
18/08/2025
I discovered The Least Likely Millionaire by Jonathan Beskin through a feature article on a business blog I follow. The title immediately piqued my interest—especially the idea of someone rising to success despite the odds. After reading a snippet about Jonathan’s struggles with mental health, self-doubt, and his journey from corporate burnout to becoming a self-made millionaire, I knew I had to read it.
The book is a raw, honest, and empowering memoir-meets-business-guide. Jonathan Beskin shares how he transformed from a self-limiting, anxiety-ridden individual into the founder of a multimillion-dollar subscription box business. What makes this book stand out is its blend of personal vulnerability and actionable entrepreneurship advice.
Here are 7 impactful lessons I learned from The Least Likely Millionaire:
1. Mental health struggles do not define your potential.
Beskin opens up about his battles with anxiety and depression, showing that even in your darkest moments, success is still possible if you're willing to keep going.
2. Taking imperfect action is better than waiting for the “right time.”
He didn't have all the answers when he launched his business—he just started. Action breeds results far more than planning in isolation.
3. You don’t need to be “special” to succeed.
Jonathan wasn’t born into wealth or connected networks. His story proves that ordinary people can achieve extraordinary outcomes with persistence.
4. Use adversity as your advantage.
Rather than letting past failures define him, he reframed them as fuel to push harder. Pain, when processed with purpose, can drive resilience.
5. Self-education is a game-changer.
From reading business books to watching YouTube videos, he filled the gaps in his knowledge using accessible tools—and it made all the difference.
6. Build a brand that solves a real problem.
His success came from identifying a niche (subscription boxes for women) and delivering real value consistently—not from chasing hype or t
I discovered The Least Likely Millionaire by Jonathan Beskin through a feature article on a business blog I follow. The title immediately piqued my interest—especially the idea of someone rising to success despite the odds. After reading a snippet about Jonathan’s struggles with mental health, self-doubt, and his journey from corporate burnout to becoming a self-made millionaire, I knew I had to read it.
The book is a raw, honest, and empowering memoir-meets-business-guide. Jonathan Beskin shares how he transformed from a self-limiting, anxiety-ridden individual into the founder of a multimillion-dollar subscription box business. What makes this book stand out is its blend of personal vulnerability and actionable entrepreneurship advice.
Here are 7 impactful lessons I learned from The Least Likely Millionaire:
1. Mental health struggles do not define your potential.
Beskin opens up about his battles with anxiety and depression, showing that even in your darkest moments, success is still possible if you're willing to keep going.
2. Taking imperfect action is better than waiting for the “right time.”
He didn't have all the answers when he launched his business—he just started. Action breeds results far more than planning in isolation.
3. You don’t need to be “special” to succeed.
Jonathan wasn’t born into wealth or connected networks. His story proves that ordinary people can achieve extraordinary outcomes with persistence.
4. Use adversity as your advantage.
Rather than letting past failures define him, he reframed them as fuel to push harder. Pain, when processed with purpose, can drive resilience.
5. Self-education is a game-changer.
From reading business books to watching YouTube videos, he filled the gaps in his knowledge using accessible tools—and it made all the difference.
6. Build a brand that solves a real problem.
His success came from identifying a niche (subscription boxes for women) and delivering real value consistently—not from chasing hype or trends.
7. Vulnerability connects more than perfection.
One of the most powerful parts of the book is Jonathan’s willingness to be real. His authenticity made his lessons more relatable and inspiring.
The Least Likely Millionaire is more than a business success story—it’s a motivational blueprint for anyone who's ever felt stuck, inadequate, or overlooked. Jonathan Beskin proves that with grit, vulnerability, and focused action, anyone can rewrite their story. Whether you're an aspiring entrepreneur, someone struggling with self-doubt, or just looking for a push to start something new, this book is worth your time.
Highly recommended for readers who appreciate honest storytelling mixed with real-world strategy.
Book: https://amzn.to/4mq0pcH