Brad Feld

Year: 2013

Amy and I talk a lot about big issues, such as depression and divorce, in Startup Life: Surviving and Thriving in a Relationship with an Entrepreneur. I’ve been speaking from experience on each of these topics, as I’ve struggled with anxiety and depression my entire adult life (the official DSM-IV code I have for my diagnosis from 1991 is 300.3 – Obsessive-Compulsive Disorder) and, in 1990, I was divorced from my first wife.

I’ve always been open about these two issues (and experiences) since they’ve had a profound impact on me. I’ve learned how to manage my OCD and, even when I’m depressed, I’m very functional (if you didn’t know I was having a depressive episode, you’d think I was just flat or having an off day.) And many of the things that Amy and I do right in our relationship are lessons that we learned when reflecting on why my first marriage, and marriages of friends of ours – many of which are entrepreneurial couples – have failed.

As I’ve been doing interviews and talking about Startup Life, I’ve been asked several times whether or not entrepreneurs are more prone to depression and divorce. While I have zero empirical data, I believe from my qualitative experience that they are no less prone to this than the rest of the population. But I don’t really have empirical data to support this assertion either.

So – I’m looking for real data. Do any of you out there know of real quantitative studies – preferably academic / social science oriented, that investigate the question of whether or not entrepreneurs are more prone to depression? Or, a separate study that investigates the question of whether or not entrepreneurs are more prone to divorce?

If you know of one, email me or leave it in the comments.


I’m crazy proud of my partners Jason Mendelson and Ryan McIntyre for their band Legitimate Front. In addition to being VCs, we each have a creative outlet that is super important to us. Mine is writing books; their’s is creating awesome music.

In August, their released the first album from their new band Legitimate Front. The idea of staying up until midnight on a Saturday night at The Fox Theater in Boulder is an odd thing for me, but I showed up and rocked out with them. And was totally, and completely, blown away.
[youtube https://www.youtube.com/watch?v=R9Hbegg1-zw]

Two of our old partners from Mobius Venture Capital – Greg Galanas and Carl Rosendahl – showed up to support them. And our IT Guy – Ross Carlson – made an impressive guest appearance on the sax.

They’ll have more gigs coming up in the future, including a magic top secret one in San Francisco in a few months. Guys – y’all rock.


I love Scott Kveton, the CEO of Urban Airship. He and his team are building an amazing company in Portland. If you do anything mobile-related and use push notifications of any sort, or real-time location targeting, you need to be talking to them. But even more impressive is how Scott leads his company.

The other day, I got an email from my partner Jason with a photo of the Urban Airship Meeting Rules posted on the wall. They are so logical as to be rules that should apply to every meeting at every startup from now until forever.

Urban Airship Meeting Rules

0. Do we really need to meet?

1. Schedule a start, not an end to your meeting – its over when its over, even if that’s just 5 minutes.

2. Be on time!

3. No multi-tasking … no device usage unless necessary for meeting

4. If you’re not getting anything out of the meeting, leave

5. Meetings are not for information sharing – that should be done before the meeting via email and/or agenda

6. Who really needs to be at this meeting?

7. Agree to action items, if any, at the conclusion of the meeting

8. Don’t feel bad about calling people out on any of the above; it’s the right thing to do.

I particularly love 0, 1, and 4. I rarely walk out of a meeting when I’m not getting anything out of it. I’m going to start paying more attention to this one.


Following is a guest post from Lura Vernon, President of the Monarch High School PTSO. Lura is also a good friend, contributor to Startup Life: Surviving and Thriving in a Relationship with an Entrepreneur, mother of two awesome young women, and wife of Todd Vernon, CEO of VictorOps

Lura’s request is for laptops for Monarch High School Students. Any amount will do – 1, 2, 5, 10, 25, 50, or even 100. If you have any extra, please email me and I’ll get you connected. Foundry Group is contributing a MacBook Air this week.

What can a student learn from bringing a laptop to school every day?

Sure, she can learn to make a mousetrap car by watching a YouTube video, she can watch population densities dynamically changing over time, and she can hear an unknown French word pronounced correctly without asking the teacher.

But there’s a ton of learning that happens that wouldn’t be obvious to the casual observer.

She also learns that her father would kill her if she breaks the laptop, not figuratively, but literally.  She learns that Facebook bullying can be overwhelming but also easily dealt with by simply not reading Facebook for a while.  She learns that her grades will greatly improve if she pays attention in class rather than surfing the web behind the teacher’s back.  And she learns that her parents have WAY OVERREACTED to that new Snapchat app.

Monarch High School is in its second year of requiring its students to bring a laptop to school.  It’s Principal, Dr. Jerry Anderson, has worked long hours to bring state of the art WiFi to the building, give the teachers the training, and bring the parents up to date.  Any student who’s parents couldn’t afford a laptop was provided one; all they had to do was ask.  It’s my opinion that this program will do more to improve the achievement gap between genders, races, and different learning abilities than any other program conceived by the district.

The problem?

Dr. Anderson has conducted fundraisers, partnerships with local businesses, and worked with the district to provide free refurbished computers to those who need them.  Up until now, she had the resources she needed so that all students had a laptop in school.  Unfortunately, because of a high percentage of refurbished computers that crapped out, Monarch has five students who haven’t had a laptop since the beginning of the semester.

If your business has used laptops that they are considering getting rid of, Monarch will take them!  We’ll provide you with our non-profit tax ID # and give you a receipt.

If you can help, please email me.


I recently decided to back three graduates on Upstart. In this new model of crowd-funding, accredited investors back entrepreneurs and have the option of signing on as mentors. In exchange, the “upstart” gives up a percentage of their future income over the next 10 years. FYI – I’m not an investor in Upstart, but I am a big fan.

The common thread with the upstarts I’ve backed is their passion to cross art with technology. Chris Mathews, Bennett Lin and Shefali Kumar Friesen are all highly-focused on their interdisciplinary efforts, applying art and music to technology to solve today’s problems.

Shefali asked me if I knew anyone interested in art and technology who might want to help her reach her funding goal. I asked her to make the case, and she came back to me with the following video (posted on her Upstart profile).

[vimeo 57611714 w=400 h=300]

I think Shefali is awesome and I’m proud to be backing her. Join me if you can!

As investors, are we the modern-day patrons of the arts?


An email was forwarded to me this morning that had the following text in it (I’ve anonymized “The College” but it’s a large, well-regarded four year university.)

The College is Going Google! What does this mean? How will it impact teaching and learning at The College? Many K-12 school districts are using Google Apps for Education, providing their students with access to Google productivity tools as early as primary school. Students coming to The College in the next five years may never have opened Microsoft Word, but will be familiar with sharing, collaborating, and publishing with Google tools. Are you ready?

I spend time at a few universities, including MIT and CU Boulder. I’m teaching a class this semester at CU Boulder with Phil Weiser and Brad Bernthal called “Philosophy of Entrepreneurship.” We had our first class last week – Brad Bernthal led so Phil and I sat in the back. I noticed a bunch of students with their email open during class – almost every one of them was using Gmail.

A meme went around a few years ago that kids using Facebook would never use email and that Facebook would replace Microsoft Outlook and Gmail. This never really made sense to me, especially since I’d already heard that text messaging would replace email, and then I heard that X would replace email, and now it was going to be Facebook. As much as email frustrates us, it’s still by far the most ubiquitous comm channel.

But as someone who switched completely from Microsoft Exchange to Google Apps a few years ago, it seemed clear to me that Microsoft was going to come under incredible pressure on this vector. Office 365 was one of Microsoft’s reactions to this, but I still haven’t met any company that uses Office 365 as it’s primary infrastructure, although Microsoft has a nice site called NowOnOffice365.com that lists a bunch.

Now, it appears that Google is taking a page from the Apple playbook and focusing on higher education. Apple did this magnificently in the 1980’s when I was in college and did this again in the past decade. Jobs was always focused on universities – I still remember “computers are bicycles for the mind” and the 50% discount off of retail promotion that MIT had in 1984 or 1985.

I don’t focus on market share dynamics (I’m sure there are teams of people at Microsoft and Google focused on this) but the anecdotal evidence I’m seeing is powerful. And when The College switches to Google Apps because the students coming to The College are already well steeped in it and “may have never opened Microsoft Word”, something really interesting is going on.

If your organization is on Office 365, I’d love to hear from you in the comments to understand how you are using it. Are you using document collaboration via SkyDrive, or just Office 365 as the backend service for Email instead of Exchange?

If you are a college student using Microsoft Outlook instead of Gmail, tell me why.


If you are reading this on Friday, 1/18/13 I’m probably  doing one of a couple of things right now. The three most likely are sleeping, laying on my couch reading next to Amy, or just hanging out with her. There’s a chance I’m on a run or having some adult entertainment with Amy (different than hanging out). Or drinking something from my Vitamix monster smoothie maker. And – if it’s in the evening, I’m probably watching a movie with Amy.

One of the things Amy and I discuss in Startup Life: Surviving and Thriving in a Relationship with an Entrepreneur are strategies we use as a couple to reconnect and reset on a regular basis. Since Monday 1/7, we haven’t been together very much. I spent last weekend with Amy at our Keystone house (where she’s been since mid December) but I spent 10 hours on Saturday and 10 hours on Sunday in front of my computer while she watched football, read, and took care of me. We had nice dinners together, but not much time to really connect. We’ve been Facetiming multiple times a day, but these are generally short hit connections.

On Tuesday morning, she asked me how I was doing. She could hear fatigue in my voice. I wasn’t in a bad place, just really tired and feeling off balance from how quickly 2013 started. Since I hadn’t really had a weekend, I hadn’t had a material shift in my weekly cadence, which works for a little while for me, but isn’t sustainable. And I mostly just missed hanging out with her.

I’ve got a lot to do this weekend as well and have the special bonus of a Monday holiday. So – instead of working all day Friday, trying to squeeze in some rest and relaxation in between the stuff on my plate to work though this weekend, I’m taking a day of the grid today (through the magic of time travel – and computers – this was written on Thursday morning) to do a full reset on my brain.

I regularly hear people tell me how amazing the idea of our “quarterly week off the grid” is. They then tell me there’s no way they could do a week each quarter – they don’t have enough vacation, kids get in the way, they can’t imagine a full week disconnected. So – I suggest they do a day instead. Like I am today.

[youtube https://www.youtube.com/watch?v=Hp-rF9Qr7KU]


Stock Option Vending MachineEvery year in December and January I go through the same cycle for all the boards I’m on. It’s the annual bonus, next year bonus plan, option grant refresh cycle. For many management teams, especially in rapidly growing, or mature companies, it’s an important part of their existence as culturally we’ve oriented compensation, bonuses, and future compensation around an annual cycle.

I embrace this – my goal is to help these entrepreneurs and management teams win. I know compensation is an important part of the feedback / reward loop. While I’ve occasionally had conflict over compensation, and I’ve had a few CEOs I work with tell me they feel like it’s an uncomfortable discussion, my own perception of my behavior is that I’m a softy. If things are going well, I am supportive of anything that’s reasonable. And, having thousands of data points over the past 17 years, I’ve got a good calibration on reasonable.

One thing, however, has always baffled me. I’ve never really understood why the majority of stock option refresh grants are stacked grants mid-way through the granting process.

Let me give an example. Assume you hire someone and grant them 10,000 options with monthly vesting of four years with a one year cliff. That means that after one year, they get 25% of their options and then start vesting the remaining options monthly at a rate of 1/48 (208.3 options / month, or 2,500 / year.) On day 1 of year 3, the person has vested 50% of their options, or 5,000 of them and still has 5,000 left to vest. This person is doing great so management puts them in the annual option refresh cycle. Now, the company has increased in value, as has the option strike price, so the refresh grant is determined to be 25% of the original grant – or 2,500 options vesting monthly over four years, or 625 options per year.

Now, in year 3 the employee in question vests a total of 3,125 options, in year 4 they vest a total of 3,125 options, in year 5 they now vest 625 options, and in year 6 they vest 625 options. This makes no sense to me. You just changed their first four year vesting package from 10,000 options to 11,250 options (2,812.5 options per year) and then left them with 625 in years 5 and 6. This is a bonus in years 3 and 4 and a refresh in years 5 and 6.

Instead, why not grant them the new 2,500 options that vest in two years –  50% in year 5 and 50% in year 6. So now, they once again have 2,500 options per year for years 1 to 4 and 1,250 options vesting in years 5 and 6. This is a refresh in years 5 and 6.

The key difference is you are separating the “refresh grant” from a bonus, or retrading, of the hire grant. Now, I’m totally supportive of giving people bonus grants – if someone is doing an awesome job and they deserve more options in year 3 and year 4, do that. But that’s separate from a refresh, especially if your goal is to make sure there is always plenty of future options vesting.

The reason companies do the refresh in year 3 instead of year 5 is that – assuming success – the strike price of the option in year 3 will be lower. So the “value” of the option theoretically is higher if you grant it earlier since you get to lock in a lower strike price, especially against the uncertainty of where the strike price will be in two years. So that’s perfectly rational, but the idea of stacking the refresh grant on the old grant is not.

I’m not pushing to implement this in 2013 since I’m at the tail end of the refresh cycle with many of the companies I’m an investor in and just recently realized why the way refresh grants historically have been done didn’t make sense to me. And it shouldn’t make sense to the management team either – their goal and my goal is aligned – get plenty of future option value locked via vesting as a reward and retention tool.

I’m open to hearing why this doesn’t make sense. I just read it again and realize it’s confusing, as is almost every conversation I have with a management team around what, how, and why they are refreshing options. So – tell me what you do – and why – as I try to make this explanation / approach simpler.


I joined my first board of a company other than mine in 1994 (NetGenesis). Since then, I’ve sat on hundreds of boards and been to a zillion board meetings. It crushes my soul a little to think of the number of board meetings I have sat through that were ineffective, poorly run, or just plain boring. I guess that’s part of the motivation I have in writing Startup Boards: Reinventing the Board of Directors to Be Useful to the Entrepreneur (the next book in the Startup Revolution series which should be out sometime this summer.)

In the mean time, over the past two years I’ve done a lot of experiments with the boards I’m on. I’ve tried a lot of different things – some that are awesome, some that don’t matter, some that suck, and some that have been epic fails. For any that aren’t awesome, I’ve tried to kill the experiment quickly so it didn’t hurt anything and when I reflect on everything I’ve tried I think I’ve managed to “do no harm”, which is more than I can say for a lot of the other VCs who I’ve sat on boards with since 1994.

By this summer, I expect I’ll have a very clear view on the best practices from my perspective for making a Startup Board effective. Until then, I’m still running experiments, or experiencing experiments that the entrepreneurs run. And I’m thinking out loud (including in posts like this) on what has worked and hasn’t worked.

One of the things I’ve played around with is the board package. The number of different formats, styles, information incorporated, and distribution methods over the years boggles my mind. I not-so-fondly remember toting around “binders full of board meeting material” in the 1990s. Or pre-Gmail having a “board meeting folder” in Outlook so I could quickly find the upcoming board meeting documents. Or fighting through 19 attachments to an email to figure out where the actual board material was. PowerPoints, PDFs, Word documents, text files, Excel spreadsheets, Prezi docs, videos, email outlines – the list goes on.

Recently, I had a magical moment. I’m a huge believer in distributing the board material a few days in advance, having all the board members comment on it in advance of the meeting, and then having the meeting without going through the board material page by page. No death by endless Powerpoint, no reading a document I’ve already read. My favorite board meetings are the “one slide board meeting” where the only piece of paper allowed in the room is the agenda of the meeting.

When entrepreneurs don’t get this, I suggest that they pretend their board members can read and cognitively process the information in advance. And, if they don’t believe their board members will do this, just start having the board meeting under this assumption and watch how they board members get their shit together and read the material in advance.

In this recent magical moment, rather than receiving anything via email, a Google Doc notification showed up in my inbox. I went to it and the entire board package was in a single Google doc file. The entire management team and the entire board was included on it. As I read through the Google doc, whenever I had a comment or a question, I highlighted the section in question, hit Command-Option-M, and left a comment. Then, as other people read through the package, they left comments. And then the management team responded to the comments.

Voila – an interactive board package. Zero special technology. It wasn’t planned, or assigned. It just naturally happened. When we showed up to the board meeting, everyone had the issues in their mind. We’d already cut out an hour of setup, and probably another hour of discussion. So we got right down to the higher level issues that the board material, and comments, and the responses generated.

In this case, the CEO created a very simple agenda immediately before the board meeting that captured the strategic issues we needed to address. There were a few tactical questions outstanding – they got knocked off quickly. We had a two hour board meeting – 90 minutes of it was intense and fruitful. No one referred to any paper – we looked each other in the eyes for 90 minutes and had a deep, engaged, substantive discussion.

I’ve been describing this as a part of a “continuous board engagement” – similar to “continuous deployment and continuous innovation” in Eric Ries’ The Lean Startup: How Today’s Entrepreneurs Use Continuous Innovation to Create Radically Successful Businesses. I get information daily from most of the companies I’m involved in. I’m in the flow of a lot of information – some “noise” but a huge amount of “signal.” Then – the week before the board meeting, the current state of things gets consolidated into a dynamic document that allows everyone involved to interact with each other around the content.

I’m going to play a lot with this in the next few months. Any suggested tweaks or changes to this approach? Any obvious pitfalls?