The Power of … WOO!

My last angel blogpost was months ago as I threw in the towel and announced I would only be investing passively. So after this and this and this and this on why and how, I outsourced all early stage investing. And I have been pleased so far.

But now I’ve gone and broken my new year’s resolution, because I…just…had to. I met the firm I couldn’t resist–and it’s Woosports (nee KinematIQ). You can’t find out much about them, … Read More

Angel Heaven: Building the Ultimate Syndicate Vehicle

Continuing my recent onslaught on articles about angel syndicates. (Last one before I go back to hibernation.) Here is my dream wish list for the ultimate angel investing vehicle.

The Killer Angel Vehicle combines the best of institutional asset management with ease of shopping on Amazon. Let’s have an instrument that delivers filtering, scale, governance, diversification, benchmarking, standard documentation, access, and actionable low cost passive indices. Oh yeah, and make it easy. And easily transferable in a secondary market.

I … Read More

It’s Wayne’s World! Party On, Excellent Syndicate!

Wayne is IN! And I’m thrilled to be along for the ride. Details below.

Let’s start with some non-controversial startup investment logic:

1)   Critical elements to successful startup investing are staying on top of technology trends and having access to good deals

2)   Smart entrepreneurs seek out as advisors/investors those successful role models who they can relate to (i.e., are the same age, travel same circles, have friends in common, etc.)

3)   I have a limited amount of connections and … Read More

Plated–(My Favorite Due Diligence Ever)

For those of you who love to eat, like to cook, and dislike or don’t have time to shop in the market, fasten your seatbelts. Or perhaps loosen your waistbelts. And angels, get ready to loosen the checkbook. Got a new favorite.

I’m fond of TechStars companies (it is such a great filter, with acceptance rates hovering around 1%), and even fonder of repeat, successful entrepreneurs. So when I heard of Plated, a TechStars NYC company where two HBS … Read More

My Favorite Angel Investor I Don’t Know

Apologies for having fallen off the blogging wagon in the last year. I’ve also slowed down the angel investing pace–a little bit because of valuations, but mostly because I’m running another startup, BuysideFX which takes up all my attention. (I’ll tell the story about how I decided to fund that later when we have something big to announce early next year.) Blogging, mentoring, investing, adding value has all dropped off the cliff, but offset by hopefully getting on another rocket … Read More

Even More on AngelList

I co-authored a piece with Dharmesh Shah on 21 Tips for Companies Raising Money from AngelList. Check it out on the OnStartups.com blog. It’s a companion piece to the article from two days ago on the big four benefits for angels on using AngelList. Forgive the lack of links, I’m typing this for the first time via my phone. Will properly fix this tonight when I’m back in front of a laptop.

If you are an angel I know … Read More

AngelList’s Big Four Benefits for Investors

Anyone who regularly reads this column knows I love AngelList. It’s the matchmaker service between promising startups and early stage investors which has revolutionized angel and maybe even VC investing.  There has been a slew of recent articles on AL, including good ones from Venture Hacks, Venture Beat, and BostInnovation.  But while there are a few guides on how to hack AngelList from a startup’s point of view, almost nothing exists for angels looking to get … Read More

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

Why I Passed on Investing in (a real but unnamed) Hot Startup

Yesterday I video-skyped with the CEO of an intriguing Startup.  They were recommended to me by one of their investors on AngelList.  They had going for them a) a big addressable market; b) an area which clearly will break out, but with no clear leader; c) two vocal and well-known angel backers, both of who screen more potential deals than anyone else I know, but both only investing in maybe 10 a year; d) other influential investors; e) an … Read More