The Outsider || The Persistent Hustler || The Freedom Seeker with Isaiah Baker

not a straight line

Isaiah Baker is a former Goldman Sachs derivatives trader who recently abandoned Wall Street to run a parking lot striping franchise in South Florida. His journey exemplifies the non-straight line path, marked by unexpected turns, persistent hustle, and a constant search for purpose beyond financial security.

Isaiah began as a self-described "chubby little kid" who loved computers and gaming magazines. Despite having a father who was a professional basketball player, Isaiah didn't start playing basketball until age 11. Through persistence and determination, he earned a college basketball scholarship to Holy Cross.

While in college, Isaiah experienced a traumatic turning point when he found his mother during a suicide attempt. This event, coupled with his family losing their home during the financial crisis, propelled him to seek financial security. Watching "Inside Job" about Wall Street traders sparked his interest in finance.

Through remarkable persistence, Isaiah cold-called dozens of financial professionals, secured interviews at major banks, and landed internships at both Morgan Stanley and Goldman Sachs - choosing Goldman despite Holy Cross not being a typical "target school" for Wall Street recruitment.

After eight successful years as a derivatives trader at Goldman Sachs, Isaiah felt increasing dissonance between his work and purpose. He had always harbored entrepreneurial ambitions and wanted more autonomy. Working with his wife, who prioritized family over her design career, they launched a "search fund" to find a small business to purchase.

In July 2023, Isaiah made the dramatic shift from Wall Street to becoming a parking lot striping franchise owner in South Florida. He views this business as a "stepping stone" - a path to financial independence that allows him to relocate his family away from New York City and build something of his own.

Throughout his journey, Isaiah has maintained his passion for writing, using it as a tool to process his thoughts and experiences. His story represents the power of vision, stubborn persistence, and willingness to take unconventional paths toward creating a life aligned with personal values.

Find out more about Isaiah

Website

https://1800striper.com/striper-of-boca-raton/

Substack - https://freedomissomethingyoutake.substack.com/

Social Media

LinkedIn - https://www.linkedin.com/in/baker-isaiah/

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And thanks to Matthew Bliss

for his audio engineering excellence

You can find out more about his services at https://www.mbpod.com/.