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In this episode, Chris sits down with Rich Webster—designer, agency owner, and creator of How To Work Less—for a candid and hilarious conversation on carving your own path in business without becoming a parody of success. From viral tweets to quiet routines, Rich shares how he went from burned-out agency owner to calm creator—and how writing helped him escape the trap of performative entrepreneurship.
They dive into building an audience without selling your soul, why going quiet is sometimes the most strategic move, and how to tell stories that actually connect—without turning your life into content.
What You'll Learn:
✅ Why writing online isn't just about growth—it's about reflection
✅ How to turn life into story (without becoming a cliché)
✅ The cost of being too visible too early
✅ Why burnout doesn't mean you failed—just that something has to change
✅ How to build quietly and connect deeply without playing the algorithm game
In This Episode:
(01:09) – Navigating Personal and Professional Change
(03:30) – Evolving from Agency to Lifestyle Business
(33:58) – Choosing Sobriety and What Came After
(36:23) – Hitting Reset: The Turning Point Toward Recovery
(59:04) – Vulnerability as a Strength in Business
What Rich Does & How He Does It:
Rich Webster is a designer, agency owner, and creator of How To Work Less. After burning out from 70-hour workweeks, he rebuilt his business to run in under 15 hours a week. Now, he teaches solopreneurs how to build profitable, sustainable businesses—without sacrificing their lives to do it.
🔗 Connect with Rich Webster:
Rich's Website: richwebster.co
Rich's Newsletter: worklesswednesday.com
Rich's Instagram: / richwebz
Rich's YouTube: / @richwebz
Rich's Threads: https://threads.net/richwebz
🔗 Connect with Chris:
/ thechrisdo
/ thechrisdo
https://thefutur.com/
https://x.com/theChrisDo
#SolopreneurLife #CreativeEntrepreneurship #BurnoutRecovery #NewsletterGrowth #AudienceBuilding #StorytellingMatters #CalmBusiness #AuthenticBranding #ContentWithIntegrity #RichWebster #ChrisDo #TheFuturPodcast #WritingOnline #PersonalGrowth #BusinessWithoutBurnout #QuietMarketing #BuildInPublic #CreativeResilience
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Host: Chris Do (Bald Asian Guy Talks About Business)
Produced and Edited by Rich Cardona at UNFLTR
solopreneurship, newsletter growth, storytelling for business, writing as reflection, burnout recovery, calm growth, audience connection, personal brand integrity, content creation strategy, quiet marketing, digital minimalism, creative entrepreneurship, authenticity online, business reinvention, vulnerability in leadership, lifestyle business evolution, content with purpose, sustainable visibility, emotional honesty in branding
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