Step into the world of unfiltered conversations with Digital Social Hour, the podcast where host Sean Kelly dives deep with some of the world's most controversial and thought-provoking figures. From trailblazing entrepreneurs to polarizing cultural icons, no topic is off-limits as Sean explores the stories, challenges, and triumphs that define their lives.
Get ready for bold questions, unexpected insights, and raw, authentic dialogue that challenges conventional thinking. Whether you’re seeking inspiration or just want to hear what others are too afraid to say, Digital Social Hour delivers the conversations that others won’t.
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Step into the world of unfiltered conversations with Digital Social Hour, the podcast where host Sean Kelly dives deep with some of the world's most controversial and thought-provoking figures. From trailblazing entrepreneurs to polarizing cultural icons, no topic is off-limits as Sean explores the stories, challenges, and triumphs that define their lives.
Get ready for bold questions, unexpected insights, and raw, authentic dialogue that challenges conventional thinking. Whether you’re seeking inspiration or just want to hear what others are too afraid to say, Digital Social Hour delivers the conversations that others won’t.
The Pillow Guy: Came to America With $300. Built a 9-Figure Company. This Is His Story. | DSH #1689
Digital Social Hour
30 minutes 30 seconds
2 days ago
The Pillow Guy: Came to America With $300. Built a 9-Figure Company. This Is His Story. | DSH #1689
From dropping out in 7th grade… to building a $60M+ custom pillow empire… to becoming the go-to creator for Kardashians, Logan Paul, Netflix, Paramount, Eminem, DJ Khaled, Paris Hilton and dozens more — this is one of the wildest American Dream stories ever told on the show.
Oleg Lee, founder of All About Vibe, breaks down how he came to the U.S. with $300, bought a junkyard car, worked construction without speaking English, and spent 10 years failing before finally building one of the most unique and profitable DTC brands in the country.
📚 WHAT YOU’LL LEARN FROM THIS EPISODE
💼 How to build a profitable business without funding, English skills, or connections
🧵 How Oleg created a product category with zero competitors
🚀 Why DMs are still the most underrated growth tool
🇺🇸 The truth about “immigrant mentality” and why it outperforms comfort
❤️ How to choose the right partner in life & business
🧠 Why consistency beats every “big moment” narrative
🏃♂️ How running marathons strengthens leadership & emotional resilience
👨👩👧👦 Parenting lessons from leading by example
🔢 How he scaled to $60M+ despite dropping out and barely writing English
💰 His plan to sell for $100M and what it takes to get there
CHAPTERS
00:00 - Intro
00:26 - Starting a Business Journey
01:36 - Meeting Logan Paul
05:45 - Family Life: Wife and Kids
10:00 - Quince: A Unique Perspective
11:02 - Setting End Goals in Life
14:19 - The Importance of Running
17:32 - Running Marathons in All 50 States
19:48 - Toughest Race David Ever Completed
20:54 - David's Mindset for Success
22:23 - Education and Parenting Philosophy
26:15 - The Toughest Sports to Master
28:00 - Importance of Self-Defense for Men
29:44 - Custom Pillows: Where to Order
30:23 - Like and Subscribe!
🎙️ APPLY OR CONNECT
👉 Apply to be on the podcast: https://www.digitalsocialhour.com/application
📩 Business inquiries / sponsors: sean@digitalsocialhour.com
👤 GUEST:
That Pillow Guy - https://www.instagram.com/thatpillowguy/?
https://linkpop.com/allaboutvibe
💼 SPONSORS
QUINCE: https://quince.com/dsh
🥗 Fuel your health with Viome: https://buy.viome.com/SEAN
Use code “Sean” at checkout for a discount!
🎧 LISTEN ON
🍏 Apple Podcasts: https://podcasts.apple.com/us/podcast/digital-social-hour/id1676846015
🎵 Spotify: https://open.spotify.com/show/5Jn7LXarRlI8Hc0GtTn759
📸 Sean Kelly Instagram: @seanmikekelly
⚠️ DISCLAIMER
The views and opinions expressed by guests on Digital Social Hour are solely those of the individuals appearing on the podcast and do not necessarily reflect the views or opinions of the host, Sean Kelly, or the Digital Social Hour team.
While we encourage open and honest discussions, Sean Kelly is not legally responsible for any statements, claims, or opinions made by guests during the show.
Listeners are encouraged to form their own opinions and seek professional advice where appropriate. The content shared is for entertainment and informational purposes only — it should not be taken as legal, medical, financial, or professional advice.
We strive to present accurate and reliable information; however, we make no guarantees regarding its completeness or accuracy. The views expressed are solely those of the speakers and do not necessarily represent those of the producers or affiliates of this program.
🔥 Stay tuned for more episodes featuring top creators, founders, and innovators shaping the digital world!
🔑 KEYWORDS
Oleg Lee, All About Vibe, custom pillows, DTC success story, immigrant mentality, American Dream, Logan Paul pillows, Kardashians pillows, celebrity gifting, DM outreach, entrepreneurship, founder story, dropped out in 7th grade
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Digital Social Hour
Step into the world of unfiltered conversations with Digital Social Hour, the podcast where host Sean Kelly dives deep with some of the world's most controversial and thought-provoking figures. From trailblazing entrepreneurs to polarizing cultural icons, no topic is off-limits as Sean explores the stories, challenges, and triumphs that define their lives.
Get ready for bold questions, unexpected insights, and raw, authentic dialogue that challenges conventional thinking. Whether you’re seeking inspiration or just want to hear what others are too afraid to say, Digital Social Hour delivers the conversations that others won’t.
