First things first – we are fine. Amy had an emergency appendectomy last night. She’s recovering extremely well and feeling great, albeit a little sore, this morning. We’ll be going home in a little bit once the doctor gets here.

Yesterday was a typical Monday. Yahoo bought Tumblr for $1.1 billion. I went for a run. My partners and I had sushi for lunch. I did a bunch of email and phone calls. I walked 20,000 steps on my treadputer. I gave a talk with Jeff Clavier for one of our LPs (AMG) at Frasca to a bunch of their clients. Normal stuff.

While hanging out at Frasca, I got a text from Amy that said “I might have appendicitis. Getting ready for IV and scan. Can’t find vein, as usual. I’ll keep you posted.” Well – that’ll throw a guy off his game. Amy wasn’t feeling well in the morning and had gut pain – I told her to make sure she went to the doctor if she didn’t feel better by the end of the day. I headed over to CU Boulder to interview David Cohen as part of the Silicon Flatirons Entrepreneurs Unplugged event, knowing that I could get textus interruptus at any time.

Five minutes after I started interviewing David, I got a text from Amy that said “It’s appendicitis. I will need surgery at Boulder Community tonight. Boo.” Fortunately, there was another Brad around (Brad Bernthal) who quickly stepped in for me as moderator as I exited stage left to go get Amy and take her to the hospital.

Amy went to urgent care at 5:30. I picked her up at 7:00. She was in surgery by 9:00. She was out by 11:00. We were asleep in our cozy hospital room by midnight, romanced to sleep (her in a hospital bed, me on a cot) by the six second repeating hum of the IV machine.

I’ve never spent the night in a hospital before. I certainly didn’t expect to do it last night. I guess there’s a first time for everything. Boulder Community Hospital and their staff is just awesome – and as the sun comes up on another day we begin again, reminded of our priorities.

Over the past few decades, the most compelling engineers and entrepreneurs I’ve met have tended to be working on problems that can be solved with software. Software has some great advantages but it comes with a few big drawbacks, namely it’s tied to a few standard types of input, although we are trying to impact that with some of our investments in our HCI theme.

Along with the rest of the tech ecosystem, I’m starting to see more and more entrepreneurs with a piece of hardware in their development plan. These are not your parents’ hardware products. Instead, they are software companies that happen to have a physical component in their stack – something I call software wrapped in plastic.

Adding the plastic around the software is no short order. MakerBot, FitBit, Orbotix, Sifteo, Modular Robotics, Pogoplug, Slingbox, and a slew of others have taught me that even though much of the business-side is similar to a software company, the product-side most definitely is not. From an outsider’s perspective, it’s stunning how much damage one bad component on a PCB board can do to a company’s bottom line, or how different industrial design is from software design, or even how the brains of a software person and a hardware person collide in bizarre ways.

I’ve learned how critical it is to get the right kind of help for young companies with a piece of hardware, which is why I invested in Bolt. Bolt is one of the more unique accelerator programs I’ve seen. Ben and his team have designed, developed, manufactured, and financed a long list of successful products and they’ve built Bolt around best-practices for these kinds of companies. Over 6-months, accepted companies get a long list of benefits, the most valuable of which are a full-staff of senior engineers and designers at your disposal and 24×7 access to their $1M of prototyping equipment.

If you’re a startup with a piece of hardware (or plan to have one) check out Bolt and apply to be part of their first accelerator class. Applications close in two days – Wednesday, May 22nd at midnight.

This post originally appeared last week in the Wall Street Journal as part of their Accelerators Program in answer to the question “When and how should you wind down a failing business.”

Some entrepreneurs and investors subscribe to the creed “failure is not an option.” I’m not one of them.

I strongly believe that there are times you should call it quits on a business. Not everything works. And — even after trying incredibly hard, and for a long period of time — failure is sometimes the best option. An entrepreneur shouldn’t view their entrepreneur arc as being linked to a single company, and having a lifetime perspective around entrepreneurship helps put the notion of failure into perspective. Rather than prognosticate, let me give you an example.

My friend Mark’s first company was successfully acquired. After being an executive for several years at the acquirer, Mark decided to start a new company. I was the seed investor, excited to work with my friend again on his new company.

Over three years, this new company raised a total of $10 million from me and several other investors over several rounds. The first few years were exciting as Mark launched a product, scaled the company up to about 40 people, and tried to build a business. But after two years we realized that we weren’t really making any progress — there was a lot of activity but it wasn’t translating into revenue growth.

In year three we tried a completely different approach to the same market with a new product. Mark scaled the business back to a dozen people in an effort to restart the business. Over the course of the year we tried different things, but continued to have very little success.

By the end of the year there was $1 million left. Mark cut the company back again — this time to a half dozen people. He started thinking about how to restart for a third time on the remaining $1 million.

Mark had never failed at anything in his life up to this point. He was proud of this, and the idea that he couldn’t at least make his investors’ money back was devastating to him. But he was stuck and started exploring creating an entirely different business, in a completely different market, with the $1 million he had left.

Mark was newly married and was working 20 hours a day. We were talking at the end of the day during the middle of the week and he was so tense, I thought his brain might explode. I told him that as his largest investor and board member, I wanted him to turn off his cell phone, take his wife out to dinner, have a bottle of wine, and talk about whether it made any sense to spend the next year of his life trying to restart the business with the remaining $1 million.

After resisting turning his phone off, I insisted. I told him that I gave him permission to decide that it wasn’t worth the next year of his life at this point and that as his largest investor it was perfectly ok to shut the business down and declare it a failure. I then said I was hanging up the phone and would talk to him in the morning. Click.

He called me back early the next morning. He was calm. He started by saying thanks for giving him permission to consider shutting down the company. This had never occurred to him as an option. During dinner, he realized he needed a break as he was exhausted. He wasn’t coming up with anything to do to reinvent the business and was just desperate to figure out a way to pay his investors back.

By morning, he realized it was time to shut things down, return whatever money was left, and take six months off to recover from the previous three years while he thought about what to do next.

We gracefully wound the company down and returned five cents on the dollar to the investors. Mark took six months off. He then spent six months exploring a new business, which ended up being extraordinarily successful. And he’s now very happily married.

Failure is sometimes the best option if you view the process of entrepreneurship as a lifelong journey.

At this year’s NVCA meeting, my partner Jason Mendelson (who was the chair of the event) interviewed Dick Costolo, the CEO of Twitter. Dick is an awesome CEO, awesome human, and awesome interviewee. Among other things, he’s hilarious, and PandoDaily wrote a fun summary of the interview in their post What CEOs could learn from comedians.

Dick had many great one liners that fit in 140 characters as you’d expect from someone who is both the CEO of Twitter and was once a standup comedian. But one really stuck in my mind.

It’s not your job to defend your team. It’s your job to improve your team.

Upon reflection, all of the great CEOs and executives that I’ve ever worked with believe this and behave this way.

Every time I make an investment I believe it is going to be an incredible success. I don’t know any VC who invests thinking “eh – this will be mediocre. When you start the relationship you believe it’s going to be massively successful. The same is true of hiring an executive. Dick made the point that the cliche “only hire A players” is completely obvious and banal. CEOs don’t run around saying “hey – let’s hire C players – that’s what we want – C players.” Everyone you hire is someone you think will be an A player, by definition.

But, in the same way that every VC investment doesn’t become a 100x return, every person you hire won’t turn out to be an A player. After a few months, you start to really understand the strengths and weaknesses of the person. And you see how the person interacts with the rest of your team. This is normal – there’s no way you could know any of this during the interview process.

The not so amazing CEO or executive immediately falls into a mode of trying to defend the person, or the team, to the outside world (board, investors, customers) and other members of the team. I’ve heard a remarkable number of different rationalizations over the years about why a person or a team is going to work. And, when I press on this, the underlying response is often simply “give us / me / them more time.”

Instead of defending the team, the amazing CEO will respond with “yup – we need to get better – here’s what we are doing.” And then they’ll add “what else do you think we should do?” and “how can you help us improve?” This type of language – accepting reality and focusing on improving it, rather that defending it, is so much more powerful.

Of course, often the answer is that to improve a team, you have to eliminate a person or move them to a very different role. This is hard, but it’s part of the process, especially in a fast growing company. Someone who was incredible at a job when the company is 50 people might be horrible at the job when the company is 500 people. Nothing is static – including competence.

This is true of CEOs as well. We can all be better at what we do – a lot better. It’s easy to fall into the trap of defending our own behavior when someone offers us feedback or constructive criticism. The walls go up fast when someone attacks us, or we fail. But if you switch immediately from “defend” to “improve”, you can often get extraordinary feedback and help in real time. And sometimes you have to replace yourself, as Jonathan Strauss at Awe.sm did recently and explained in his tremendous post Replacing Oneself as CEO

I loved working with Dick at FeedBurner – I learned an incredible amount from him. I treasure every minute I get with him these days and one of the biggest bummers about not being an investor in Twitter is that I don’t get to work with him on a regular basis. It was joyful to listen to him and realize that there is another wave of people at a rapidly growing and very important company that are learning from him, as he works to improve his team on a continual basis.

As I’m coming out of my depression, I’ve been reflecting on the hundreds of emails I’ve gotten from entrepreneurs, investors, friends, and people I don’t know talking about their own struggles with depression. It’s remarkable how much stigma is associated with depression in our society, which makes the struggle with depression even harder. 

To all of you who have written to me with your stories, thoughts, struggles, and suggestions – thank you. Many have helped me; all have been appreciated.

The other morning, I got an email from Doug Liles titled Depression – 3 sources? I thought it was excellent, insightful, and hit on a few things that I’ve identified as the sources of my most recent struggle. I asked if I could republish it and Doug said yes. If you are depressed or know someone who is depressed, it’s worth a read. Doug’s email follows.

I’ve followed you for a bit. You were extremely brave in discussing your battle with depression. I am not writing about myself, but I thought I’d offer up 3 things that might contribute. I’ve experienced the same thing. I started my practice after I got laid off from my job in October of last year. I’ve had highs and lows through that process.

I think depression is a much more common affliction with entrepreneurs and leaders than society is willing to admit. I would suggest that the affliction hits the creative class the hardest. Is it caused the constant traipsing of through between the left and right brains? I am no psychiatrist, but I know the pressure of mixing thought processes can create mental conflict.

I reflect on the movie “Koyannisqatsi” – Which roughly translates to “Life out of Balance”. What can throw you out of balance? Sometimes seeking that source deep down in our id is very difficult. Allow me to throw out a few things.

1. Inventory – As we get older, our priorities and abilities change. We see the world through a new lens. We look around and question what is “enough”. We also take stock on what we really care about. Sometimes honesty and truth battle everything we have constructed. The discipline of our prior living behaviors become incompatible with the essence of our being. As we take inventory with our achievements, we look at our new found or undiscovered missions in life. It’s half-time. What’s the next play? Probably not what it has been.

2. Blood sucking vampires – I don’t envy you being a VC. I imagine the drain of working with dreamers, charlatans, sycophants and auteurs isn’t easy. I am sure there are constant calls. In a down economy where so many need cash to jumpstart dreams and policy deferring to big business, it’s not an easy to manage a portfolio. The challenge of celebrity and notoriety is that “everyone wants something”. That constant pressure of wanting to perform, wanting to help and needing to extract value for investors isn’t simple nor does the pace slacken. While you as a VC may have rules, we know that constantly teaching others the “rules” may get repetitive. Constantly dealing with bad behavior isn’t easy…

3. End of an innovation cycle – I’ve spoken with my mentor on this topic. We may just be coming to the end of one cycle and preparing for the next. I can’t see whether it’s evolutionary or revolutionary. There’s a silly little movie, “24 Hour Party People”. The great scene in it describes the malaise when one music/art movement falls and the bumps that occur until another one rises. Maybe software and SaaS solutions have become too easy. I used to joke that ASPs (remember that term) were the mom and pop businesses of the late 90’s early 2000’s. Maybe the proliferation of tools has expanded faster than demand (One of the great cases in Ash Maurya’s book, Running Lean is defining the problem to solve and whether the problem is worth solving). I wonder if the next innovation cycle is coming from another sector. Energy, transportation, material science, food production, housing, bioscience, construction, lawncare, domestic manufacturing, etc. As a guy that’s been around software for so long, I couldn’t tell you what the next real wave is. All I do know is that innovation cycles are becoming more rapid and much shorter. The wavelength frequencies are in a different pattern and they are much harder to measure. All of our assumptions from that past don’t work in this future. Sometimes we need to exchange lenses to find that future opportunity.