To get the support needed for success, Nathan and several founder friends formed a private accountability group. They share an office, talk through business challenges, and provide emotional support, proving that community can be a deliberate creation.
Nathan's founder group shares an office, which acts as a physical hub that attracts other interesting people. This deliberately engineered environment generates high-leverage, serendipitous meetings that far outperform online networking, proving that "IRL > URL."
Despite the promise of a multi-million dollar salary as a BCG partner, Nathan observed their lack of time with family and constant travel. He concluded he didn't want their version of success, prompting his pivot back to entrepreneurship.
In his founder group, members publicly post their monthly revenue and profit in a shared chat, creating a leaderboard. While initially seeming potentially toxic, this practice fosters extreme transparency and motivation, pushing everyone to perform better.
Nathan May identifies his history of video game addiction—which led to a 2.1 GPA—as a common trait among founders. This obsessive energy, once a detriment, became a powerful asset when he redirected it toward building businesses.
The milestone Nathan thought was his life's goal—becoming a millionaire—occurred during a period of immense grief. This juxtaposition proved that wealth was empty and couldn't provide true happiness, pushing him to seek meaning elsewhere.
Nathan May capitalized on YouTubers' need for unique in-game content to monetize their audiences directly through private servers, bypassing YouTube's ad-share model. This demonstrates a successful, early creator economy business built on servicing a digital niche.
Nathan's $10M liquid net worth target isn't arbitrary. He calculated his ideal lifestyle spend ($15k-$16k/month), then worked backward—factoring in taxes and a safe withdrawal rate—to arrive at the precise number required for true financial freedom.