I co-founded O'Reilly AlphaTech Ventures (OATV) with my partners Tim O'Reilly and Mark Jacobsen. I invest in things most VCs won’t. I don’t wear blue shirts and khakis. I work in the city and live in the mountains. I own more bikes than cars and more skis than bikes. I have a wife and 5 kids that my world revolves around.
That number. I hadn’t seen that number pop up on my phone in years. 12 years to be exact. I’ve thought a lot about the conversation I had the last time that number popped up on my phone...
Around this time last year, Christopher Mims at the Wall Street Journal did a profile on the experiment we were running with Indie.vc . Buried in the piece was a mention of a new fund we’d clo...
The biggest mistakes I make as a VC come when the emotions of friendship cloud the realities of being a financier. That’s an easy line to blur when your business is based on personal relation...
Today feels like the golden age of being Anti something. If my Twitter feed is any indication, there is literally no end to what people are being Anti of Anti Trump. Anti Hillary Anti Fox...
Amy Krouse Rosenthal died yesterday . I don’t know her, but I cried when I read the dating profile she wrote for her soon to be widowed husband. Like, big ugly cried. I can count the num...
In another life I will come back as a chef with a small restaurant in a little village with less than 10 seats inside and a quaint patio outside. Word of my talents will spread far and wide and p...
Over the years I’ve used Uber 600+ times and spent 10s of thousands of dollars with them. I am neither an Uber apologist nor critic, but I did something today I’ve never done. I used Lyft....
“What’s your end game?”, I asked This particular founder had just raised a mid eight figure round of funding. And, after hearing about struggles with their board, struggles with the new i...
Just as we’re running out of derivatives for “seed” and letters in the alphabet there’s a new funding trend emerging. Call it Bootstrap+, Fundstrapping or Series 1 and done, there seems...
Unicorns and venture capital go hand in horn. Or so the story goes. Have a billion dollar idea, raise a little bit of money, show a little traction, raise a lot more money. Rinse and repeat. ...
It was super early and I was still waking up and maybe I was a little grumpy but seriously why was this flight attendant being so nice to me? They had way too much energy and knew way too much ab...
A few weeks back, I was sitting at the counter of a local coffee shop waiting for my meeting to show up. As I sat, I overheard a conversation between the owner and a prospective vendor. The meeti...
Venture Capital is a hell of a drug . At Indie.vc we’ve developed a simple 12 step program for those of you looking to break the habit in 2017: Step 1- We admitted that we are powerless ov...
For an industry that doesn’t do it for the money, we sure talk about money an awful lot in the world of startups. A few posts were written this past week diving deeper into the numbers that d...
There’s an exchange in Season 2′s final episode of HBO’s SIlicon Valley that I haven’t been able to shake. After deciding to change the focus of the business, Richard confronts Action...
As we walked around the block, away from the team and the screens in the office, the founder started to open up: > “In the last year I’ve gained 20lbs, I’ve stopped exercising, ...
Startups are overdosing on ambition these days. Everything has be a billion dollar idea that changes the world or it isn’t worth doing. These days, even a billion doesn’t seem to be enoug...
We recently celebrated our 10yr anniversary at OATV. Over a decade ago, seed investing was such a new idea that it took nearly 2yrs of pitching potential investors to get our first fund off the g...
Details are still coming in on the specifics around yesterday’s explosion of the SpaceX Falcon 9 vehicle. Here’s what we do know from the company’s own press release: > At approximately...