Ross O'Brien – Medium

Ross O'Brien

Ross O'Brien

Zombie Unicorns

The startup world has a fascination with Unicorns, a company that has achieved a valuation of over $1 billion. As exciting as it may sound…

Aug 18, 2023

Zombie Unicorns

Aug 18, 2023

Ross O'Brien

Six Diagnostic Rules for Start Ups

I think it’s fair to say we find ourselves in unprecedented times. We are on the tailend (hopefully) of a global health crisis…

Jun 6, 2022

Six Diagnostic Rules for Start Ups

Jun 6, 2022

Ross O'Brien

5 Diligence Questions Entrepreneurs Should Ask Investors

As a venture capital investor, I have spent the better part of my career negotiating. It is an integral part of the investment process. And…

May 4, 2022

5 Diligence Questions Entrepreneurs Should Ask Investors

May 4, 2022

Ross O'Brien

Entrepreneurial Risk

Risk is inherent in everything we do. But what are we actually saying when we talk about “risk” in the context of entrepreneurship? Is the…

Feb 15, 2022

Entrepreneurial Risk

Feb 15, 2022

Ross O'Brien

Happy Groundhog Day Fou

Dear Founders, today is Groundhog day and it would seem that Punxsutawney Phil, the all knowing prognosticator of precipitation, the swami…

Feb 2, 2022

Happy Groundhog Day Fou

Feb 2, 2022

Ross O'Brien

Predictions for Cannabis Investing in 2022

Our venture capital fund has developed an investment thesis based the Life Sciences Verticals of the cannabis economy. After years of…

Feb 1, 2022

Predictions for Cannabis Investing in 2022

Feb 1, 2022

Ross O'Brien

Contrarian Investing & The Cannabis Economy

In Peter Thiel and Blake Masters best seller Zero to One, Mr. Thiel shares the question he likes to ask in job interviews: “what important…

Jan 27, 2022

Contrarian Investing & The Cannabis Economy

Jan 27, 2022

Ross O'Brien

My VC Playbook

Venture Capital “VC” is a concept common to entrepreneurship. Yet it astonishes me how simplistically entrepreneurs and investors alike…

Jan 20, 2022

My VC Playbook

Jan 20, 2022

Ross O'Brien

Ross O'Brien

I’m a founder turned VC, author, educator and podcast host investing in entrepreneurship & resources for entrepreneurs. www.rossobrienvc.com

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