The Parallel Entrepreneur

The Parallel Entrepreneur is to B2B startups as Rich Dad Poor Dad is to real-estate. It’s a manifesto to entrepreneurs that you don’t need to raise venture capital to build a profitable business; that you can be your own boss; that you can control your own destiny — and still be successful. Ryan is one of the few folks who’ve successfully navigated this path, and in this book he shares his hard-won experience. If you are thinking about starting a business to generate some cash, you owe it to yourself to read The Parallel Entrepreneur.

Jon Miller, CEO of Engagio and Co-founder of Marketo

The Parallel Entrepreneur is a fantastic resource for anyone who has faced the conundrum of wanting to stay at their current job while starting one or multiple companies in parallel – and my experience at Upwork shows me that a lot of people are trying to do this. Ryan, himself a parallel entrepreneur, describes his best practices as well at those collected from others in a compelling, down-to-earth book that will walk the reader through why and how to become a parallel entrepreneur.

Stephane Kasriel, CEO of Upwork

Recently, I have been thinking about the ‘side hustle’ entrepreneur persona more and more. In my book and courses, we focus on the ‘all in entrepreneur’ and have developed a methodology for that profile. While a lot of it fits for this SH (SH = Side Hustle) persona, not all of it does. In fact, some could be applied in a way that runs counter to the best approach of this aspiring SH entrepreneur. Nice to see Ryan has developed a thoughtful roadmap and provided practical guidance for this type of increasingly frequent form of entrepreneurship. An excellent addition to our entrepreneurship library at MIT, where yes, we are very proud to call Ryan one of our alumni.

Bill Aulet, Managing Director, The Martin Trust Center for MIT Entrepreneurship

The Parallel Entrepreneur is about being both an entrepreneur and venture capitalist. In this book, Ryan outlines a simple but effective path to becoming a successful parallel entrepreneur by building multiple businesses simultaneously.

Tae Hea Nam, Founding Managing Director of Storm Ventures and Coauthor of Survival To Thrival

It’s never been easier to start and run a profitable business. That’s why I truly believe this is one of the most important books of the modern era workforce. A workforce in which everyone is looking for passive income and work-life balance. The Parallel Entrepreneur is the first one I’ve seen that perfectly sums up how to do it the right way.

Max Altschuler, CEO Sales Hacker and SUTRA, Author of Hacking Sales, and Career Hacking for Millennials

Table of Contents

About The Author


Part 1: Theory

Chapter 1: What is Parallel Entrepreneurship?
Chapter 2: The Personal Rationale
Chapter 3: The Business Rationale
Chapter 4: Staying Out Of Trouble
Chapter 5: Knowing When To Quit

Part 2: Tactics

Chapter 7: Reminder: You Only Need 100 Customers
Chapter 8: Business Structure
Chapter 9: Ideation
Chapter 10: Branding And Designing
Chapter 11: Building
Chapter 12: Growing
Chapter 13: Maintaining
Chapter 14: Selling
Chapter 15: Conclusion

Part 3: The Parallel Entrepreneur’s Toolkit

Part 4: The Parallel Entrepreneur Hall of Fame