After five years on a stable consulting track after MIT Sloan, Paul left the corporate world to rethink not just his career, but his entire relationship to work terms.
Over the past eight-plus years, he has embraced a solopreneur path—freelancing, publishing books, experimenting creatively, and building a life around what matters rather than what might look good on paper or in a bank account.
Paul Millerd, MBA 2012, Author, The Pathless Path will be joined by his
classmate Jossy Lee, MBA 2012, Board Member & Entrepreneurship
Chair, MITSBAA, for a Fireside Chat that will be candid and inspiring—an
invitation to rethink what work can look like and how to design a life
on your own
In this talk, Paul will cover:
● Why he walked away from a legible career path after business school
● The identity challenges that come with leaving a stable job
● Navigating unpredictable income and building financial resilience
● How your relationship with money can clarify what actually matters
● Making small creative bets that compound over time
● Earning money in diverse ways—through writing, online courses,
consulting, coaching, digital products, and more
● How to quit things quickly and learn from failure
● Talking about uncertainty and money with loved ones
● Why solopreneurship is a real alternative to starting a company
BIO
Paul Millerd, MIT Sloan MBA/LGO 2012, built
his early career in strategy consulting and research at McKinsey and BCG before
choosing an independent path five years after getting an MBA. For the last
eight years, he’s been doing a wide range of work as a solopreneur including
freelancing, online courses, training workshops, and books. His main passion is
writing about how people can improve their relationship with work and mainly
shared his reflections thorough a newsletter to 25k+ readers. He’s published
The Pathless Path and Good Work with The Pathless Path selling more than 65k+
copies and being translated into several languages worldwide.
📅 Wednesday, October 8, 2025
🕡 7:00 – 8:00 PM (ET)
🌐 Online via Zoom
View Video Here
This event is hosted and sponsored by the MIT Sloan Boston Alumni Association (MITSBAA). MITSBAA is an alumni-led 501-C3 non-profit. For more information and/or to volunteer, please email tina@mitsloanboston.com.
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