Both Sides of the Table

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Does the Size of a VC Fund Matter?

Both Sides of the Table

A 1997 vintage is likely to perform much better than a 2000 vintage because the former got to ride the dot com bonanza and likely saw some quick IPOs and crazy trade sales while the latter is more likely filled with many companies that never reached the promise land (or are still trying). Why does vintage matter to you?

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On Bubbles … And Why We’ll Be Just Fine

Both Sides of the Table

I know that most people who are close to them tend to deny their existence, as we saw in the great housing bubble of 2002-2007 and the dot com bubble of 1997-2000. That happened a lot in 2002 and again in 2008. I believe a bubble occurs when a market is willing to pay greater than intrinsic value for an asset class. You feel it, too.

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Some Career Advice for Aspiring Tech CEOs

Both Sides of the Table

Maybe they were in their 20s in 2002 when being a startup CEO wasn’t really available to most? So it could be that a sale would yield you seven figures and you could move on to your next role but the CEO wants to “go big or go home” and sometimes go home is the outcome. It will likely IPO in the coming years.

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Why You Should Make Your Competitors Your Frenemies

Both Sides of the Table

Conventional wisdom in most companies is that “the competition is the enemy&# – it’s the rallying cry to dig deeper, get more features out the door, issue press releases citing differences and attack the competition’s weaknesses in sales presentations.

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This Week in VC: Michael Montgomery (President, Montgomery & Co.)

Both Sides of the Table

Founded in 2002 and expanded after founders graduated from CMU in 2006. Woot was one of the first one-per-day item sales site with a humorous and not always PC content. -Online clothing, accessories and décor retailer with focus on independent and vintage-inspired fashion. Total raised: $1.3mm. TechCrunch. Acquired by Amazon for $110m.

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Should You Really be a Startup Entrepreneur?

Both Sides of the Table

It was 2002 – the “dog days&# of the Internet and we were running out of cash. My SVP of Sales & Marketing quit 30 minutes before an important board meeting. Imagine how Flurry felt when Steve Jobs called them out by name. They seem to have bounced back nicely. Your highs are super high.

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Should You Really be a Startup Entrepreneur?

Both Sides of the Table

It was 2002 – the “dog days&# of the Internet and we were running out of cash. My SVP of Sales & Marketing quit 30 minutes before an important board meeting. Imagine how Flurry felt when Steve Jobs called them out by name. They seem to have bounced back nicely. Your highs are super high.