Brad Feld

Category: Mental Health

On Tuesday, Jerry Colonna and I had a fireside chat hosted by the Blackstone Entrepreneurs Network titled Making Mental Health a Priority. We did it at DU in partnership with Project X-ITE and had a powerful afternoon.

Last night I had dinner with a CEO I like a lot where we talked about some of the things he was struggling with. I used a concept with him that I’d been mulling about and tried out publicly at the event with Jerry.

I call it the responsibility glitch.

It’s a glitch I’ve had, and have struggled with, since I was a teenager. It’s also a glitch I see in many founders and CEOs.

I started my first company when I was 19 years old. By that point I felt immense responsibility for what I did. I was at MIT working hard on school. I had spent the previous two years – part time during the school year and full time in the summer – writing software for a company called PetCom. One of the products I wrote for them (PCEconomics) was very popular in the oil and gas industry and sold a lot of copies. I got a 5% royalty on every copy sold so I was getting monthly royalty checks ranging from $1,000 to $10,000 (I think the largest one I got was just over $12,000.) I had a long distance relationship with my high school girlfriend who became my first wife. I was the treasurer of my fraternity. While I had an adequate amount of fun in college, I was very serious. And responsible.

As I drifted into my 20s, as my first business grew, I felt responsible for many things around it. I got married and felt responsible for the relationship, my wife, and her actions. I was in a Ph.D. program and felt responsible for the work I was doing there.

At some point, the glitch appeared. It was likely stimulated by a variety of things, including too much overall feeling of responsibility and no perspective on how to manage or modulate it. I had clinical OCD (although I didn’t know it at the time) and had a need to try to control everything in my environment, although my attempts to do this were often hugely irrational and often entertaining to others. For example, I came up with the notion that if every cigarette butt that I passed on the sidewalks in Massachusetts wasn’t parallel to the street then my mother would die. While I clearly had plenty of spare cycles in my brain to ponder stuff like this, the image of me wandering down the sidewalk straightening cigarettes with my sneakers still causes me to cringe even 30 years later.

Then my circuits overloaded. I got kicked out of the Ph.D. program. My wife had an affair and we ended up getting divorced. My business was fine, but the stress from it, and everything else around me was overwhelming. I suddenly started feeling responsible for things I had no business feeling responsible for. I worried about my ex-Ph.D. colleagues, how they were doing, and wondered what I could do to help them avoid my fate. I was empathetic to my ex-wife when she called to ask for help when she was having problems with her boyfriend. I felt responsible for every client we had and whatever flaws were in our software and every moment.

I felt too responsible.

This eventually overwhelmed me and was part of what trigged my first depressive episode which lasted two years. Fortunately I was in therapy so I had a good solid two years to explore the feeling of being deeply depressed and all the elements around it. While there was no joy in that, it was profoundly important to my character and who I am today.

One of the things I learned about myself during this journey was that by being too responsible, I caused a number of unintended negative side effects. Some of these were easy to identify. For example, I learned that I undermined the people working for me since I allowed them to be less responsible, since I’d overcompensate for them. I realized that I was spending a lot of energy trying to control exogenous forces that I had no influence on. As I understood and resolved my OCD, I figured out that I was exhausting part of myself by continually processing a bunch of irrelevant linkages between things that either didn’t need to be controlled, or that I had no ability to impact.

Over the last 25 years, I’ve seen many other founders and CEOs be in the trap of feeling too much responsibility. Their instantiation of this occurs in different ways. There are often elements that are powerful for short moments of time, especially in a crisis. But when the behavior persists, crazy shit starts to happen. Often, feeling too much responsibility is a destructive force to the people around the founder / CEO, the company, the founder / CEO’s family, or the founder / CEO herself.

When I’m sitting with a CEO who feels anxious or self-identifies as depressed, even when she can’t really articulate why or what it means, I often look for the feeling of being overly responsible. It’s common and comes out quickly. When I dig in, I often find the person feels responsible for everyone and everything around her except for herself. She comes last in the list and rarely even gets to herself.

This is the responsibility glitch. If you identify with this, I encourage you to be aware of two things. First, be responsible, but try to stay on the right side of the “too much” line. This is different for everyone, but there definitely is a line where your feeling of responsibility starts to become destructive.

More importantly, be responsible for yourself first. As Jerry likes to say, go on a continuous journey of radical self-inquiry. Understand yourself. Learn about yourself. Take care of yourself. Be responsible for yourself. Only then can you be constructively responsible for others and things around you.

And now it is time to go for a run.


The following is a guest post by Bill Douglas about divorce and the entrepreneur.

I got divorced when I was 24 years old while running my first company. I was fortunate that I didn’t have any kids so it was more like a nasty breakup after a long relationship, but the added complexity of marriage, family linkages, and all the emotional stuff surrounding it was one of the big (but not the only) input into the multi-year depressive episode I had.

I continued to run my company until we sold it when I was 27. But the struggle, stigma, and pain of the divorce lingered in the background for a long time. Fortunately, I ended up in a relationship with my now-wife Amy (I used to refer to her as my “current wife” – now she’s definitely the “last wife I’ll ever have.”) This relationship helped me get through this period of my life while running my company while dealing with all of my own shit at the same time.

If you are a divorced entrepreneur, Bill runs a closed Facebook group for divorced entrepreneurs (I recently joined it.) And, keep reading – his post is powerful.

I’ve been an entrepreneur all my life and I’ve been divorced for seven years now. Going through divorce was excruciatingly painful. Not just because of the divorce itself and splitting up a family, but because of the added loneliness common for most entrepreneurs.

In the past few years I’ve become acutely aware of the plight of the divorced entrepreneur. This seldom-discussed topic almost seems taboo in business circles. So many become isolated in this precarious, solitary, often disastrous, post divorce quandary, which I believe deserves more attention within the entrepreneurial community.

This is a real and significant problem. Since I began writing about this topic, so many entrepreneurs have contacted me. I’ve become immersed in the issue and am passionate about helping others in this stage.

The positive qualities that spark the entrepreneurial fire can become a liability when self-reliance inhibits the ability to self assess and acknowledge the need for assistance. That positive and driven nature can isolate, leaving one shouldering the weight of the world.

Entrepreneurs understand the stresses, the loneliness, the life of being the founder, the visionary, the reason you have a company. Add to that the pressures of a divorce process and it’s a recipe for depression. The entrepreneur becomes no longer alone simply in the business, but post divorce he/she is alone at home and in life, too.

I’ve seen entrepreneurs walk away from successful companies because they were so worried they were going to lose their relationship with their kids. They sought balance, but abandoned their assets and income. Yes, our kids are always more important than our work, No question there. But this is not an either-or scenario. We can be divorced parents and also be successful entrepreneurs.

I’ve witnessed entrepreneurs struggle with whether to tell shareholders and key personnel what they were going through at home, for fear of losing the confidence of those that believed in them. I know I struggled with this, and when I finally told my team they were upset I hadn’t shared earlier. Every one of them was incredibly supportive; it was my own fear that kept me quiet.

I personally know several entrepreneurs that struggle with anxiety, and even worse, depression after divorce. Their world is turned upside down. Their entrepreneurial “freedom” becomes their mental prison of loneliness and failure. For months after my divorce, I would take my sons to school and return home to get back into bed. I escaped the real world, and all the negativity that came with my emotionally imprisoned reality, by sleeping.

Without any doubt, keeping those negative feelings inside only harms us. Refer to How Keeping It Bottled Up Can Kill The Divorced Entrepreneur. “Particularly because I kept my emotions bottled up inside, as a divorced entrepreneur I became demoralized to the point that I and my company suffered.”

Eventually the day came when I’d had enough. I decided to begin rebuilding after divorce. I’d made the trek through the mud of divorce and now wanted to craft a new life, revive my business, and design my next chapter. Even when I made this critical and conscious decision, I had to do the work and be relentless through the process.

And, yes, there is a process. Winging here it is dangerous, not to mention painfully slow. As entrepreneurs we’re bold and often fearless. Age and experience have taught me to ask more questions and assume I don’t know, even when I think I do. In this case, I asked for help and sought experience shares. I had a counselor. I devoured books. I journaled. I did the self-work.

Going from simply existing in life and in business, struggling with depression, lacking the vision, energy and fire I once had, to mastering the family/life/business balancing act and onward to living ferociously again was a massive shift. This is no simple feat. It was exhausting on every level, but rewarding in ways I’d never imagined.

If you are an entrepreneur and you are rebuilding after divorce, I recommend beginning with these:

  • Take a respite, a sabbatical of any length. Spend time away from work and home.
  • Do a reboot. Your healthy body and mind are needed for healthy relationships and wealth creation.
  • Invest in yourself. Create space and boundaries for you.
  • Be active. Move each day. Don’t be sedentary. If you can do cardio or resistance exercise, even better.
  • Stretch your circles. Seek new places, new rituals and new friends.

Note that none of these actions correlate directly to your business. The recommendation is to work less and rebuild you. Until I broke my patterns, all the angst was trapped inside me. That’s where the stress ate me alive. I wouldn’t wish that emotional dungeon on anyone.

Regarding stretching my circles, I related well with others in the same spot as me post divorce. I was fortunate to be in EO Colorado and there I found several other entrepreneurs exactly where I was in life. We collaborated, we shared stories, advice, books, tears, laughter, and yes, even drinks.

For this reason, I moderate a free but closed Facebook group for divorced entrepreneurs and invite all that fit this description to join here. Everything and everyone is there for the support of entrepreneurs rebuilding after divorce.

After I completed what I call the recovery shift, I worked much less and made much more. I became healthy and truly happy again. I am closer now to my sons than I’ve ever been. I don’t say these to boast. Instead, I share these to give you hope. If I can do this then anyone can – particularly an entrepreneur!


I’ve talked openly about my struggles with depression over the years and have engaged deeply in an explorations of entrepreneurship and mental health through several different organizations I’m involved in.

On February 16th, from 3pm to 5pm, I’m doing a free public event with the Carson J Spencer Foundation about entrepreneurship and mental health. For some quick context, they did a short intro video with me on the topic.

If you are interested in participating, please register and join us on February 16th at the Museum of Boulder.



A few weeks ago I did an interview about mental health, depression, and entrepreneurship with Samara Linton and Michelle Pamisa. They wrote it up and posted it on the Dream Nation site in an article titled Be Well – It’s Work. I thought they did an excellent job capturing what I said and they game me permission to repost the interview here.

Could you tell us a bit about when you first started noticing that you weren’t feeling right?

I was in my mid-twenties. I had a company that was doing well but at the same time I was in a PhD program that I ended up getting kicked out of, because I wasn’t a particularly effective PhD student. I was also married and ended up getting divorced. I had a series of stressors combined with my own self-identity issues. I was feeling a lot of external stress from different places [with] the normal stress of building my business on top of that. It took me a while to realise I was actually depressed. I started doing therapy and got a much better understanding of what was going on. Two years in that stage of working through it, I had moments where I was like ‘I don’t want the rest of my life to feel this way, this feels awful’.  As I came out of being depressed and felt normal again, I realised this wasn’t necessarily how I was going to feel my whole life.

I was a very functional person. Even though I was depressed, I got up each morning, I worked hard and did my thing. My business continued to do well but there was no joy in anything. I’d get home and not be interested in doing all the things I enjoyed because I had no mental or emotional energy for it. A big lesson in that first depression was the actual feeling of being depressed, this notion of a complete and total absence of joy, versus stress and anxiety.

Did being a “functional depressive” affect your ability to seek help?

It was extremely hard for me to get help. I had a very hard time even going to therapy because of the stigma associated with it. I was lucky to get into a relationship with a woman, now my wife, who is comfortable with the notion of therapy. She would encourage me to go and take it seriously; that helped a lot.

It wasn’t easy to get out of bed in the morning. There were many mornings where, even as a functional person, it took a huge amount of energy to get out of bed, in the shower, out of the house, to my office to actually work.

When I finished doing the shift, I went home and got in my bed again or lay on the couch and did nothing. It wasn’t that the functional method was easier, it was just that where I had very specific work to do, I could do the work. But all the time around it, I felt a range on a spectrum from excess of joy to helpless to completely uninterested in anything else. In the best cases, I’d describe myself as feeling flat and every now and then I’d go for a run or something like that. I could force myself to do stuff but then I would still not feel very good about anything around it.

You mentioned how therapy and the support of your wife helped you. Would you say those are the two main things you found most helpful during the time of your depression, or even now?

Yeah I think those kinds of things that are helpful. I had several other people that first time. My PhD advisor was incredibly helpful. He was a very paternalistic factor for me at that moment in time, identifying the struggle with depression, being supportive and encouraging me to explore things via therapy. I had a business partner who was very accommodating of me. Even though there were burdens on him having to deal with a business partner sometimes, he was very patient with it. I had a mental depression episode for six months a couple years ago, and this was the one that I was public about. Dave is still a friend of mine thirty years later and he was incredible this time around because he knew me so well. He was able to engage with me about being a burden and he was able to be helpful without putting additional stress. He knew what would be helpful to me based on the experience he had thirty years ago.

Knowing the warning signs is tricky because a lot of people are just exhausted and there’s this incredible stigma about depression and mental health in general. If you’re a CEO and have diabetes, you manage your diabetes and nobody cares. If you have anxiety and depression and you’re trying to manage that, there’s no signal associated with that. For a lot of people, when they find themselves in that situation, it’s difficult to even acknowledge to yourself so you encourage this shield because of this external pressure, a lot of which is just uninformed stigma.

I think that one of the things that’s hopefully not so bad is a more open conversation that’s going on to destigmatise it.  You can be a strong and powerful leader or a successful entrepreneur and struggle with mental health issues and not let it become the thing that inhibits you as an individual, but continue to explore and learn yourself.  Understand what’s going on and figure out how to take care of yourself in those situations. What kinds of things renew you? What kinds of things allow the depression to pass? I understand when I’m feeling depressed that it will pass, and there are very specific things I can do. I sleep more, I stop drinking alcohol, I cut back on my eating deliberately, I spend more time alone, I travel a lot. These are specific things that I’ve learned over the years create a renewal for me which then allows the depression to eventually pass.

I’ve been writing on my blog for around a decade and I’m very public about a lot of personal things. When I started to feel depressed, I went through a thought process of not being open about it. I very quickly realised that was bullshitting myself, because I’ve been so open about so many other things. The reason I blog is because I like to write about things.

I didn’t know whether it would be helpful to me or not while I was depressed but I knew there would be internal inconsistency if I didn’t and as somebody with an engineer’s brain that likes a very logical way of putting things together, that inconsistency is very jarring to me. I decided it was probably better for the universe if I talk about this issue, and try to destigmatise it. Along the way, several amazing people, not friends of mine directly, but people whose work I have immense respect for, have committed suicide, clearly as a result of being depressed. I thought ‘let’s put this out there and see if it can be helpful to the conversation’, to try to make more people comfortable with the idea that this is a natural part of one’s existence.

What has the response been like?

Generally very supportive and positive. I have had many extremely well known and successful people reach out, people who have struggled with depression and are afraid, unable or unwilling to talk to others about it. I think it’s been a great relief to be able to talk to me about it, because they view me as somebody they can relate to. I’ve had many people who are struggling with depression ask questions, where I can be helpful to them. Several people have attacked me because of it. I’ve had people who told me I was stupid for putting myself out there. Some people say they disagree that somebody who’s depressed should be a leader.  On a whole, I feel like it’s a very powerful thing and that’s what I want it to be, because that’s what I try to do in terms of my world and the universe.

Brad Feld on what it means to be well

To be well means to wake up each day and be interested in what you’re going to spend your time on. At the end of the day when you reflect back and even though not everything that you’ve done was fun, interesting or stimulating, you feel like it was a good day on this planet, recognising that we have a finite number of them.


Three weeks ago, Mardy Fish wrote an amazing article on The Players’ Tribute site titled The Weight. I stopped halfway through the article and took a deep breath.

“This is a story about how a mental health problem took my job away from me. And about how, three years later, I am doing that job again — and doing it well. I am playing in the U.S. Open again.

This is a story about how, with the right education, and conversation, and treatment, and mindset, the things that mental illness takes away from us — we can take them back.

Tens of millions of Americans every year deal with issues related to mental health. And the journey of dealing with them, and learning to live with them, is a long one. It can be a forever one. Or, worse, it can be a life-threatening one.

And I want to help with it.”

If you’ve ever struggled with anxiety, had an anxiety attack, or know someone close who has struggled with anxiety, go read The WeightI wait (see what I did there …)

If you aren’t a tennis fan, Mardy Fish is one of the great contemporary American tennis players. He fought his way into the top 10 during the epic era of Federer/Nadal/Djokovic/Murray. A massive anxiety attack in the 2012 US Open against Gilles Simon shattered him. He beat Simon, but then couldn’t go on the court two days later against Roger Federer and withdrew from the tournament. The article and quotes are interesting – they say nothing about anxiety and are vague about the issues, referring back to a previous heart-related issue that had been discussed.

“We are not 100 percent sure what the issue is and if it is related to his previous issues,” Fish’s agent, John Tobias, wrote in an email to The Associated Press. “Mardy is fine and will return home to L.A. tomorrow. This was strictly precautionary and I anticipate that Mardy will play in Asia this fall.”

Three years later Marty Fish has done an incredibly brave thing. He owned his anxiety, rather than let it own him.

“And just like that, it hit me — I remember it so vividly, and so powerfully. Oh god, I thought. I’m … not going to do it. I’m not going to go out there, anxious, in front of 22,000 people. I’m not going to play Roger. I’m not going to play. I didn’t play. First, I didn’t play Roger. And then, I didn’t play at all.”

He turned a weakness into a strength.

“But I am here to show weakness. And I am not ashamed.

In fact I’m writing this, in a lot of ways, for the express purpose of showing weakness. I’m writing this to tell people that weakness is okay. I’m here to tell people that it’s normal.

And that strength, ultimately, comes in all sorts of forms.

Addressing your mental health is strength. Talking about your mental health is strength. Seeking information, and help, and treatment, is strength.

And before the biggest match of your career, prioritizing your mental health enough to say, You don’t have to play. You don’t have to play. Don’t play …

That, too, is strength.”

His fearlessness about being open about his struggle is so powerful. We are all humans. We are all big bags of chemicals. The chemicals mix in lots of different ways.

“I still deal with my anxiety on a daily basis. I still take medication daily. It’s still in my mind daily. There are days that go by where I’ll think to myself, at night, when I’m going to bed: Hey, I didn’t think about it once today. And that means I had a really good day.”

How we deal with the mixture is what ultimately matters. I loved watching Mardy Fish play tennis. It was fun to root for him. It was pretty awesome to see him drop 30 pounds and totally transform his game. And now it’s even more awesome to know that he’s playing the game of life every day, doing his best, and helping the rest of us understand that having and dealing with mental health issues isn’t a weakness, but instead it’s just part of life.


My long time friend Jeff Hyman has started a new business called Startup Therapist. In addition to a different hair style and some great content, he has an interview up with me.

I was a seed investor in Jeff’s first company, Career Central. It was the very first investment I did at Mobius (via Softbank – prior to us raising our first fund) and it was doing great until the Internet bubble collapsed and no one was hiring anyone. We kept in touch over the years and I was an early customer and big supporter of Retrofit, Jeff’s most recent company.

Jeff’s awesome. We’ve learned a lot together over the years. I expect he’ll be helping a lot of founders for the days to come.


I’m feeling fine today. But I know many entrepreneurs who aren’t. They are under intense pressure, worrying about an endless stream of things coming at them, suffering under the weight of imposter syndrome and other sources of anxiety. And, in some cases they are depressed, but trapped by our own culture which stigmatizes depression.

Earlier this week Biz Carson wrote an excellent article titled There’s a dark side to startups, and it haunts 30% of the world’s most brilliant people. It started with Austen Heinz’s suicide (Austen was the founder of Cambrian Genomics) and then built into a wide ranging discussion about depression among entrepreneurs.

It highlighted a recent study by Dr. Michael Freeman, a clinical professor at UCSF and an entrepreneur, which is the first to link higher rates of mental health issues to entrepreneurship.

Of the 242 entrepreneurs surveyed, 49% reported having a mental-health condition. Depression was the No. 1 reported condition among them and was present in 30% of all entrepreneurs, followed by ADHD (29%) and anxiety problems (27%). That’s a much higher percentage than the US population at large, where only about 7% identify as depressed.

I’ve been very open about my struggles over the past 25 years with depression and anxiety and am quoted in the article. But after dinner last night, Amy discovered on Facebook that the son of a childhood friend of her’s had committed suicide. It reminded me that depression and other mental health issues are widespread and are often extremely challenging around the holidays.

I used to struggle mightily with three day weekend and holiday weeks. While the rest of the world slowed down, I felt like the pressures on me were speeding up. I wanted everyone to get off their butts, stop relaxing, and respond to my emails. I was impatient and didn’t want to wait until Monday to try to address whatever issues were in front of me. I felt disoriented, which just made me more anxious. And when I was in the midst of a depressive episode, time just strung out endlessly in front of me, in a very bad way.

I used to be especially cranky around Christmas time. I’m jewish and didn’t grow up with Christmas, I always thought Hanukkah was a stupid holiday, made up to assuage sullen jewish kids when all of their friends had gift orgies. I felt isolated and different, which just made my general anxiety and impatience around holidays even worse.

In the last decade this has eased. I now give myself up to the slower pace, I give myself space to feel however I want to feel, I rest a lot, and I hang out with Amy. I’m social, but not overly so, and avoid big gatherings which crush my soul. I read, spend time outside, and nap. I let my batteries recharge and I don’t try to get caught up on everything, but instead just do what I feel like doing.

The July 4th weekend is always one that is joyful on the surface. It’s summer. The weather is warm. People do outdoorsy things. Email slows to a trickle.

For an anxious, stressed, or depressed entrepreneur, this can be extremely uncomfortable and exacerbate whatever issues are going on.

If you are one of these entrepreneurs, try my approach this weekend. Just shut down all the stimuli. Get off your computer. Take a digital sabbath. Go outside. Lay on a couch with a book and fall asleep reading. Blow off the 4th of July party that you don’t really want to go to and just stay home and watch TV in the middle of day. Let your energy go wherever it takes you. And recognize that all the emails, all the stress, all the anxiety, and all the people will be there on Monday ready to go again.

If you are the significant other of one of these entrepreneurs, take a lesson from Amy. Be patient. Be loving. Don’t let it be all about your partner, but don’t make it all about you. Just chill. And be together. Have a vacation – from everyone and everything else.

And for everyone else, recognize that holidays can be hard. And that’s ok.


I’ve been very open about my struggles with depression over the years. A few weeks ago, I participated in a Q&A with Greg Avery at the Denver Business Journal titled Brad Feld Q&A: Bringing depression out of the shadows in startups. It was part of a more extensive series on Depression, entrepreneurs and startups.

Since I’m still getting emails about it, I thought I’d republish the Q&A here.

Q: How common is the issue of depression in the startup world?

A: Very common, although it is rarely discussed. While the line between stress, deep anxiety, and depression often blurs, most entrepreneurs struggle with broad mental health issues at various points in their lives.

Q: How hard was it to acknowledge your struggle to yourself? And how hard was it to explain it to your partners and your peers?

A: Initially it was extremely hard. When I was in my mid-20s, running a successful company and clinically depressed, I was afraid to talk to anyone other than my psychiatrist about it. I was ashamed that I was even seeing a psychiatrist.

I was afraid people wouldn’t take me seriously, or would stop respecting me, if I talked about how bad I was feeling. The only people I talked openly about it with was my business partner, Dave Jilk, and my girlfriend — now wife — Amy Batchelor. They were amazingly supportive, but even then I was deeply ashamed about my weaknesses.

Q: When did you start to be so open about it?

A: After I became depressed for the second time, in my mid-30s — in 2001 just after Sept. 11 through the end of the year. The last three months of 2001 were awful for me after an 18-month stretch from the peak of the Internet bubble — spring 2000 through Sept. 11, 2001. That was a relentless slide downhill on all fronts.

Sept. 11 was the trigger point for this depression. I was in New York City after a red-eye from San Francisco, landing at 6 a.m. on 9/11. I was asleep in my hotel room in midtown [Manhattan] when the World Trade Center towers collapsed. While I was never in harm’s way, I was terrified, exhausted, and emotionally distressed.

Once I got back to Boulder, I didn’t travel for the rest of the year. In 2002, when most of my VC and entrepreneurial colleagues were having a terrible year, I acknowledged how much I had struggled in 2001, although I was still relatively discreet about it.

When I got depressed again at the end of 2012, I was open about it this time as it was happening and throughout the process. I knew at this point how to handle it and that it would pass.

I also knew many, many entrepreneurs also struggled with depression but, like I had been earlier in life, were afraid to discuss it.

Q: How much does the issue of mental health differ in startups from the world at large?

A: In general, I don’t know. But leaders and entrepreneurs are programmed to “never show weakness”, so I expect there’s much more pressure to keep it hidden and suppressed, which if you’ve ever been depressed, can make things much worse.

Q: Looking back, how much has your work, or work style, been a factor in your depression?

A: There are many things about my depressions that I still don’t understand. I have been able to identify trigger points for the various depressions, which include physiological exhaustion, boredom, and major life changes [divorce, dropping out of a Ph.D. program].

Most recently, things started with a 50-mile race I did in April 2012 that I never physiologically recovered from, followed by a near-death bike accident in September 2012, a very intense stretch of work which included writing two books in the midst of everything — “Startup Communities” and “Startup Life” — the death of my dog, and ultimately a kidney stone that required surgery.

At one level, I was exhausted. I was also bored — my work was fine, but I wasn’t learning very much. I’m hugely intrinsically motivated and have always believed that I’m fueled and motivated by learning. In this case, I was teaching a lot, mostly around “Startup Communities”. But I wasn’t spending any time learning. After coming out of the depression, I realized this was a huge part of things and have subsequently redefined my intrinsic motivation as a combination of learning and teaching. Now that I’m 49, I realize this makes a lot more sense.

Q: How well does the startup and VC world handle issues of mental health? What would you change about it?

A: Until a few years ago, we generally sucked at it. The philosophy around leaders and entrepreneurs never showing weakness dominated and we were told never to let ourselves be vulnerable. Fortunately, leaders like [venture capitalist and professional coach] Jerry Colonna have helped many leaders and entrepreneurs understand the power of being vulnerable and we now at least have an open and productive conversation around it.

Q: Can an executive afford to show any vulnerability and still hope to succeed in leading employees and attracting funding?

A: Yes absolutely. It’s all about culture, style, and self-awareness. And, it’s much easier to be yourself, allow yourself some vulnerability, intellectual and emotional honesty on your path to being a great leader.

Q: What would you say to a founder who’s grappling with depression but feeling their success might hinge on not letting it be known?

A: I mostly try to listen, be empathetic, and introduce the person to other peers who have struggled with the same thing. I talk openly about my experiences, but claim them as mine, rather than suggest that there are generic solutions.

When ask directly what to do, I offer opinions, but I don’t lead with them, nor do I expect that I will — or that I can — solve the person’s problem. I can simply be a resource for them.

Q: Have you actually had these conversations?

A: I’ve had these conversations many, many times.

Q: What do you suggest to people who need help?

A: Talk to your mentors, your peers, and your partners. Take the risk of being vulnerable.

Q: Are there resources you’ve discovered that are particularly geared or well-suited to entrepreneurs?

A: Jerry Colonna’s Reboot.io is the best organization in the world for this.