From Courtroom Dreams to Silicon Valley Realities
Long before the hallowed halls of Harvard Law, a young Logan Brown in suburban Kansas was captivated by the legal dramas unfolding on her family’s television. From the intense cross-examinations of Law & Order: SVU to Elle Woods’s improbable yet inspiring journey in Legally Blonde, a spark ignited. Brown knew, with the unwavering conviction only a middle schooler could possess, that she was destined to be a lawyer.
At just twelve years old, she took her first audacious step, crafting a resume and cover letter before marching into the local district attorney’s office. While most would have politely dismissed her, a perceptive secretary named Dolores recognized her earnest ambition. Dolores became Brown’s unlikely mentor, offering an unofficial internship that saw her filing paperwork, fetching coffee, and, crucially, lingering in courtrooms. This formative experience, repeated over many summers, offered Brown an invaluable glimpse into the practical workings of the legal system. “I really just fell in love with the law,” Brown shared in a recent interview with Entrepreneur. “I knew I wanted to be a lawyer.”
The Path Less Conventional: Academia, Entrepreneurship, and a Sizing Mishap
Brown’s singular focus on law continued through her undergraduate years at Vanderbilt University, where she graduated valedictorian in Human and Organizational Development in 2018. Her resume during this period was a testament to her dedication, featuring internships at Condé Nast’s legal department, the public defender’s office in Nashville, and even international law firms during her studies abroad. “Every internship I ever had during that time period had a legal intersection,” she recalls. “I really just liked the law — and any time I could weave it into my coursework, I did.”
However, during her time at Harvard Law School, a new, unexpected current began to pull at her: entrepreneurship. This wasn’t born of grand inspiration, but rather a relatable frustration. Struggling to find professional workwear that was both confident and comfortable, Brown decided to design her own line. Thus, Spencer Jane, a workwear startup, was conceived in her law school apartment and launched in 2020 with an Italian manufacturer.
Learning from Early Setbacks
Her entrepreneurial debut wasn’t without its stumbles. A rookie mistake – confusing American and European sizing charts – led to early prototypes that simply didn’t fit. “It was a disaster,” Brown admits. Yet, this sizing mishap proved to be a pivotal moment, offering her first true lesson in the arduous, yet rewarding, process of building something from the ground up.
From Big Law’s Promise to AI’s Potential
Upon graduating from Harvard Law in 2022, Brown’s career trajectory seemed perfectly aligned with her lifelong ambition. She secured a highly coveted associate position at Cooley, the Silicon Valley legal titan renowned for guiding startups to unicorn status. This role was the culmination of years of dedication, a clear validation of her talent and hard work.
At Cooley, Brown found herself at the epicenter of technological advancement, witnessing the burgeoning power of AI within and beyond the legal sector. The excitement surrounding artificial intelligence, both internally among colleagues and externally with clients, was palpable. “I wanted to be a part of that,” she states.
Identifying the Critical Gaps in Legal Services
Representing over 50 founders and advising funds, Brown gained intimate insight into the legal challenges faced by early-stage companies. She observed a pervasive and costly pattern: startups often deferred legal assistance until absolutely necessary, typically when a financing event forced their hand. “I would see a common pain point where companies had just been foregoing legal until they had enough money to afford it,” Brown explains. “I saw that that was tricky because there were a lot of mistakes that you could make that could have been easily prevented and ended up costing a lot more money to correct later on.”
In an era where product prototypes emerge in days and iteration is constant, traditional legal work often lags, proving both slower and more expensive. This disparity frequently leads first-time founders to rely on generic online templates, experiment with tools like ChatGPT, or simply avoid legal counsel altogether, inadvertently setting themselves up for future complications.
Soxton: Pioneering the Future of Legal Tech
In May 2025, at the age of 30, Logan Brown made a decision that many in her position would deem unthinkable. After three years at Cooley, she resigned from her prestigious Big Law role, choosing the exhilarating uncertainty of a startup over a preordained career path.
Her new venture is Soxton, an AI-powered legal startup specifically designed to support founders at their most vulnerable stage: the beginning. Soxton aims to dismantle the traditional model of hourly billing and endless paperwork. Instead, it leverages AI to generate initial legal documents, which are then meticulously reviewed by human lawyers, all offered for a transparent, flat fee. This innovative approach promises to deliver accessible, efficient, and cost-effective legal solutions, empowering the next generation of entrepreneurs to build their dreams on a solid legal foundation.
For more details, visit our website.
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