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Changes in Software & Venture Capital – Part 2 of 3

Both Sides of the Table

Yesterday I wrote Part 1 of the series on the changes to the software industry over the past decade that has led to changes in the venture capital industry itself. These trends have put pressure on traditional VCs. So VCs spent a couple of years experimenting with earlier-stage investing, which is OK. Funny, that.

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What I Would Look for When Choosing a VC – Knowing What I Know Now?

Both Sides of the Table

Picking a VC is hard. So I thought I’d write about out with what I would look for in a VC knowing what I know now and why. Most VCs are book smart. VCs should be more of a coach than proscriptively telling you what to do. You don’t really have much to go on to decide who would make a good fit.

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Praying to the God of Valuation

Both Sides of the Table

Something happened in the past 7 years in the startup and venture capital world that I hadn’t experienced since the late 90’s — we all began praying to the God of Valuation. How might our next phase of the journey seem brighter, even with more uncertain days for startups and capital markets? What happened?

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Your board should protect you!

Berkonomics

Even venture capitalists who sit on boards where they have significant investments often forget this point. They write in their investment documents that they will occupy a seat on the board for as long as they are invested in the company, thinking of this as a protection for their investment and tool for them to influence growth.

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Some Reflections on VC Investment Decisions

Both Sides of the Table

I was having dinner with a friend last night and we were chatting about venture capital and a bit about what I’ve learned. I know I can’t be in every deal and I know that the easy part of being a VC is writing the first check in a deal. If an accelerator is writing you they’re also writing 25 other VCs.

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How I Got the Monkey Off My Back – Today Was a Good Day

Both Sides of the Table

As a result I didn’t write my first venture capital check until March 2009 – exactly 5 years ago. I divided success into the phases of venture capital and 18 months into writing my first check here was my view (details on each in the link above). Sourcing high-quality leads : 9/10. ” Yup.

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Choose Your VC Investor Carefully

Both Sides of the Table

Beware of VC Seagulls, who shit on you and then fly away (or worse yet leave you with Red Herrings). I write this post as a warning to pick your VC’s carefully. I like to say to first-time entrepreneurs, picking a VC is more permanent than marriage. I guarantee this is a bad VC. There are many great VCs.