Mar 8

Congratulations to Mike, Bruce, Sandro and Bill of DataXu for raising a Series B investment from Menlo Ventures, a well known Silicon Valley venture capital firm. Atlas Venture and Flybridge, the Series A investors, invested in this round as well. I got to know the DataXu team when I was with Atlas and worked on the Series A investment. Mike has a great team and some solid technology.

I think it is great that important West Coast VCs are making follow on investments in the  Boston area - another prominent investment like this is Scale Ventures investment in Hubspots most recent round. When Boston companies are doing well enough to attract capital from outside the region then you know something good is happening.

Also important - while Boston may the the number 2 venture capital pool in the world, it is nothing compared to the capital available in Silicon Valley. When venture firms from San Francisco supplement local New England funds this means that there is more early stage capital available in the region to support innovation - a really good thing! Let’s hope for some more great companies like DataXu and Hubspot. Actually - let’s try to make them ourselves!!!

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Mar 4

Mass High Tech is reporting that my company, OfficeDrop, has some extra office space available in our new facility in Cambridge. They are right!! While we hope to grow into this space eventually we’d like to offer desks, chairs, fast internet connections, diet coke and coffee to other startup(s) in the area looking for some month to month office space.

We’ve got four spaces available, two that are small and would be great for a single worker (but these spaces can handle two workers who are friendly!) There are also two larger spaces that can fit three to four comfortably. Probably actually three comfortably and four OK.

We are located a healthy walk from the end of the red line at Alewife. Since we’ve been here there has been well available, free street parking. A Whole Foods, Trader Joes, CVS and Chipolte are a short drive away from the space.

Ping me at healy (at) officedrop (dot) com if you are interested in learning more.

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Mar 2

Inc has a solid piece on terms to be careful of when raising venture capital. I spent some time on the phone with Darren Dahl, the journalist who wrote the piece, and he did a very good job getting his arms around some of the most important issues I’ve seen entrepreneurs trip over. Raising a venture round is very difficult and confusing terms are one area where VCs have a distinct edge over entrepreneurs. This Inc article is a good resource for founders trying to understand the terms presented to you by a VC.

A good venture capitalist will walk you through the terms after he/she has presented you with a term sheet. You should ask for this if it is not offered to you after you get a term sheet. You should prep with your lawyer prior to this and ask a lot of questions of the VC as they go through the terms with you.

And, while they are really expensive, get a good lawyer for your fund raise!

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Feb 28

Betaworks is another newer seed fund with a different model, as mentioned in PEHub. The group focuses on “new media” opportunities. They are really innovating with the structure of their fund - they are actually not a fund. Instead, they have organized as a company. It sounds like they want to be some sort of new media holding company, with some operations internal to the business (either by acquisition or by founding it internally) or by making seed investments in startups.

When making seed investments (as quoted in the PEHub interview) they “invest as little as $25,000, though our average is in the hundreds of thousands of dollars. We mostly join rounds that are a million dollars or less altogether, and we typically participate with early-stage investors that we work with again and again and again.” This is a great spot, as it is clearly underserved.

It’s clear that they focus on internet and online media companies, with investments/ownership of bit.ly, Stocktwits and Twitterfeed.

I think this is an interesting model. I kind of like it. Build it, buy it or invest in it. Pretty fun options.

I guess my one fear as an entrepreneur pitching to this group is, will they try to develop the idea on their own, since they have developer resources and ambitions of becoming a holding company? I’m assuming they will try to handle this sort of an issue like top tier VCs do, and try to avoid these types of conflicts - but it’s to say from their web site how they approach such competitive issues when evaluating investment ideas.

Their web site is not at all like the traditional VC or angel investment group. I appreciate all the cool stuff on the site, but it is a bit confusing to figure out what their thesis, check size and current areas of focus are.

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Feb 26

MobileCrunch pointed me to a new seed fund, Right Side Capital Management. The interesting thing about this fund, as reported by MobileCrunch and as mentioned on the fund’s site, is that they want to make 100+ investments a year - with minimal due diligence. I’ve mentioned before that I think that there is space for innovation in the early stage financing world, and WOW it looks like this team is trying to do it!

Supposedly they will make investments based off of an online application with potentially no face to face interaction. This is kind of crazy, since trust in the team is the most important. This seems like a pretty serious experiment in early stage investing. If it works then has this investment team found the equivalent of an ETF to actively managed mutual funds?

I’m not really sure who the founders of the fund are (I actually wish they would have more detail on their bios; when I was a VC the bio with no company name or position really annoyed me.) But it’s also not clear how much operation or next fund raise help they will offer, so I don’t know how to think about them in terms of helping the company get to the next level. With 100 investments a year I’d think that they would be too busy to actually provide any real guidance to their portfolio companies.

I guess I’m pretty skeptical that this is going to work, but I appreciate the willingness to try something totally new and wish the team at RightSide luck! It’s a cool idea in a space that needs innovation (and capital…)

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Feb 24

I’m happy to announce (a bit belatedly) that Pixily is now called OfficeDrop. Changing the company’s name was a pretty big deal, but it has gone smoothly. There is much more to it that just finding a domain that we could purchase and redirecting URLs. The biggest thing for us was getting feedback from customers and getting their buy in on the new name concept. So far so good!

I hope to post on our journey to find a new name soon, but have been so darn busy that I haven’t had a chance!

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Feb 18

Congrats to William and the great guys at AccelGolf for formally announcing their seed funding. Will did a great job leveraging his experience at TechStars into some solid angel funding, which should really help him grow the business. This is another TechStars Boston company doing really well! I hope the new class will also have a successful company forming session…

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Feb 16

Dharmesh Shah (a longtime lurker on my blog - but he did comment once!) made a seed investment in Backupify, a provider of backup services back in June. Backupify has just received a larger angel investment of $900k from First Round Capital & General Catalyst (as well as some other really well known angel investors like Jason Calacanis).

Why am I mentioning this? Because it’s important to get the word out about Boston’s angel investment community. Dharmesh and the other initial angels invested $125k in the first round, and Dharmesh is a pillar of the Boston startup community.

I was out with a well known startup’s development group the other night, and one of their VCs from the West Coast was out with them. He and another investor (acting individually, not as part of a VC fund) invested over $500k in a young developer’s startup after just a couple of breakfast meetings. Obviously this was in Silicon Valley. There is just not a lot of this fast decision making angel investing in New England. The West Coast VC made it pretty clear that he thought that investors in Boston would never be able to make these sorts of fast, company forming investments.

He’s correct, in that we don’t have a lot of the “have breakfast, get a check to start a company” investors in NE. So I think it’s important to celebrate the investors who do make company forming investments. I don’t know how much research/effort went into Dharmesh making the initial investment in Backupfiy, but regardless, he helped get something going and we should all be proud that there are investors in Boston who do this sort of a thing.

Finally, TC mentions that Backupify is looking to move HQ…  Let’s make them feel welcome in Boston and see if they will move up here!

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Feb 11

I may be a bit crazy, but I more think that Google Buzz is trying to fight Wave and Tweetdeck. Am I nuts? Most of the play for Buzz seems to be forcing things through your gmail inbox.

I like the idea of pre-populating your friend list. Of course this makes sense.

I am a little concerned about some of the sharing things… in the introduction to Buzz video Google highlights how it will share topics that weren’t in your friend group if a lot of your friends commented on it. But I could see this backfiring a la Facebook Beacon (hey, I wasn’t invited to this party that everyone is commenting on or hey, looks like my wife just found out I’m asking for advice on the location of her surprise birthday party.)

What is the purpose of Buzz? I’m sure it is the same as most of Google’s strategy - get as much data as possible so that the core search product can be improved. Mobile is probably the most important part of this play (in my mind.) To get an idea of how Google is watching you (i.e. collecting data) check out this part of the Google intro to Buzz video.

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Feb 10

ComScore is reporting that ecommerce actually shrank in 2009 due to a major decline in travel spending (via Online Media Daily). Online retail spending decreased 2% year-over-year to $209.6 billion.

Weighing down the broader numbers, travel e-commerce spending dropped 5% in 2009 to $79.8 billion, while retail — non-travel — e-commerce spending actually remained flat at $129.8 billion.

The holiday period grew vs. the previous year, so this is a good sign.

Another interesting point is that Bing grew search volume share to 10.7% from 8.3%. I believe that a viable competitor in the search space is important, so I’m hopeful that Bing will be able to produce good enough results to bring over a real volume of people.

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