Diane Henry – Medium

Diane Henry

This 95 Year Old New Yorker fled World War II Germany.

I want to share my recent conversation with a friend’s 95 year old Grandma Extraordinaire. For this post I will just refer to her as he…

4 min readMay 20, 2020

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This 95 Year Old New Yorker fled World War II Germany.

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Diane Henry

The History of The Future of Income:

how passive income opportunities quietly fuel tech booms

5 min readSep 13, 2019

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The History of The Future of Income:

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Diane Henry

American Dream 2.0 & The Future of Income

Where I see startup potential in 2019

6 min readMay 4, 2019

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American Dream 2.0 & The Future of Income

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Diane Henry

5 Underrated Traits of High Performing Founders (That Can’t Be Faked)

Any investor will tell you that the founding team is the most important factor in evaluating seed startups. There are obvious…

4 min readSep 11, 2018

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5 Underrated Traits of High Performing Founders (That Can’t Be Faked)

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Diane Henry

Don’t Try This At Home! Why I Invested in Startups Instead of an MBA

Note — this is not career or investment advice. No short cuts there. Everyone has their own constraints, considerations and risk tolerance…

3 min readSep 4, 2018

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Don’t Try This At Home! Why I Invested in Startups Instead of an MBA

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Diane Henry

Innovation, Career Perfectionism & the ‘Risk’ of Being Wrong

I find the expression ‘Nothing ventured nothing gained’ to be a little misleading. There’s always an upside to not rocking the boat. At…

3 min readAug 13, 2018

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Diane Henry

How I Choose Startup Investments

From the outside, the startup investment process can seem like a black box. There’s no access to information about how investment decisions…

4 min readAug 6, 2018

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How I Choose Startup Investments

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Diane Henry

Cost of Controversy — How To Have a Reputational “Moat” in an Age of Transparency

Have you read the business news headlines lately? Fraud! Sexism! Hacks! Bias! Hijinks! So. Much. Drama. You can’t make this stuff up…

4 min readJul 31, 2018

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Cost of Controversy — How To Have a Reputational “Moat” in an Age of Transparency

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Diane Henry

Micro VC’s, Angels and ICO’s — Oh my! How startups are getting funded now

If you follow startup investment trends you may have noticed that there are a number of new, smaller VC’s emerging — referred to as micro…

3 min readJul 23, 2018

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Micro VC’s, Angels and ICO’s — Oh my! How startups are getting funded now

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Diane Henry

The Dream vs.

If you are an entrepreneur (also applies if you’ve decided to go work at a startup), let me know if you relate to this. You launch your…

4 min readJul 16, 2018

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The Dream vs.

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Diane Henry

Diane Henry

Investor in high growth startups, invested in the future. Obsessed with the intersection of personal income & technology. Founder at Rogue Capital Collective.

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