[skmurphy]

It's a thought provoking post.

One refinement is that there are a number of earlier challenges you faced that are now "solved problems" so some of the squares should be marked blue instead of black or white because it's a risk you have encountered and mastered. For example, how to file taxes as a corporation. How to hire someone.

A second refinement: there are also decision rules you can follow that limit your exposure to entire categories of risk. For example: don't finance your startup using credit card debt.

[goldfish]

Regarding blue instead of black, you read my mind for the second essay :)

[skmurphy]

Happy to collaborate if it's of interest. Here are some related posts.

Constructive Pessimism https://www.skmurphy.com/blog/2016/09/07/constructive-pessim...

How to Tell When Your Team Has a Workable Plan of Action https://www.skmurphy.com/blog/2012/06/02/how-to-tell-when-yo...

Risk Mitigation: If You Predict Rain Build an Ark https://www.skmurphy.com/blog/2015/12/01/risk-mitigation-if-...