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Some Reflections on VC Investment Decisions

Both Sides of the Table

And when the press releases and the attaboys wear off it still comes down to real work. You have to figure out when to be the up-beat coach, “It will all get better, stay confident, keep the course” or the honest voice in one’s ear, “Listen mate, you’ve been protecting your head of product for far too long.

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The Loneliness of Success that Nobody Talks About

Both Sides of the Table

I’ve tried over the years to write many times about the realism of the downsides of being an entrepreneur because there is a complete cognitive dissidence between what you read about yourself in the press and what you feel internally about where you’re at in the journey. Advisors / Coaches / Mentors.

Press 150
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The Importance of Proprietary Deal Flow in Early-Stage VC

Both Sides of the Table

What price? The only way for a company to be overvalued is if there’s someone willing to pay that price. ” Therefore one goal of Y Combinator appears to be “get the highest price and best terms.” We are judging how well you are coached on stage. What kind of deals should I be doing? What stage?

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Why Early-Stage VCs Should Be Careful About Intros from Bankers

Both Sides of the Table

What price? The only way for a company to be overvalued is if there’s someone willing to pay that price. ” Therefore one goal of Y Combinator appears to be “get the highest price and best terms.” We are judging how well you are coached on stage. And for the record, GRP has funded YC alum.

Startup 361
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Be Careful About Being a Meddling Startup CEO

Both Sides of the Table

In practice it can be a fine line between sparring partner / coach and stepping over the line to brute-force persuasion. But where you need to be careful is in either “cutting side deals” with the execs such as huge CEO pricing discounts (unless that’s the agreed sales plan) or committing to features to win a deal.

Startup 150
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8 Tips To Get the Most Out of Your Investors and Board

Both Sides of the Table

Understanding where your VC partner sits in their respective fund and where their fund is in the cycle of its investment lifecycle will help you understand your VCs behavior. So if all I need to do is make some customer calls, interview potential employees or help with his fund-raising decks – hallelujah. Assigns tasks.

Tips 365
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As Populist as it May Feel, 98% of VCs Aren’t Dumb

Both Sides of the Table

Most top tier VCs return about 3x invested capital and outlier funds (the best of a vintage) might return 6-8x. But the larger funds usually have lower returns because they are often investing bigger dollars at later stages with less risk and therefore lower returns. Yet their next fund had Facebook in it. And Coach Campbell.