Both Sides of the Table

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

Both Sides of the Table

As I’ve highlighted I believe we’re in a unique period similar to 2005-08 where the biggest tech firms of Silicon Valley (and some media companies) are scooping up small software companies as “talent acquisitions&# versus accretive revenue / profit generators. But it is. So know that going in.

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Upfront Ventures Adds Hamet Watt as New Investment Partner

Both Sides of the Table

As more consumers were skipping commercials the idea of authentically integrating brands into media seemed obvious to me and ended up informing a lot of my investments in 2009 and 2010. Media relationships. He had made some structural mistakes in NextMedium that meant the Cap Table and leadership team was a bit wacky.

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How to Work with Lawyers at a Startup

Both Sides of the Table

I’ve seen startup CEO’s send requests like, “can you please update our Cap Table with the latest stock option allocations approved at the board meeting?&# My email response (in my head, not sent), “can you please waste more money having expensive lawyers do something that you could / should easily do for free?

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Angel Investing: Skill 3 – Relationships with VCs

Both Sides of the Table

In the latter cases many companies (Flickr, Delicious, Blogger, Writely in 05-08 and lately Invite Media, Aardvark, Dodgeball, etc.) In the first instance many angels made beaucoup bucks by getting in on deals that IPO’d quickly. got picked up early without raising a lot of VC. We’re back in the “feel good angel&# phase.