Last Day At Expedia #TheRoadLessTraveled #Bravery #Change

In 1994 my dad, a manager at Boeing, brought home an IBM 286 and I wrote a program in BASIC that drew a tree in ascii-art. As the leaves were turning green the next spring I caught my father standing on a stool running a phone line out of the ceiling to the “computer room”… My desperate pleas for “The Internet” were being granted. In the weeks that followed I came to recognize the pattern of the 14400 modem as it connected to our dial-up ISP. Shortly thereafter my girlfriend and I made our first website as part of the ThinkQuest scholarship competition, a research site on the Exxon Valdez Oil Spill in Prince William Sound. We made it all the way to the semi-finals. My father’s example of management at a large company and this first website/tech experience send me down a career in tech management.

Today, 22 years later, with school behind me and 13 “years of experience” in tech at big companies on my resume, it is time for a career change.

Today is my last day at Expedia, and I am sad. I love the culture. I love the product. I love my friends.

Making a major career change is scary, exciting, and brings a tinge of sadness. I will miss seeing all of you at Expedia on a regular basis. You all taught me to be a tactical leader, to manage people, to hire, to let go, to grow, to travel, to test and learn, to fight as if you’re right until you discover you’re wrong, and to be willing to fail. Special shout out’s go to Chuck, Helen, John, Fred, Greg, Daniel, Tad, Greta, Ben, Sahar, and the IOTA team.

Expedia’s transformation over the last 10 years in culture, technology, and scale have been awesome to be a part of. I’m sad to be moving on from something that has been such a great fit for me for so long.

For my Expedia friends and peers: Make this company great and make your career everything you dream of. You drive your career… It’s yours… but you have to work for it.

You drive your career… It’s yours… but you have to drive it.

So, what’s next for me? I’m investing in the internet via my company AssetLab. I have a portfolio of websites including and I can do it for you too. If you want to put some of your money to work for you let me know.

Until next time,