The Numbness of Success & How to Fulfill Your Freelance Destiny | Josh Hall, Web Designer Pro

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Josh Hall is the founder of Web Designer Pro — a community, coaching, and course platform that's helped hundreds of web designers build real businesses. He's also the person who got Andy started in web design.

In this in-studio conversation, Josh breaks down why communication is the single most valuable skill an entrepreneur can develop, what it actually feels like when you hit a revenue goal and realize it's not what you expected, and how knowing when to pause (without calling it quitting) separates sustainable founders from burned-out ones.

CONNECT WITH JOSH
Website: https://www.joshhall.co/
LinkedIn: https://www.linkedin.com/in/joshhallco/

CONNECT WITH ANDY
Website: https://www.mmgdesign.net/
LinkedIn: https://www.linkedin.com/in/mmgdesign/
Instagram: https://www.instagram.com/mindfulmilligan/

TIMESTAMPS
00:00 Intro
05:49 The intangible Josh sees in entrepreneurs who make it
08:04 Why having a Plan B is actually dangerous
11:47 The one skill that determines your quality of life
17:56 What Josh would tell his kids about entrepreneurship
24:42 Why hitting your number can feel completely numb
33:03 The real cost of "never quit"
35:15 Quit, pause, rest — they're not the same thing
38:01 Every identity shift Josh has made in 16 years
43:31 You don't need to be the best — just the best for your client
1:01:34 Signal vs. noise and the task inventory
1:24:28 Should you still get into web design in 2026?

TEAM
Host — Andy Milligan: https://www.linkedin.com/in/mmgdesign/
Production — MMG Design: https://www.mmgdesign.net/
Powered by — COHatch: https://cohatch.com/mbd

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