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Talk to Your Heroes: How I Built a Virtual Board That Enhances My Decision-Making

Paul G. Silva

Using ChatGPT, you can create a virtual board of advisors that brings the wisdom and perspectives of your chosen mentors to your fingertips. Why Create a Virtual Advisory Board? Before I walk you through how to set up your own virtual board, let me share how mine is helping my decision-making process.

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Why it’s Critical That you Reference Check Your VC

Both Sides of the Table

How do you then reference check your VC to be sure that you’ve chosen a good firm and partner? Get a reference list - Most entrepreneurs do almost no reference checks or at least do them very informally. Some VC’s will go out of their way to give you all their references as Fred Wilson says in his post.

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How Boards Need to Evolve Over Time

Both Sides of the Table

I’ve written a few posts about boards recently as part of a series on the subject. I admit that I haven’t yet read it but I’ve had numerous discussions with Brad over the years about board structure & conduct and consider him a mentor on the topic. Offering a sparring-partner function on strategic decisions.

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Be Honest on VC Reference Calls

This is going to be BIG.

A friend of mine running a very successful company found himself conflicted over an upcoming reference call. Less than a year in, both had disappeared from board participation entirely, letting the other VC firm in the deal take the reigns. Reference calls to potential limited partners seemingly have no upside to founders.

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The Audacious Plan to Make Electricity as Easy as WiFi

Both Sides of the Table

It’s true the some VCs have started writing so many checks that they resemble stock pickers but the majority of us still have less than 10 board seats at any time and tend to go pretty deep so the result is that we care deeply about where we commit our time. Meredith came to see me along with the CTO Marc Berte.

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

Both Sides of the Table

I’ve sat on ad tech boards with board members who clearly knew little about impressions, fill rates, CTRs, RTB, eCPMs or the difficulties & opportunities of embedded mobile SDKs vs. HTML5. If I were looking at which VCs to choose I would reference strongly for which ones are supportive in good times and bad.

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Please Help Me Congratulate Jordan Hudson as @UpfrontVC’s Newest Investment Principal

Both Sides of the Table

Associates often shadow partners at board meetings so that they can help follow up with the company on important initiatives between board meetings. I think it’s great for some people because it really does give you some solid benefits: board exposure / experience. Helping be the VC “presence” at key events.

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