In this episode of Founder2Founder, Aaron Spivak sits down with Oleg Lee, a serial entrepreneur, Guinness World Record holder, father of three, and founder of All About Vibe, a custom pillow company that scaled from a garage operation to generating over $60 million in revenue. Known for turning people’s favorite moments into pillows, Oleg has created products for celebrities like Snoop Dogg, Gary Vee, and Paris Hilton, and partnered with brands like Netflix and Paramount.

Oleg breaks down the raw, behind-the-scenes reality of building a physical product business from scratch, how a Groupon deal triggered massive demand, working with family, and why he eventually stepped back from daily operations. He shares his goal of a $100 million exit, how he handles adversity and why focusing on health, values, and energy has been his ultimate growth strategy. This conversation is a must-listen for any founder scaling a team or navigating the chaos of entrepreneurship.

Chapters:
 01:17 – The Dog Pillow That Sparked the Business
 02:22 – From Israel to the U.S.: Oleg’s Early Work Ethic
 04:05 – The First Custom Pillow: A Tribute to His Dog
 05:13 – Building the Business in His Dad’s Garage
 07:41 – The Groupon Deal That Created Instant Chaos
 08:51 – Fulfilling 20,000 Orders With Family Support
 09:59 – From Pre-Made to Fully Custom Designs
 11:59 – Transitioning From Wholesale to DTC
 12:49 – Working With His Dad: The Challenges and Lessons
 14:07 – How Bringing His Wife Into the Business Saved Their Marriage
 16:26 – Navigating Family Boundaries in Business
 17:13 – Oleg’s Vision for a $100M Exit
 19:02 – What He Would Do Differently: No Manufacturing
 20:01 – The Problem With Business Advice From Non-Operators
 21:30 – Pillows at VCon and Understanding Brand Psychology
 23:36 – Creating a Safe and Empowering Culture for Employees
 25:15 – Hiring a CEO and Fully Stepping Back
 26:28 – Why He Hates Numbers but Still Leads
 27:20 – Growing Up in Survival Mode in Beersheba
 29:04 – Fixing Machines Himself and Leading by Example
 30:22 – What It Took to Build a Self-Sustaining Business
 31:37 – The Cost of Listening to the Wrong People
 33:13 – Setting a Clear Target for the Exit
 36:07 – Aaron’s Story of Selling Hush and Knowing When to Sell
 40:34 – Why Oleg Doesn’t Share Product Ideas, He Just Builds
 41:31 – Managing Remote Leadership and Scaling From Boca
 43:37 – Projected Revenue and the Roadmap to $50M
 44:15 – When Summer Outsold Christmas and Production Broke
 46:31 – Advice to His 30-Year-Old Self: Prioritize Physical and Mental Health
 49:56 – Why Health, Wealth, and Family Are Tattooed Into His Values
 51:00 – Surrounding Yourself With the Right Energy

Guest Links:
Website: www.allaboutvibe.com
Instagram: @thatpillowguy

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