Getting comfortable with the Bay Area

San Francisco and the Bay Area are a really odd place. The first thing you should know if you are planning on coming out here is that San Francisco is NOT an urban city. It is almost 100% suburban. It is a royal pain in the ass to get around and expensive to boot. In San Francisco proper, your choices are car, foot, bicycle, or bus. None of them are good choices, but I am starting to enjoy myself. For starters, I really enjoy the diversity out here. It is not for everyone, but I find it utterly refreshing. On the other hand, I don’t like how many people appear to be homeless. It is more than a little bit disturbing, especially when so many appear to have mental health problems.

Filling gaps

Still, today has been great and I am touching on all of my objectives. If you want to be a better entrepreneur, you should be trying to network. For example, sometime over a year ago I randomly found Vik Duggal on Twitter. He has a great attitude and I appreciated his approach to life. We chatted a bit and I managed to stay in touch. He works in sales and has been moving gradually from the enterprise to startups over the last several years. When I heard that he would be at SXSW (though this could have very easily happened out here instead), I asked if we could get together and noted that I was looking for some help with my understanding of sales and building a process that works for me. Vik and I got together, he asked me what I was trying to do, and then he immediately recommended I talk to one of his colleagues, Yuri Alexandrovski.

This morning, Yuri and I got to sit down and he really helped me to reframe my understanding of what to do after positive cold calls, how to segment objectives when contacting potential customers, and perhaps most importantly, how I might be able to save a recent failure on my part with my best prospect to date. I can’t underscore how meaningful it was for me to get this kind of help and how well targeted his input was to my situation. And the best part is that he offered to help out other people in KC if I know anyone that could use a hand figuring out sales (if this is you, let me know).

Catching up

Then in the afternoon I ran over to catch up with Jon Crawford at the Storenvy offices. They have a pretty swank place in The Mission neighborhood that I think probably fits Jon pretty well. Despite the fact that Jon and I never knew one another when he lived in KC, he has taken time out to help me in the past, showing me how to navigate the world of multiparty payments when I was working on Mashtun Beer. We grabbed some lunch, which was crazy delicious, and he even spotted me a few bucks since it was cash only. So he has good taste and he hasn’t lost his midwestern sense of lending a hand. And yes, I am paying him back.

Quesadilla Castillito al pastor

The cool Storenvy office


I have been hacking away at my work since then and the day isn’t even over. Tonight Nate and I are heading over to a sweet party, so we should get to meet and network with a quality crowd. All three objectives in one day seems like a good day.

A meeting with my future

About a month ago, I ventured down to Austin to SXSW for the first time. Chris McCann told me it was spring break for entrepreneurs. Steven Chau told me I really should go, and he hasn’t been wrong about these kinds of things very often. So I looked into the prices for a pass to the Interactive sessions, and they were obnoxious. Chris assured me that the best way to go was *without* a pass so I could spend all of my time networking and talking to people at the parties. If I was disciplined and persistent, I figured I might even be able to swing a few meetings from some of the crowd that would be in town. So I thought about it some more, and asked my friends from other towns if they were attending, and it turned out most were. But the cost of a place was so high, I wasn’t really ready to commit. I went through my list of people that I want to meet face to face to see if any of them were coming, and it turned out Mark Suster was coming. That sealed it for me; I had to go too.

The backstory here is that I first found Mark’s blog well over a year ago when I was spending lots of time reading about my ADHD and what it meant to me. I started reading his blog regularly and after a while I started to notice that what he was writing seemed to be exactly how I thought about something, and when it was a topic with which I was unfamiliar, his writing still made complete sense. In March of 2010, he wrote an article about Twitter that made things really click for me. I immediately activated my twitter account and started @replying him pretty regularly. From that point on, I was usually asking questions in the comments of his blog, challenging his assertions on twitter, and for the most part trying to find any way I could to dig into his brain without being obnoxious. And for the most part, I guess it worked.

So I told Mark that I wanted to meetup while in Austin and he agreed to do it. He warned me that I would have to stay in touch with him. It felt weird to have someone tell me to pester them, but as an ADHD person, I knew that he meant he would be busy but he didn’t want to forget about me. Once I got into town, I pinged him to see if he wanted to grab lunch, and he did. Honestly, I couldn’t freaking believe I was actually going to sit down and talk to someone whose thought process I could understand so clearly and yet had so much life experience. I was truly ready to learn. We met up for some Texas BBQ, which wasn’t bad in my book, with two guys from a company he had invested in. We didn’t get to talk much directly, but I got my first cool experience of the trip when he invited me to some exclusive party that evening. Score one for the little guy from Kansas! I walked with them towards the convention center, where Jason Calacanis saw Mark on the street and came over to chat. I was really just like a fly on the wall, trying to keep up and process as much as I could about media and advertising and other things that I generally don’t know very much about. Mark said we should try to get together later for some one on one time, which I thought was generous, and we went our separate ways.

Now, that evening at the party, there were plenty of VIP’s, but I really enjoyed meeting lots of polished and aggressive entrepreneurs. Sure, it was cool when I was sitting next to Dave McClure and opening a bottle of beer on the edge of a table for him when he didn’t have a bottle opener. He didn’t say thank you so I thought of course he wouldn’t last 10 minutes in the Midwest. But it was an interesting atmosphere and dynamic to find that the most interesting people to me were mostly people that you wouldn’t know. I would also like to point out that it helps when I am feeling introverted to run into someone I know loosely that is a known extrovert. It makes it so much easier to get going and start more conversations later. Thanks Trevor.

At this point, I started running into people I know from other cities that I primarily met last year at the SO Summit, and it felt great to see people that I think really get it. I personally don’t get enough exposure to that here in KC, but I am trying. Over the next day, I combined a little bit of Twitter stalking with lots of accidental bump-ins on the street to keep up with his schedule, which was naturally very busy. The nice thing about the Twitter stalking was finding that there were usually a couple interesting people also chasing Mark. So even though I didn’t grab his attention at one particular time, I could usually fill it with a side conversation with someone that I could learn from. I tried to get him to come over to the Silicon Prairie News party, but it was now Sunday night and there were other things going on. I would have to wait until Monday, which was my last full day in Austin.

On Monday, I was feeling especially introverted. I didn’t want to go out. My friend Robin invited me to a small lunch thing and I still didn’t really want to go, so I decided to walk a few blocks and think about it, where I naturally ran into Mark. We made plans to catch up after an immediate commitment he had, and that I would pester him to make sure he didn’t forget. He was starting to sound pretty hoarse, and he was a popular person on the street, so I went to find a quiet and obscure place after catching up with Robin. I did my obligatory pestering, and after a while he sent back a message saying he had been roped into lunch. I was starting to feel a little unsure it was going to happen. Score minus one for the little guy from Kansas. Then I got a voicemail from him saying we would definitely do it soon, and he would ping me. The truth here is that if you get someone with ADHD to stop and say this is important and we will do it and I will let you know when, then it is probably going to happen. So I went back to the apartment I had rented, read some news, and was ready to take a nap to freshen up. As I was setting my phone down, in came the message. “Free?” At this point, I figure I was probably 14 blocks from him, so I grabbed my bag, and I started running through downtown Austin to catch him before someone else had the chance. Success.

The conversation that happened over the next 75 minutes was nothing short of pure bliss. I won’t waste your time with the specifics, but it was all advice that I would give myself, and in the end, that is really what I thought was unique about him. I am glad I was right, and of course I am glad he took the time for me. I still can’t believe some of the weird parallels between us, and it really felt like I could be talking to my future self. Perhaps if I play my cards right, I will get there. And that was the story of my first SXSW. I planted seeds long ago, and when an opportunity arose to meet with my future, I took it.

May the hustle be with you

I was busy working on my web app tonight and came to a brutal realization. I suck as a hacker. As I have been cramming to get this application built so I can move on to the site, I have had to put aside some of my engineering tendencies. I haven’t been into anything that falls under the hacker umbrella for at least a decade. I studied engineering, and I was a bad student because I put all of my time and energy into understanding how everything worked.

Now, as I sit here with a looming self-imposed deadline, I keep finding myself wandering out into the documentation to find out why some little thing works the way it does. That is engineering, not hacking. I shouldn’t care why it works, because it already works. I should move on and try to understand something that isn’t working already. So I guess hacking is something I will have to work at. If I don’t want to suck, I am going to have to learn to operate differently.

This should be an important lesson someday when I am trying to work with, find, or hire either a hacker or an engineer. If I want someone that will just build it, but won’t be able to tell me much about why it works or dissect the finer points of different options, hacker all the way. If I want someone that understands every piece of code, moving or static, then that is an engineer.

So, does some complementary spectrum exist in the realm of hustlers? Thankfully, I am much more naturally a hustler, but I still bring some of my engineering baggage with me. I don’t typically want to jump into something and start getting busy without some sort of plan or vision for what I am trying to accomplish. It doesn’t have to be very complicated. Hell, most of the time it is just back of the napkin. That leads me to two points. First, I realize how valuable hustling is to me. So in 2011, the year of years, I hope the hustle is with you as it has been with me. If you want to accomplish something, start hustling. Use your brain, but get busy. If you are smart about it, you will find yourself making progress towards your goals. Second, what do you think about the comparison? If hacker is to engineer, hustler is to what?