He was homeless at 16. Now, he sits on the board of David Beckham’s wellness company and his business is about to hit $1 billion in revenue

Hudson Leogrande, the founder of popular hoodie brand Comfrt, bounced between car sales and chimney telemarketing before hitting his stride as an entrepreneur.

The top 3

  1. Three Billionaires Who Faced Homelessness: John Paul DeJoria, co-founder of Paul Mitchell and Patrón Tequila, lived in his car, while WhatsApp co-founder Jan Koum experienced poverty in Ukraine, and filmmaker Tyler Perry was homeless for months trying to get his plays produced.
  2. Self-Made Billionaires From Humble Beginnings: Oprah Winfrey, Sara Blakely (Spanx founder), and Shahid Khan (Flex-N-Gate owner) are notable self-made billionaires who started with very limited financial resources.
  3. Founders Who Overcame Early Hardship: Howard Schultz, who grew up in public housing, transformed Starbucks into a global empire, while Manny Khoshbin overcame sleeping in his car to build a commercial real estate firm.

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