What You Are Instead of What You Are Going To Be

I spent the weekend in Las Vegas with my dad. He’s almost 77 and I’m 49. We had an awesome weekend which I expect he’ll write about in detail on his blog Repairing the Healthcare System in the next few days since he generally does a really nice retrospective of our annual trip together. As I was reflecting on our weekend during my flight home yesterday, I remembered a discussion I had with Todd Vernon, the CEO of VictorOps, and a long time friend (we’ve been investors in the last three company’s of Todd’s – Raindance, Lijit, and now VictorOps – going back almost 20 years.)

February 9, 2015 · 5 min

Explaining Net Neutrality to My Dad

It’s late Saturday night after an awesome day in Las Vegas with my dad. We are doing our annual father-son weekend, where we head out on Friday somewhere he wants to go and return Sunday afternoon. Don’t ask my why we ended up in Vegas – it’s a mystery to both of us, but we are having fun. Today we bought some art at the Martin Lawrence Gallery, tried to buy tickets to Rod Stewart but finally gave up, headed down to Downtown Las Vegas, had lunch at The Container Park, hung out with Tony Hsieh for a while at his new Airstream Park, had ice cream twice, dined at Nobu at the Hard Rock, and spent a lot of time talking about the government, health care, and net neutrality.

February 8, 2015 · 3 min

The Industrialization of Mobile

I am on the board of Sitrion, who just released their latest version of Sitrion ONE, which allows enterprises to deliver mobile solutions in one single day. Many companies travel a long and interesting journey. When we invested in NewsGator in 2004, RSS was just starting to emerge as a protocol and wire up much of the content on the web. At the time, it was impossible to anticipate how the web would evolve, as 2004 was a particularly low point in the evolution of venture capital and tech companies. Of course, it was also the year that Facebook was founded, which is an important thing to remember about the relationship between perception in the moment and long term reality.

February 4, 2015 · 3 min

The Rule of 40% For a Healthy SaaS Company

There are lots of blogs and anecdotes on (a) how to build a successful SaaS company and (b) what a successful SaaS company looks like. Yesterday’s post by Neeraj Agrawal from Battery Ventures titled The SaaS Adventure is another great one as he describes his (and presumably Battery’s) T2D3 approach. If you want to follow these posts more closely on a daily basis, I encourage you to subscribe to the Mattermark Daily newsletter. Or take a look at the VCs I follow in my Feedly VC channel.

February 3, 2015 · 3 min

Sunday Morning With the Wayback Machine

I’ve been reading a bunch of history lately. So I was psyched to see a long post titled Never trust a corporation to do a library’s job highlighting some of the amazing stuff that the Internet Archive has done with the Wayback Machine and its other properties including the Live Music Archive and their Software Collection. So – I decided to go down a website memory lane trip for Intensity Ventures (my personal investment company), SOFTBANK Technology Ventures (my first VC firm), and Flatiron Partners (Fred Wilson and Jerry Colonna’s first VC firm, which was an affiliate of SOFTBANK). As a special bonus, I was the webmaster for Intensity Ventures and SOFTBANK Venture Capital (for at least the first few years.)

February 1, 2015 · 3 min

How Does A Small Company Make A Big Company Successful?

tl;dr: As a small company, focus on two things with big companies: “1. What can we, the small company do, to make the big company successful? 2. What can I do, as a leader of a small company, do to help the people I’m working with at the big company be successful within the big company?” I was on the phone yesterday with the head of corp dev for a very large tech company. He and I had never talked before so it was an intro meeting, although brokered by a long term colleague at that company. It’s a tech company we’ve had many interactions at many levels with over the years – some good, some bad, some complex, and some perplexing. Over a long period of time, these interactions, and many others that I’ve had with other big companies, have shaped my view on interacting with large tech companies.

January 29, 2015 · 8 min

How To Raise A $150 Million VC Fund

One day in 2009 David Cohen and I were talking. Here’s what I remember the conversation being. David: “I’m seeing so many seed deals from all the mentors and people I’m running into around Techstars but I’m not sure what to do with it.” Brad: “Why don’t you raise an angel fund and just invest in them as a seed investor.” David: “Do you really think I can do that?” Brad: “Absolutely – you’re a great investor. Raise a small fund – $5 million. I’m in for $100,000 so you’ve got your first LP. I’ll help you get it done.” David: “Ok – let’s go.”

January 28, 2015 · 5 min

That Didn't Need To Take An Hour

Have you ever finished something and thought to yourself, “That didn’t need to take an hour?” In my world, I have an endless stream of requests to do something for an hour. I just looked at my calendar for the next two weeks and almost everything that someone else scheduled and invited me to is for an hour. In contrast, all of the things I (or my assistant) have scheduled are for 30 minutes. And many of them will take five minutes.

January 27, 2015 · 3 min

We Will Never Need Another Financing

I hear some version of this one all the time. “We will never need another financing.” “This financing will get us to cash flow breakeven.” “This is our last financing before we become profitable.” It’s probably bullshit. There are so many reasons companies raise more money in the future that even making an assertion like this is generally nonsensical. But even if you, as the founder, believe it, you are still probably deluding yourself.

January 25, 2015 · 4 min