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Napa Valley January Pictures

My travels took me to Napa Valley in the January weekend between my starting two weeks at Twilio on the West coast. Here are a few pictures I snapped while touring wineries and the surrounding areas north of San Francisco.

Grgich Hills Winery off Route 29

Grgich Hills sign at the entrance to ... (read more)

San Francisco November Pictures

I took a quick trip out to San Francisco on November 7-9. While I had some downtime I walked around a bit and took some pictures. Here are the best ones I snapped during my brief tour around downtown.

Downtown skyline of San Francisco during the day

Downtown skyline of San Francisco during the ... (read more)

Why Does Building Software for the Government Cost So Much?

The latest US government software project under the news media spotlight is the website. The "at least $350 million" project has let few visitors complete the ... (read more)

Austin City Limits Pictures

Saturday, October 12 was my first time ever at Austin City Limits (ACL). ACL is a music festival held every year in the fall at Zilker Park just South of the Colorado River in Austin, Texas.

Austin City Limits sign at the entrance to the festival.

Austin City Limits sign at the entrance to ... (read more)

Austin, Texas Pictures

These are some pictures from my time in Austin for Startup Week. I spent most of my time downtown and just north of the Capitol Building so that's what these pictures focus on.

Austin downtown skyline from a Rainey Street highrise

Austin downtown skyline and the Colorado River viewed from a ... (read more)

Chicago Round Two Pictures (Part Two)

This is the last set of my best pictures from Chicago for DjangoCon 2013. This set of pictures is primarily from Millenium Park, a beach on Lake Michigan, and a Cubs game at Wrigley Field.

The Bean with buildings reflecting off of it.

The ... (read more)

Chicago Round Two Pictures

These are more pictures from my second time in Chicago this year. This trip was for DjangoCon 2013. These pictures are mostly from the River North and Millenium Park areas of the city.

Chicago sign in South Loop more)

DjangoCon 2013 Pictures

The main purpose of being in Chicago from August 31 through Sept 9 was for one of my favorite conferences, DjangoCon 2013. Here are some pictures from speakers and a few views of the city. Many more pictures of Chicago coming soon.

DjangoCon t-shirt, conference program, and attendee lanyard.

Some of ... (read more)

Chicago Wicker Park Pictures

I flew in to Chicago ahead of DjangoCon 2013's tutorials and speaker dinner on Monday night. Here are some pictures from walking around and having lunch in Chicago's Wicker Park neighborhood.

Street sign for Wicker Park St.

Street sign at the intersection of Wicker Park Street and ... (read more)

Debate on the "Autoworkers" of Our Generation

Recently on Hacker News there were two blogs debating whether software developers are the autoworkers of our generation. The first post was aptly enough entitled "Autoworkers of Our Generation." The post's argument was that although software developers generally enjoy great salaries now, there are looming ... (read more)

An Offer to Developers Visiting D.C.

This is a short post. I'm settling back into downtown Washington, D.C. now that I have been back for about a week and a half.

I am extending an open invitation to software developers visiting D.C. who want help getting connected to the tech scene here. If you are coming to town for a conference or vacation and are interested in checking out the software development community, please ... (read more)

Thank You!

After five months and thirty cities, I've returned to our nation's capital. My time on the road was a tremendous opportunity to spend significant time outside the D.C. bubble and learn from amazing people that I otherwise would not have had an opportunity to interact with.

I want to use this post to highlight and thank all the organizations I met with around the country. In addition, ... (read more)

Four Types of Software Developer Communities for Startups

After traveling to 30 cities over the past 5 months as part of my Coding Across America project, I've discovered that entrepreneurs can categorize cities into one of four types of software development scenes.

Software developers with a full stack skill set are necessary as a "raw input" to an entrepreneurial culture. Over ... (read more)

Central Park NYC Pictures

The last stop on my road trip was New York City. New York is a big enough place that although I grew up west of the city in Morristown, New Jersey, I never really felt I knew the area well. Pictures in this blog post are all related to Central Park.

Welcome to Central Park sign.

Welcome to ... (read more)

Detroit Pictures

I spent a few quick days in Detroit catching up on work between my time in Chicago and Buffalo. Most of my time was spent downtown near the Renaissance Center where I stayed but I also checked out Royal Oak a little ways north of downtown.

Statue of Cadillac, founder of Detroit.

Statue of ... (read more)

Chicago Pictures

Chicago is an overwhelmingly large city upon first arrival, especially after hanging out in Des Moines, Omaha, and Madison for a couple of weeks. It's beautiful here though as these pictures (and ones I'll post as I continue to explore Chicago) show.

Chicago skyline.

A view of the ... (read more)

Colorado Hiking Pictures

Hiking in Colorado was amazing - and tiring. It's tough on your lungs to go from about 5,000 feet elevation to 12,000+ feet within a 40 minute drive, then climb up a steep hill to go even higher.

Matt Makai to the left of the Loveland Pass sign.

Me standing next to the Loveland Pass ... (read more)

Hacker Houses Are An Underused Concept

I have often been asked during my Coding Across America project if I know software developers willing to relocate to the areas I visit.

The attracting talent problem is most acute in cities with smaller tech communities such as Charlottesville, Eugene, and Memphis. Larger cities with smaller than expected tech communities such as Dallas and LA can also suffer from the same ... (read more)

Wyoming Photograpy

Buffalo, Wyoming is one of my stops to hang out for a few days on the trek from Seattle to Boulder. The weather has been beautiful here so I snapped these great pictures. The photos are from a combination of driving through the mountains and walking around Buffalo.

Driving through Wyoming

Driving ... (read more)

Montana Pictures

I spent a few days over the second weekend in June in both Missoula and Hamilton in Montana. I also stopped in Bozeman for lunch on the way to Wyoming. Montana is a beautiful state as I tried to capture in the pictures below.

Missoula letter on the mountain.

M for Missoula. Every city in ... (read more)

Seattle City Pictures

These are the best pictures I took from my time in downtown Seattle. It's a beautiful city and fortunately I had amazing weather during most of my time in town (the clouds in this first picture are the exception).

The Seattle Space Needle reflected against the Science Fiction more)

Seattle Hiking Pictures

I went hiking with a friend in Seattle on a beautiful clear day. Here are a few pictures from that trip about 30 miles East of the city. There are also a few pictures of the sun setting over the Pacific Ocean at the end of the day.

Looking up at the mountain peak.

Looking up at the ... (read more)

University of Washington Pictures

While in Seattle I luckily had a University of Washington alum show me around their campus. UW is a beautiful place and the school has one of the top computer science programs in the country.

University of Washington logo at the entrance to their campus.

The University of Washington logo statue at the ... (read more)

Portland, Oregon Pictures

Portland, Oregon was my seventeenth city during my travels. I cut back on my meetings substantially so I could write the initial text for my book. Portland has a great tech scene. It'll be a good spot to check it out again in the future.

Portland Oregon sign.

Portland, Oregon sign ... (read more)

Eugene Pictures

Eugene is a beautiful town of eclectic and hipster scenes. The downtown area offices house most of the tech companies. Eugene brands itself "Silicon Shire" to distinguish it from its northern neighbor, "Silicon Forest" (Portland).

Wall art on the side of a building.

Wall art ... (read more)

Computer History Museum in Mountain View, CA

The Computer History Museum in Mountain View, California is an incredible walk through the computing timeline. The exhibits range from 17th century calculators to the iconic Cray Supercomputer featured in Jurassic Park.

Revolution. The current theme for the Computer History more)

LA to SF Pacific Coast Highway Pictures

I drove the iconic Pacific Coast Highway instead of taking the faster I5 route from Los Angeles to San Francisco. These are my best pictures from the drive that took over ten hours but was well worth the extra time.

Pacific Coast Highway about an hour and a half outside of Los Angeles

The Pacific ... (read more)

Thoughts After Two Months

I've been on the road for two months today. Here are a few of my thoughts to date.

At the one month mark I wrote my thoughts on meeting startups. I still agree with what I wrote in that post. This post is a little different - more ad hoc topics in each section. Some of these topics I've been thinking about for ... (read more)

Las Vegas Pictures

I spent three nights in Las Vegas, Nevada from April 28 until May 1st between stops in San Diego and Los Angeles. These are some pictures from the Vegas Strip, downtown, and a view of the city from Downtown Project.

The original Las Vegas strip sign

The original Las Vegas Strip sign ... (read more)

San Diego Scenery

The following are some initial pictures from driving to and walking around San Diego. I am in San Diego until Sunday so I will probably have more pictures to post at some point.

View of the area 70 miles outside San Diego

I stopped to put the top down on the S2000 while 70 miles outside ... (read more)

Add Kansas City, Missouri

I'm officially adding Kansas City, Missouri to my destinations list.

Kansas City, Missouri downtown

A picture of downtown Kansas City I took while in town last summer.

I will be in KC from Tuesday, June 25 through Thursday, June 27 with the option to add ... (read more)

Moab Scenery

I spent a couple of days in Moab, Utah over the weekend for mountain biking and camping. The contrast between the red rocks in Moab and the snow-capped mountains in the background was amazing. See these pictures below.

The view during part of the drive up to Moab.

A snapshot of the drive through the ... (read more)

Why the Hell Are You In [small city]?

I've spent the past few days in Los Alamos, New Mexico (population 12k) and before that Lubbock, Texas (pop. 234k, 83rd in the country for cities). I'm spending the weekend in Moab, Utah (pop. 5k) before driving to sunny Phoenix, Arizona.

Suprisingly, the most common reaction with regards to smaller cities is "why the hell are you going there"? I found that ... (read more)

Los Alamos is Beautiful

I am spending a few days in Los Alamos, New Mexico and then Moab, Utah to catch my breath. It's beautiful here. Here are some photos I took during my drive up from Lubbock, Texas and while walking around town in Los Alamos.

The open road.

The open road ahead. Insert metaphysical hand-wavy ... (read more)

A Month of Meeting Startups

I have been on the road for one month meeting with startups, software developers, and organizations dedicated to creating a greater entrepreneurial ecosystem in the United States.

Twenty percent of my time and cities are behind me. I have driven just over 2600 miles of my projected 10k+ miles according to my aggregated daily mileage totals. This post contains my initial thoughts and ... (read more)

Doers Help Doers

I've been catching up on reading my book backlog while traveling over these five months on the road from March through August. During my time in Dallas I purchased Starting and Sustaining by Garrett Dimon. At $99 for the book plus spreadsheet it is quite a bit more expensive than the other books I have picked up ... (read more)

Memphis Pictures

Memphis was my fourth stop on my trip and one of the most memorable. My four day stay was highlighted by amazingly welcoming hosts, great food, live music, and an exciting whirlwind tour through the city.

Memphis BB King's Blues sign

BB King's Blues Club on Beale Street in Memphis, ... (read more)

Plug In To New Orleans' Growing Entrepreneurship Scene

I just spent the past week in New Orleans (NOLA) at IdeaVillage's New Orleans Entrepreneurship Week (NOEW). This is only my third city of thirty over the next five months so I can't yet draw any big picture conclusions. However, it feels like something special going on down ... (read more)

Charlottesville, VA Pictures

Here are a few "rear of the car"-perspective pictures from the first five days in Charlottesville. The first several pictures were taken during the full days I had in Charlottesville when I found an interesting place to pull over. The final picture was taken in Virginia on the way to Charlotte, North Carolina.

During my time in Charlottesville I met with Arin Sime of ... (read more)

To Prospective Organizations

You've received an email from me asking if we can meet at your office or go out for lunch so that I can tell your story about solving interesting problems with software. This post attempts to answer some of the initial questions that may immediately come up on your side.

After reading through this post I am sure you will have further questions. When you reach that point please email ... (read more)

Day One

Driving to Charlottesville, Virginia from Washington, DC

A detour on my drive down from Washington, DC to Charlottesville, Virginia.

Today I left Washington, DC to drive to Charlottesville, Virginia. The drive is about two hours, Route 66 West to 29 South. I managed to fit ... (read more)

Wikivoyage and a Bonus City

I just found out about Wikivoyage today. I can't believe I did not know about it earlier. Wikivoyage is Wikipedia for destinations. I will use Wikivoyage extensively for this trip as it complements my cities pages.

I have a bonus city for this trip ... (read more)

Two Months To Go

With exactly two months until I hit the road my focus has now shifted to finishing my research on the cities I'll be visiting and communicating with tech groups and companies and I'll be meeting on the road.

I'm in the process of booking the hotels for the first ten cities I'll be in - that should take me through sometime in ... (read more)


"Some convictions are so strong that the world must break to accommodate them."

I strongly hold two convictions:

  1. Software development is awesome - if you're stressed out and not delivering amazing new work to end users every day, you're doing it wrong
  2. More young people need to be inspired to go into software ... (read more)

30 in 5

The schedule is now set. Thirty cities in just over five months (exactly five months and six days). March 9, 2013 to August 15, 2013.

The final city additions include Detroit, Buffalo (NY), and Boston while I cut Pittsburgh and Indianapolis since they took me too far south to visit Boston.

I am currently finishing up my research on each city and planning individual days when I ... (read more)

Diminishing Marginal Utility of "Stuff"

I found this post on the diminishing marginal utility of stuff climbing Hacker News yesterday morning and it resonated with me both in general and for my trip.

Particular lifestyles more easily lend themselves to having less things. For example, computer ... (read more)

Staying In Shape On The Road

I work out almost every day and access to my gym in Arlington is convenient (a walk across the street). So figuring out how to stay in shape on the road has been a particular challenge. I don't think I'll have it completely figured out by the time I leave. It'll probably be something that evolves as I travel from one city to another.

Here are some of my thoughts outlining the ... (read more)

Living Out of Your Car

I am not planning to live out of my car while on my five month road trip like this guy did while bootstrapping his start up. But his determination to spend as little money as possible to start his company is impressive in a weird way. His Quora write up includes a bunch of ... (read more)

Archetypal Days

There are several archetypal days I'll have over the course of four months on the road. Some types of days are more conducive than others for coding.

I need large blocks of time since it's difficult to context switch while deep diving into difficult problems while programming. Focused time just won't happen if I only have an hour here, 15 minutes there, to work. See Paul Graham's ... (read more)

Causal Attribution

One of my least favorite quotes is "everything happens for a reason." The connotation is clearer if you append "but I didn't plan it out that way" onto it.

Events happen (or "shit happens" if you prefer that expression). It's easy to ascribe attributes and reasons to those events afterwards. The human mind works this way naturally. Ascribing reasons to ... (read more)


I'm writing this post from Kansas City, Missouri. One of the things I find so striking here is how quiet it is downtown during the day on weekends. Part of the lack of people may be due to the 100+ degree weather, but my friend PJ who lives here says this is normal.

Compare the quiet here in Kansas City to the constant crowds that are out at all times of the day in Washington, DC or ... (read more)

Breadth Versus Depth

One of the things I constantly struggle with in my software development consulting career is balancing breadth versus depth.

When I graduated from JMU in 2005, I was not deep in anything related to my career. I had a very broad knowledge of computer science, Java programming, and a few pointers for where I should look next ... (read more)

Thoughts On Some Destinations

I originally began writing posts for every city I planned to visit but halfway through I felt like I got out of the exercise what I wanted. These are the condensed and cleaned up versions of the original posts by city. Some of the posts are quick summaries of why I wanted to visit there while others get more into what I know and want to find out about the software development scenes ... (read more)


I knew I needed a better camera than the one in my Droid 3 for this trip. At first I thought about digital SLRs, but the additional size, weight, and complexity turned me off to them. I am not currently interested enough in learning the intricate details of tuning a camera or changing a lens to take the perfect picture. It is unlikely I would gain any benefit from an SLR over a quality ... (read more)


Since coding is in the title of this site and my trip across the country, what will I be programming? Part of my excitement with the trip is having focused, dedicated blocks of time to sit in coffee shops or restaurants and work on projects I'm passionate about launching. While my development projects often shift every six months to a year, I'm sure I'll be working on some of all of the ... (read more)

The Conversations

By far my favorite part of planning and undertaking this trip is talking to people I've just met about where they've lived and where I should go. When you ask people where they are from and where they've visited the responses are often surprising. Asking detailed questions about where they recommend going if you only have a few days in town not only brings out useful responses, it's also a ... (read more)

Estimating A Budget

Until I plan my exact trip route, book places to stay, and figure out what (if any) tech conferences I'm going to, it will be hard to determine an exact budget for my trip. However, I can create a ballpark figure based on averaging an aggressive budget and a conservative budget. "Conservative" in this case means I try to spend as little money as possible while in the aggressive ... (read more)

Jump Forward One Year

I recently remarked to someone I was talking to about my trip that it is odd knowing I will not be in Washington, DC at this same time next year. I've lived in Virginia for the past eleven years (4 @ JMU, 2 in Arlington, 2 1/2 in Charlottesville, 2 1/2 back in Arlington). It's easy to fall into a trap of taking things for granted when you know you always have them at your disposal. For ... (read more)


“Many wealthy people are little more than the janitors of their possessions.” - Frank Lloyd Wright

Several years ago I decided see if I could eventually fit all my possessions in my car. Until recently, this goal seemed like an impossible task. Look at how small that trunk is. The car has no back seat! ... (read more)


The Coding Across America contributors page is a list of everyone that has in some way given me advice, recommendations, or in some way shaped my trip.

The four month journey I am starting in March is much too large to have planned and figured out just by myself. I want to recognize everyone ... (read more)

What To Do In Each City

Here are the main places and events I intend to visit while on the road.

1. Meet ups

I have been to a bunch of great meet ups in the Washington, DC area. I am sure many of the destinations on the list also have great meet ups. I'll lean heavily towards areas that I work in, such as Python, web development, mobile development, and DevOps. However, if I see ... (read more)


Why travel across the United States for four months? There's a few ways to approach this question, so I'll answer three variations separately then bring it back together at the end.

1. Why travel at all?

I have lived in Virginia for the past ten years and New Jersey for the previous eighteen since I was born. I do not consider myself well-traveled even within ... (read more)


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