Aboud Chaballout was on track to become a doctor. He studied human biology at Cornell, completed a Fulbright, and even worked in healthcare consulting in Qatar. But somewhere along the way, he realized his interests pulled more toward entrepreneurship than medicine.
He went to law school, launched a startup after 1L, and never looked back. Since then, he’s built and sold multiple healthcare businesses, worked at a law firm, and eventually founded his own boutique practice focused on advising startup founders at the intersection of law, healthcare, and AI.
In this episode, we talk about pivoting careers, embracing nontraditional paths, and how he’s using everything he’s learned—legal, technical, and entrepreneurial—to help clients build.
We talk about:
▪️ Lessons from launching multiple companies▪️ How consulting in Qatar shaped his global perspective▪️ Using AI to enhance transactional lawyering▪️ What solo founders need that Big Law doesn’t offer▪️ Whether a JD is still worth it in the age of automation
Aboud’s career is a case study in reinvention. Listen in if you're curious how law, tech, and healthcare intersect—or what it really looks like to build a practice from scratch.