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Angel Investing: Skill 3 – Relationships with VCs

Both Sides of the Table

This is the third article in a series on what it takes to be a great angel investor (and why this should matter to entrepreneurs). I should say that I agree that naive optimism in entrepreneurs can produce higher beta (upside or flops) and that’s good from an investment standpoint if you’re looking for big returns.

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What Angel Investing & Florida Condos Have in Common

Both Sides of the Table

They have marked-up paper gains propped up by an over excited venture capital market that has validated their investments. Logic tells me the following: It is hard to make money angel investing. The best angels will do very well just at the best real estate investors did well in good times and bad.

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Angel Investing 4 – Why You Need Deep Pockets to Win Big

Both Sides of the Table

This is the fourth article in a series on what it takes to be a great angel investor (and why this should matter to entrepreneurs). This is the same with angel investing. Protecting every investment – including bad hands – is a losing strategy in poker & in angel investing.

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Angel Investing – The Most Underrated Skill: Access to Buyers

Both Sides of the Table

article in a series on what it takes to be a great angel investor (and why this should matter to entrepreneurs). For most entrepreneurs it will be the first time and also will have such a profound impact on their future financial situation that it’s hard to objectively handle the exit process in the way a seasoned pro can.

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3 Real-World Startup Lessons from Harvard Business School Entrepreneurs

Entrepreneurs' Organization

We both went on to have successful careers as consultants and entrepreneurs, and had a passion for working with and investing in younger entrepreneurs. We reconnected in 2016 and began angel investing in startups in New York City.  We first met at Harvard Business School as young students in 1989.

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Revisiting Paul Graham’s “High Resolution” Financing

Both Sides of the Table

When I first read Paul Graham’s blog post on “High Resolution&# Financing I read it as a treatise arguing that convertible notes are better than equity. Not that they’re “such a bad idea&# but more that there are inherent problems for entrepreneurs in the process of raising angel money that need to be addressed.

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Angel Investing: Skill 3 – Relationships with VCs

Both Sides of the Table

This is the third article in a series on what it takes to be a great angel investor (and why this should matter to entrepreneurs). I’d rather be Roger Ehrenberg with a thesis around data-centric companies and base my investment decisions on my background. Because he doesn’t look to invest in quick flips.