Both Sides of the Table

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Further Thoughts on Startup Operations

Both Sides of the Table

I usually encourage people to think about titles like, “Founder & CTO&# or “Founder & VP Marketing.&#. Dilute your cash, equity or both. Create hassles for post-merger integration of technology or teams. Functional roles provide more clarity around roles and responsibilities. and my favorite].

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What Makes an Entrepreneur? Four Letters: JFDI

Both Sides of the Table

You’re sales person is getting blocked by the CTO who says she shouldn’t go above him but the CTO isn’t approving the deal. He would have found somebody technical and inspired that individual to work for equity or deferred payment. Should she take a chance and potentially ruffle feathers?

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8 Tips To Get the Most Out of Your Investors and Board

Both Sides of the Table

But the thing I am most proud of about Rob is that he has taken a company with a uniquely talented founder & CTO – Nick Halstead – and managed to build a very tight working relationship with Nick where we drive world-class product development without having the usual founder / CEO conflicts. Always seek input.

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This Week in Venture Capital – Episode 4

Both Sides of the Table

Investors: Matrix (Dana Stadler, who was the CTO of PayPal). Summit is a hugely respected firm in Silicon Valley and a long-term “institution&# but they’re better known as more of a “private equity&# investor meaning that they do later stage investments in much larger companies that are profitable. 15mm in Series A.

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What Did I Learn From the First VC Check I Ever Wrote?

Both Sides of the Table

As a result that company is now as valuable as Invoca ( last round raised >$70 million ) so Jason ended up with two very valuable equity positions and has now raised an early-stage seed fund. And my friend and Invoca co-founder Colin Kelley has done both. Some start, some scale, some can do both.

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This Week in VC with Rick Smith of Crosscut Ventures

Both Sides of the Table

I spoke about the need of the CEO, CTO and head of Products to be in the same location. Convertible debt is a loan to the company that doesn’t typically get paid back but rather “converts&# into equity when you raise a larger round at a later date. Great exit. - Can you please expand on your post about distributed teams?

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A Few Key People Really Can Make a Huge Difference

Both Sides of the Table

There’s you and your killer CTO co-founder. The other message I delivered to the room of entrepreneurs & investors at dinner the other night was that you need to think about equity from outside the region the same way that countries think about foreign direct investment. We know it can be done.

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