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Matt Gray

Matt Gray

Founder & CEO, Founder OS | Systems for profitable audience growth

Brooklyn, New York
Joined May 2025

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Summary

Matt Gray is a serial entrepreneur focused on building and scaling profitable businesses through repeatable systems and strong personal brands. He has founded four successful companies, including Bitmaker (acquired by General Assembly), Gray Enterprises, and currently Founder OS, amassing a community of millions and generating significant revenue. founderos+3
He is a prominent content creator and educator, hosting "The Matt Gray Show" on YouTube and various podcast platforms. Through this, he shares battle-tested frameworks and strategies on entrepreneurship, personal branding, and business growth, emphasizing that "systems beat hustle." youtube+2
Gray advocates for a lifestyle where businesses serve founders, not the other way around. He exemplifies this through his nomadic lifestyle, traveling extensively while running multiple ventures, and promotes designing a life of freedom and balance through optimized business operations. founderos+3

Work

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Hobbies

Enjoys extensive world travel, having visited 42 countries, and maintains peak physical condition and energy. allamericanspeakers+2

Notes

MPMauricio Padillasaid
MGMatt Gray
is the kind of founder they'd bet on to successfully navigate multiple companies from founding to exit.

May 5, 2026

ASAtharva Shettysaid
MGMatt Gray
has built a product brand that stands out because of their strong presence on social media.

Apr 10, 2026

DVDemetrios Venetissaid
MGMatt Gray
is one of the most creative founders they've seen when it comes to promoting their product on social media.

Apr 8, 2026

CYChanti Yerramsaid
MGMatt Gray
created a business or organizational framework that they’ve seen adopted and praised by a wide community or industry.

Feb 18, 2026

DVDemetrios Venetissaid they consider
MGMatt Gray
among their favorite founders or GTM leaders in B2B SaaS.

Oct 30, 2025