Brad Feld

Category: Things I Like

If you are in Boulder on August 25th, join me at the Fox Theatre at 8:30pm to see my partners Ryan and Jason debut their band’s album Off The Hook.  I’ve long followed their musical exploits through their former band Soul Patch – Legitimate Front is their latest collaboration.

Off The Hook has a modern but retro-inspired sound with musical DNA from the 1970’s.  I’ve heard a few of the soon-to-be released tracks, and I really like them.  You will too, if you liked the 70’s music scene – their original music celebrates everything from 70’s hard rock to R&B to funk.

The $13 ticket price gets you in the door and lets you download the album for free – the tickets are available here.

I’ve been told that their special guest, Dechen Hawk is also giving away his album with the price of admission.


Yesterday’s post on Searching For A Collaborative Writing Tool elicited some great feedback and suggestions from y’all. It was super helpful and I’ve got a lot of things to try. For now, Amy and I are working in Google Docs (which was a suggestion from a few of you) but there are a couple of neat tools that I’ll definitely play around with.

Today I’m looking for the best online transcription service for when I’m NOT connected to a computer. In my fantasy world, I talk into my iPhone and magically get a transcribed text document back. It can’t be dependent on my being online as there are plenty of places where I’d be transcribing things where I wouldn’t have a cell signal.

Any thoughts / suggestions?


Marathon #22 is in the books. I ran the Missoula Marathon today in 4:48:00. It’s my first marathon since the American River 50 Mile Race and it put the demons from the 50 miler firmly in my rear view mirror.

I was a little nervous going into this one as my longest run since the 50 miler was only 12 miles (last weekend). I’ve been running consistently up in Keystone the last month, but shorter distances because of the altitude (9000 feet), the hills (lots of them), and the trails (most of my runs). Last week was my first week over six hours of running and I got to around 32 miles, but I felt very light on the distance going into this marathon.

I knew I had a huge base from my training for the 50 miler but I hadn’t really started enjoying running again until the beginning of June. So I started off slow using an 8:2 pattern (8 minutes running, 2 minutes walking). It took a few miles for me to settle down but my goal was to do the first half in 2:30 and then see what I had in me.

 

I went through the first half in 2:31:38 right on target. I felt really strong and decided to just keep cruising to mile 18 and then open it up and see what I had left. Mile 17 was 11:34 and then the following miles were 10:19, 10:06, 9:57, 9:58, 10:11, 10:21, 10:02, 10:08, 9:14 with a 7:54 for the last 0.2. Eight of the last nine miles used an 8:2 pattern (I ran the last 1.2 without a walk break) so the times are even more powerful since my running pace during these segments was often sub 9 minute miles, which is very fast for me.

Basically, I scorched the second half. 2:16:22. For those of you keeping score at home, that’s a big negative split (2:31, 2:16). While I was glad to be done, I had plenty in the tank when I crossed the finish and could have easily kept going for a while.

Missoula has been really fun. I can’t remember if I’ve been here before (I’ve been to Bozeman plenty) but it’s a neat town, the people are super friendly and smart, and there’s a budding startup community which I’m going to blog about tomorrow.

For everyone who has welcomed me here the past few days, thank you! For those of you who supported my random act of kindness for Justin Salcedo, we ended up raising $11,487 for him. Wow. Huge thanks and hugs to everyone.

And Amy, once again, you are an amazing sherpa. I couldn’t do this without you.


On my run this morning along the Charles River, I decided I was finally recovered from my 50 mile run on 4/7/12.  The end of my run brought me by the Hatch Shell and I smiled, even though it was muggy, cloudy, and there were too many people around.

I’m now sitting in the Ritz Bar (they now call it the Taj, but that doesn’t work for me) a few hours later with Amy doing some writing while she reads. I took a break and decided to write up how the last seven weeks have been for me emotionally.

Basically, they’ve sucked. I wrote The Physiological And Emotional Fallout Of My 50 Mile Race two weeks after the race. I was tired, struggling with depression, but feeling like I had turned a corner. It was a nice fantasy – after a month I was still having wild mood swings, feeling very tired most of the time, totally uninterested in running, and generally feeling overwhelmed by my travel, work, and all the people around me.

I’d been through this before in my mid-20’s when I was very depressed for several years while running my first company. This was different – I haven’t felt depressed, but it was just over the horizon. Instead, I had a steady low grade anxiety all the time which would spike up for a few hours before dissipating. I’d feel ok and then suddenly be exhausted and want to take a nap. Or I’d just feel like canceling all my meetings and going home. I knew the feelings would pass, so I just rolled with them when they came up, but I didn’t deny their existence.

Other than sleeping a lot, Amy tells me that I’ve been fine the past seven weeks. Low energy, but not noticeably in distress, crabby, or difficult. I haven’t done a survey of the people I interact with on a regular basis, but I’ve been open about how I’ve been feeling and I assume the people close to me have been giving me some space. I’ve been keeping up my typical work pace with one exception – I’ve been sleeping in many mornings as I just haven’t been able to drag myself out of bed at 5am.

I felt something noticeably shift two weeks ago. Amy and I had a couple of wonderful days together in Chicago and then I flew on Sunday to New York. I spent the afternoon with a close friend whose wife is very ill, just sitting, talking, and enjoying being together. I went out to dinner with two CEOs we’ve funded and then had a good night sleep. I woke up Monday morning feeling a little flat, but by mid-day I felt normal and attributed it to being sad for my friend and his wife. I felt fine during the rest of my NY trip, I flew to SF for an extremely enjoyable dinner, and then spent the past 10 days in Boulder.

While it has been very busy and there is a lot of pressure coming from different directions, I’ve felt very normal the past two weeks. I’ve had a few anxious moments, but they are all tied to specific events and easy for me to process. My normal temperament is very stable and mellow, even when the shit is flying everywhere, and I’ve felt generally back in that zone. I’m running again and enjoying it and I haven’t felt like curling up in a ball in the corner of the room in at least two weeks.

As I’ve written before, running the 50 mile race was an amazing experience. But I’ve decided not to do it again while I’m working at the level and intensity that I work at. The training was too much but more importantly the recovery has just been way beyond what I feel like I want to process again anytime soon. So – it’s back to marathons for me, which I know makes Amy smile.


This morning I had a gritty, sweating, damp, dirty run down Bowery through Chinatown and back. It was a short run – only 30 minutes and my coach’s note for me was simple and clear: “One of those “throw away” runs that mean a lot to long term fitness improvement.” So I did it.

I’ve never run down Bowery. I’ve done the East River many times and ended up under the Manhattan and Brooklyn Bridge, but I don’t recall ever seeing them from the top. The Manhattan Bridge totally surprised me – as I approached it I had a sudden flashback to running in Paris around the Arc de Triomphe.

As I was running, I realized that I’ve learned many cities by running them. I used to be terrified of Paris – now I love it – and I attribute that to running all over the city. Rome fascinates me and I can run through it forever, always discovering new things. I’ve figured out how Manhattan works through all of my runs over the years. San Francisco is less of a mystery to me now that I’ve run all around the city. And I’ll never get lost in Boston or Cambridge because I’ve ran the damn thing so many times.

After my run I had breakfast and then walked from the East Village to Times Square in the rain for a meeting. Muggy, damp, soggy, dirty, grimy, splashy, gritty New York. Lots of construction, lots of noise, lots of people. But something magical about it. The perspective on foot is always powerful, at least to me.


I love apps that do one thing extraordinarily well and become part of what I use every day. Captio is one of these apps. And I have Dave Tisch to thank for turning me on to it about a year ago. Here’s how it happened.

I sent myself email reminders on my iPhone constantly. I hate paper and don’t carry any around with me. In general I don’t take notes (I have an excellent general purpose memory) but if I want to remember to do something specifically, I send myself a short email to do it when I have time. Then, as I grind through my inbox I do all of the quick tasks that have piled up during the day.

I was with Tisch and we were going through a bunch of things. He saw we typing on my iPhone each time I took a note. He noticed that I was opening up the iOS Mail app, clicking in the bottom on the new message button, typing bra and then selecting my name, clicking in the Subject field, typing a one liner to myself, and then clicking Send.

He said in his Tisch-like way “Why aren’t you using Captio” as though everyone on the planet used it. I said “what is it?” He handed me his phone and said “Try it – it does what you are trying to do but just fucking works – I use it all the time.” I tried it, gave him his phone back, downloaded Captio, and never looked back.

Now when I want to send myself a note, which I do 10 – 20 times a day, I open Capito, type whatever note I want, and hit send.

“Why aren’t you using Captio?” Now, if I could only just speak to Captio. Or maybe if Siri was a tiny bit smarter and (a) didn’t ask me which email address to use and then (b) didn’t ask me what I wanted the email to say my life would be complete.


Two weeks ago I was at about mile 40 of the American River 50 Mile Endurance race.

Today I went for my first run in two weeks.

Physically, I was ready to go running four days after the race. By 4/11 my legs felt fine. I consciously decided not run for the first week so on Saturday 4/14, while at LindzonPalooza 5 with my dad,  I contemplated doing an easy three miles on the beach. As I was changing my clothes, I laid down in bed. I woke up three hours late. No run.

Every day last week I thought about running before I went to bed. When my alarm went off at 5am each morning, I set it again for 7am (or 8am if I could get away with it) and slept in. This morning, I woke up after almost 11 hours of sleep and was still tired. And no, those 18 minutes to fall asleep wasn’t sex, I was just restless as I have been almost every night since my race. Apparently I had to pee at about 12:30, 3:30, and 4:30.

Today I decided it was time to get started running again. So I did. And it felt really good.

While my legs have felt fine, I’ve been completely exhausted for the past two weeks. It probably didn’t help that I spent the first week on the road (San Francisco, Los Angeles, and then San Diego) but I was home all last week in Boulder. I usually sleep 6 – 7 hours a night during the week and then binge sleep on the weekend (10 – 14 hours) but I’ve been sleeping 10+ hours a night for two weeks. And I’m still tired. As I type this, I could easily go take a nap.

As I expected, I’ve had lots of emotional ups and downs. The day after the marathon I usually feel really flat, followed by a really dark, pseudo-depressed day on day two after the marathon. By day three I feel ok and I’m back to normal on day four. While I know that pattern well, I didn’t know what to expect this time around after a 50 mile run.

On Sunday after the run, I was wildly depressed. I was alone – I’m sure that contributed to it – had brunch at Mel’s Diner in Sacramento, and then took a car to San Francisco. I got a massage at the hotel, got a veggie burger and a shake and then went to Hunger Games to try to disconnect from reality. It was Easter Sunday and downtown San Francisco was quiet, the Westfields Mall was closed except for the movie theater, and while Hunger Games was good, when I walked back to the hotel I was very lonely.

Monday was more of the same. I slept a lot, felt sore but wandered around a little, hung out at Fitbit, and had dinner with some Stanford students. But I was emotionally flat.

I went to LA on Tuesday and had three super busy days in LA where I hung out at Oblong, LaunchPad LA, MuckerLabs, and gave a talk in Valencia. I’ll put this time frame in the category of “manic” – I was tired the whole time, physically felt better, had plenty of up moments, but then at around 3pm every day just wanted to lay down wherever I was and go to sleep. At this point, I felt a dark depression looming – the activity with people probably kept it at bay, but it was lurking right beyond the horizon. Each night I tossed and turned for a while, which is unusual for me as I usually fall asleep right away, but when I slept I was out. Deeply deeply out. When I woke up, I was down, tired, and disoriented, but once I was around people I got back in the groove.

By Friday I was in San Diego with my dad. I was feeling a lot better emotionally, but the fatigue was still heavy. I took a three hour nap in the afternoon each day – not your quiet nap, but the toss and turn, sweat like crazy, wake up and have to take a shower nap. Hanging out with my dad was safe feeling and I had a great time at LindzonPalooza with a bunch of friends and a some people I didn’t know, but the heaviness lingered.

I was back home Sunday. I hadn’t seen Amy in ten days and we had a tough first 12 hours of re-entry. I was disoriented, cranky, and probably emotionally distant. That’s never a good way to be, especially when you haven’t seen your beloved for ten days. We had a tough night Sunday, woke up fine Monday morning, and tried again Monday night where we had a lot of fun together. She then left on Tuesday morning for Boston for the week so I was again alone.

My three P1s this week were (1) the Foundry Group annual meeting, (2) close a financing in a new company, and (3) rest and recover. As I reflect on the week, I accomplished all three (the financing will close first thing Monday morning). So that’s good.

I’m still a little tired feeling, but the kind of tired I have after working a long week. I have some anxiety floating around – not bordering on going to a bad place, but atypical levels for me. But underneath it all I have a deep stillness as I consolidate all of the physical, emotional, and psychological changes and experiences as a result of this run.

This has been a really powerful experience for me. The physical act of running 50 miles was about twice as difficult as a marathon. But the emotional act was at least four times as hard. And I’m still not sure I’ve really processed it. It’s taken me two weeks to feel like I’m back on balance with all the things coming at me every day and I know that I’m still tired. But now that I’ve got two weeks behind me, I’m contemplating a few deeper concepts that have been rolling around in my mind that were stimulated by this run.

Most of all, I want to thank everyone out there who has been supportive of this endeavor. A few people had a profound impact on the experience, but many people I know have contributed support, emotional energy, encouragement, and suggestions. Thank you.


Wow. That was an amazing experience. I ran the American River 50 Mile Endurance Run on Saturday and finished in an official time of 11:57:37, just under my goal of 12 hours. My un-official mile by mile splits are up on RunKeeper which served me well with my iPhone 4S and Mophie Juice Pack until the very last few minutes when my battery finally died on my phone. Before I get into the story of the race, thanks for everyone out there who supported me in any way – it was awesome to scan through the twitter stream and comments post race.

Today’s post is the blow by blow of the race. I’m going to spend a few more days and process the emotional dynamic before I write about it. I’m still in the middle of it – yesterday was emotionally really hard; today feels more normal, but I expect to have lots more ups and downs this week as my thoughts, and my brain chemistry, sorts itself out. So I’ll consolidate the deeper emotional reflection into one post some time in the future. For now, here’s what I remember of the experience.

The idea started some time last year when Katherine McIntyre, my partner Ryan’s wife who is an excellent marathoner and triathlete, said “do you want to do a 50?” She summarizes the windup in her post Crazytown – the short version is I said “sure – why not.” The picture above is of us moments after we finished – Katherine the studette turned in an 11:33:21.

The race started at 6am so I woke up at 4:30. I had a bagel, some peanut butter, and coffee with the hope that the coffee would do its magic trick. Amy called promptly at 5:30 to wish me good luck (she usually is with me but stayed home this time because of her broken wrist) and I hustled out the door with all my gear to meet Katherine, Ryan, their son, and my assistant Kelly in the lobby at 5:35 (the time specifically prescribed by Katherine after a minute long negotiation with me the previous night for between 5:40 and 5:30.) We did the last minute good morning do you have everything drill in the lobby of the hotel and got ready to hop in the car for the mile long drive to the start (no fucking way I was going to go an extra mile today.)

At that moment I had crisis #1. I run with two water bottles that are exactly the same. I’ve been training with them for months and they are extensions of my hands at this point. As I grabbed everything off the table, there was only one water bottle. I looked around frantically but there was still only one. “Fuck – where’s my other water bottle?” Everyone (including the eight year old with us) looked startled. “Fuck fuck fuck – those other runners must have accidentally grabbed it.”  After a minute of this it was time to go – the night manager gave me a bottle of water (very different than a “water bottle”) so at least I’d have two and off we went. I took a deep breath and calmed down as best as I could.

The start of the race was uneventful. It was dark and cold so I was happy I dressed with two shirts (including a long sleeve shirt) and gloves. There were around 1000 people at the start (I think there were 800 runners) and everyone smelled like “eau de early morning start of race.” Within minutes we were running on the American River trail, our friend for 47 of the next 50 miles.

For the first two miles all I thought about was my fucking water bottle. I hated my bottle of water – it didn’t have a strap. After the second mile I decided to toss it to the side of the road, where I proceeded to obsess for another mile over my missing water bottle. At around mile three I noticed a water fountain on the trail, refilled my bottle, and decided that if my friend Andy Sack could go through life with one testicle, I could handle the race with one water bottle. That was the last time I thought about my water bottle until after the race.

I had decided to break the race up into five segments of 10 miles each. The run from my house in Eldorado Springs to my office is right at 10 miles so I figured it was five laps from Eldo to the office. I know the mile markers well since I’ve done that run a hundred times so whenever I found myself at 4.4, 14.4, 24.4, 34.4, and 44.4 I thought “ok – I’m at the Eldo Market now” and at 7, 17, 27, 37, and 47 I was at Table Mesa.

The first 10 miles were easy. I used an 8:2 run:walk pace and held myself back. My coach Gary had told me numerous times to take it easy on the marathon segment. While my last marathon was 4:28 and I felt in better shape, I decided I would try to do the marathon in 5:30. Whenever I felt myself picking it up, I reigned myself in and took it easy. The sun came up, it started to warm up, and I enjoyed myself.

The next 10 miles were also easy. The only annoying part in this segment were the bikers. 80% of them were fine, 10% were super nice, and 10% were abusive assholes. “Get out of the way – bike coming through”, “Runners are supposed to stay on the left”, and “Get the fuck out of my way” were some of the things I remembered. I almost got hit head on by a guy going 20+ mph swerving in and out of runners. It was a curvy path which made it even harder – the “runner drift” settled in a little around mile 15 (where it’s impossible to stay focused on a straight line) and I remember looking up a few times and being startled by a bike heading right at me. I found out later that there have been a lot of battles about this in the past – apparently it’s a “bike path” and bikes are “superior” to runners. You’d think for one day a year they could close the path to bikes, but someone on the run mentioned there’s even been a court case about it. So for 10 miles the 10% of the bikers who were assholes spoiled the runner / biker relationship for everyone.

Before I knew it I’d gone through the marathon point right at around 5:30. I still felt fine – kept it slow – and had plenty of water. The aid stations were awesome – better manned than many of the marathons I’ve been part of, so my fueling strategy was working fine. I took a Gu gel every 30 minutes with water and a salt tablet every hour. At the aid stations I refilled my water, grabbed a few more Gu’s, and ate some pretzels, boiled potatoes and salt, and a dixie cup of coke (yum). There was a huge aid station at mile 27 (Beal’s Point) where I saw Ryan and his son and heard the best line of the day “this is a race, not a birthday party.” The line was wrong – it was a party – and a good one.

By mile 29 it hit me that I’d now run the furthest distance in my life. I went through mile 30 with the thought of “only 20 miles to go.” And this is when it started getting really hard. The segment between 30 and 40 was physically and mentally tough. It was a technical trail run – not the hardest I’d been on, but there were some gnarly parts. I’m an ok trail runner but hadn’t trained much on trails during the winter in Boulder so I was extra careful, which took even more mental energy. By the mid-30’s my pace had slowed from 12 minute miles to 18 – 20 minute miles, which became depressing. I only had one really dark mile where I started feeling sorry for myself, but during this mile I got a hilarious txt message from my friend Andy which jolted me out of my dark spot. There were a few horses on the trail – I’m terrified of horses so these spots were emotionally bizarre moments for me – but the horse people were super nice.

At mile 41 I met up with my assistant Kelly at an aid station where she joined me for the last nine miles. Ryan and his son was there again and after a fuel refill and an exploding fist bump we were on our way. At this point I only had one more trip to the office from Eldo and I knew I’d get it done. I was physically tired but had a nice pick up emotionally as I entered hour #10 of the run.

Somewhere around mile 43 or 44 I started having trouble getting my feet to go where I wanted them to go. Up to this point I hadn’t had much real difficultly on the trail, but now I was stumbling all over the place. After a few minutes of this I took two salt tabs hoping that would help. It did – 15 minutes later I was back to normal, whatever that meant. I have no idea if this was physiological or psychological, but by 45 I was motoring along pretty well. Every now and then Kelly would say something to jolt me out of my stupor – one that I remember was “Do you want to talk about cap tables for a little while?”

At mile 47 we started a long uphill climb to the finish. At the base of the hill was some eye candy – for the women. The aid station was called Last Gasp and the guys manning it were all shirtless ultra runners who ran to us, grabbed our water bottles, and had them refilled by the time we got to the aid station. These guys each had that crazy v-shaped abdominal muscle – I think it’s the inguinal ligament – with insane definition pointing suggestively – well – you get the idea. “I used to look like that – except for the muscle part” I told Kelly as we finally got out of range of the Adonises.

The last three miles is 1000 ft uphill. Everyone walked. There was a short downhill stretch – I took off running with a loud manic scream at the top of my lungs. As we went through mile 48 I realized I might break 12 hours. At 49.25 it flattened out and I sprinted for the finish and came in two minutes and change under my goal.

Katherine, Ryan, and their son were at the finish line waiting for me. Katherine looked great – she’d had a lot of knee pain during the trail part after falling once, but she had good color and a great attitude. After a few minutes of congratulations and hanging out, Kelly and I piled into our car and went to Chevy’s for my first non-Gu meal in 12 hours while Katherine and crew drove back to San Francisco to have some “excellent pizza” that they could only find in San Francisco. I called Amy and had a celebratory talk – she had done an awesome job of keeping track of things during the race (due to RunKeeper live) and being my communications director for the day. I dropped my coach Gary a note of thanks and then ate and ate and drank a beer and ate some more.

When I got back to my room, I discovered a very lonely second water bottle sitting just where I had left it 14 hours earlier. For the first time all day I had tears in my eyes, but of laughter – at myself. Staring at the water bottle that had bedeviled me during the first part of the run it finally hit home that I had just run 50 miles.


Doing something for the first time is always fascinating for me. In an hour I’ll be starting the American River 50 Mile Endurance Run which will be the first ultramarathon I’ve ever run. Assuming that RunKeeper and my iPhone works (with it’s special magic Mophie juice pack), you can track me live on my RunKeeper account. I also imagine my wife Amy will be tweeting things out during the day.

While I’ve done 21 marathons, there’s a big difference between 26.2 miles and 50 miles. I’ve spent the last three months studying it, training for it, and thinking about it. Today I get to experience it. It started out with a simple question. My friend Katherine McIntyre (my partner Ryan’s wife) says it best in her post “Crazytown.”

So, at the end of August I sent a link to the American River 50 mile run to my marathon-running friend Brad, with the subject line “Crazytown?” and asked if he had any interest in doing that race.  Within 48 hours he signed on to do it with me.  Gulp.  Ah, the danger of hanging out with people who have the same willingness to dive into an unknown and quite large challenge.  So, I was committed.

I didn’t really start thinking about it until January, when I also went “gulp” and decided it was time to get serious about training. There’s no way I could have done it without the help of my coach Gary Ditsch and the support of Amy, who put up with about 50% more running than usual, including about six weekends that were basically all about running.

While we were in Hawaii, Amy and I decided that it’d be too much for her to come sherpa. She’s still struggling with a broken wrist and she didn’t want to add anything else to what I had to do or think about. It was a tough decision because I love it when she’s with me on these marathon (and now ultra marathon) weekends. But due to the magic of technology, she’s close by and I’m thinking of her a lot.

My amazing assistant Kelly Collins (who is also a runner) offered to run the last ten miles with me so she’s here with us. I know it’s going to be great to have a friend who knows me well help me through the last 20%. At dinner last night with Katherine, Ryan, and their son we all acknowledged how special an experience this is and how much we appreciate all being here together. And, as I sit here eating a bagel with peanut butter on it and hoping the coffee I’m drinking does it’s special magic trick in the next ten minutes, I’m deeply appreciative of all the help and support I’ve gotten from my partners, friends, and people I don’t know directly but have an online relationship with who have been helpful along the way.

Thanks to everyone who has provided any sort of support – especially emotional – during this journey. I’m looking forward to the experience of the next 12 hours. See you on the other side.