations...

  46. 20+ Things I Don't Do As A $500k Solopreneur

    🤝 Work with Rich: https://richwebster.co/work 💸 How To Charge More Cohort 2 Waitlist (April): https://read.richwebster.co/htcm-c2-waitlist/ In this episode, I cover: - Why saying “No” is the most productive thing you can do - All the things I don’t do in my design agency - All the things I…

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  47. What's Going On Now & What's Up Next?

    🤝 Work with Rich: https://richwebster.co/work 💸 How To Charge More Cohort 2 Waitlist (April): https://read.richwebster.co/htcm-c2-waitlist/ Welcome to the first episode of The Rich Webster Show! In this episode, I cover: - Why I created this podcast (not what you think) - Background on my...

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ABOUT THIS SHOW

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

HOSTED BY

Rich Webster

Frequently Asked Questions

How many episodes does The Rich Webster Show have?

The Rich Webster Show currently has 47 episodes available on PodParley. New episodes are automatically indexed when they're published to the podcast feed.

What is The Rich Webster Show about?

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...

How often does The Rich Webster Show release new episodes?

The Rich Webster Show has 47 episodes. Check the episode list to see recent publication dates and frequency.

Where can I listen to The Rich Webster Show?

You can listen to The Rich Webster Show on PodParley by clicking any episode. We provide an embedded audio player for direct listening, and you can also subscribe via your preferred podcast app using the RSS feed.

Who hosts The Rich Webster Show?

The Rich Webster Show is created and hosted by Rich Webster.
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