Google dominates search. Sure, there’s a thing called Bing and a few other choices out there, but everything ends up being the blue and purple link thing curated mostly by machines. In an effort to experiment with a different approach, we recently led an AngelList syndicated investment in one potential search challenger, a Kansas City based startup called Leap.it who is taking a different approach based on the belief that machine-based algorithms can only get you so far. They hypothesize that by injecting social and real-time data, along with interactions with real people, your search results become much better.

Our portfolio company JumpCloud is running a survey to dig deeper into the professional lives of IT folks and their move to DevOps. If you are open to sharing your thoughts and experiences, please take their survey. It’s only about five minutes long and they are sharing all of the raw data (anonymized, of course). The survey ends at the end of June. The IT sector is undergoing some interesting transformations as a result of the cloud, DevOps, and mobile. I’m interested to see what the data tells us.

Google dominates search. Sure, there’s a thing called Bing and a few other choices out there, but everything ends up being the blue and purple link thing curated mostly by machines. In an effort to experiment with a different approach, we recently led an AngelList syndicated investment in one potential search challenger, a Kansas City based startup called Leap.it who is taking a different approach based on the belief that machine-based algorithms can only get you so far. They hypothesize that by injecting social and real-time data, along with interactions with real people, your search results become much better.

I’ve been stalled trying to get through two books: Startup Opportunities (with Sean Wise) and Startup Metrics (with Seth Levine). Dane McDonald (FG Press CEO) and my assistant Eugene Wan created a book cover recently to try to inspire me, as an homage to Do More Faster (with David Cohen). It worked. I’ve gotten a lot of writing on Startup Opportunities done in the last week and I expect this week to be a good one.

Lots of people get married on the summer solstice. To all of them – including those getting married today – congrats and welcome to the club! It’s a particularly sweet club on your 21st anniversary if you are a numerophile, which is a word that Amy and I just made up that describes people who love numbers. And blackjack. And Dragons. And Daenerys – what a serious badass she is. And Arya also. But I digress. Can you tell that we recently figured out how to watch the Game of Thrones season finale up in Homer?

With yesterday’s announcement that early-stage VC Greycroft has raised a $200 million growth fund, this type of fund has officially become a trend. But before we dig into the dynamics of it, let’s pay homage to the originator of this concept, Union Square Ventures. In January 2011, USV raised what I believe was the first “opportunity fund.” Prior to this, plenty of VC firms invested across the early stage to late stage spectrum from the same fund (e.g. Battery, General Catalyst, Sequoia, Greylock, Bessemer). Others had separate early stage funds and late stage funds, often with separate teams and economics (e.g. Redpoint, DFJ, North Bridge) typically aimed at different opportunities. But the USV Opportunity Fund was the first time, at least in the post 2001-Internet bubble cycle (or last decade, if you want to put it that way) where an early stage firm created a separate fund to invest in late stage rounds of their existing early-stage portfolio companies. In USV’s case, Fred Wilson explains the strategy extremely clearly in the post The Opportunity Fund.

Recently, I wrote a post titled After Your First Big Success, What’s Next? The comment thread was powerful and fascinating, as was the direct email feedback I got, including the following note: “I think it would be interesting to hear your perspective on how an entrepreneur should approach “what’s next” after coming off a failed business. How should one manage their own emotions and their own perspectives post failure? It’s easy to play the blame game and it’s easy to be extremely hard on ourselves. There has to be constructive ways to move forward rather than destructive ways that could lead to lack of confidence, or depression.”

The Martian by Andy Weir is the best book I’ve read in a while. I consumed it in the last 24 hours. But first, here’s what I woke up to this morning. No – I’m not on Mars. But Mark Watney was. And while Mars is a lot more desolate than Homer, Alaska, I disconnected from the human race several times right in the middle of a work week because of the amazingness of this book. At 2am last night, I said out loud to my wife Amy, who was fast asleep, “I’m going to be tired tomorrow afternoon.” And, as I crawled into bed after a stretch of 7am to 2pm video conferences, I said “Wow, I’m tired, but I’m not nearly as fucked as Mark Watney is right now.”

Nope – Amy and I aren’t moving to Homer. While we have a home in Homer, where we will be for the next three weeks, we still call Boulder, Colorado our home. But we came very close to moving to Homer in 1995. We were living in Boston at the time. I’d sold my first company, Feld Technologies, in 1993. By the end of 1994 I had a staff job, reporting to the co-chairmen of AmeriData where I travelled all over the US helping with acquisitions and generally causing trouble. At some point Amy and I realized we could live anywhere and we knew that Boston wasn’t home. During one of the long conversations we had at the time about our future, we started talking about calling it quits and moving to Homer, Alaska.