Last Evening Before the Fun Begins (Daily Double Bonus)

Rosa getting the Associates well prepared for the summer

To cheat on my sidebets about my blogging output, I am putting out an afternoon version. 2 blogposts in one day = half of my weekly obligations in my wager with Twitter’s very own @r2r.

In keeping with the fun of the morning, this afternoon kept up at the same breakneck pace. In short order I learned:

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9 Point Checklist Before Investing in an Angel (or VC) Fund


In the last post, I discussed how commingled funds, whether they be managed by micro-VCs, leading angels, or traditional venture capital funds, can be an important component in an early stage investor’s overall strategy. This is especially for those who otherwise can’t assemble a diversified portfolio. In this post, I’m going to talk about 9 areas I think are most relevant to look at before investing in a startup fund. They are:

1)     The Manager’s Background /Reputation

2)     Prior … Read More

My Next 8 Months of Angel Investing: One Fund and a Half Dozen Startups

OK, the title of this post has ensured that I’ve gone and blown any shreds of suspense. But I’m writing this to get feedback from all of you, so feel free to pick apart my logic.

Angel investing itself is 100% bottom-up, i.e., picking the right companies. However, in order to figure out how much I have to spend, I need to think top-down, or macro.  I start by figuring out how much is a proper amount to go into … Read More

Four Weddings and a Funeral for an Angel Investor

Well, March has come in like a lion. Not only did we get 26” of snow two weeks ago in Burlington, but also I’ve been experiencing a blizzard of activity with my angel investments—4 good events, and 1 bad. Which is a great ratio, but then again, these are only midterms, and most final grades aren’t in.

So, what’s to celebrate? The best news came first: an exit on one of my investments.  The good news was accompanied by the … Read More