Category: Built to Last

Arch-etypeSt. Louis, MO

St. Louis Gateway Arch sketch by Chandler O'Leary

Well, there are natural arches, and there are the man-made variety. Somehow, they both seem to attract my attention equally. In any case, you can bet that any arch that dominates the skyline as completely as the Gateway Arch does is going to be a star player in my sketchbook, any day.

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The first stopChicago, IL

Lou Mitchell's sketch by Chandler O'Leary

This post is part of an ongoing series called 66 Fridays, which explores the wonders of old Route 66. Click on the preceding “66 Fridays” link to view all posts in the series, or visit the initial overview post here. If you’re going to start Route 66 in Chicago, start your trip right with a… More

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Sunset sentinelPort Bolivar, TX

Pt. Bolivar Lighthouse sketch by Chandler O'Leary

When Mary-Alice and I drove across Texas together last year, we knew our stop for this night would be somewhere around Houston. Neither of us fancied slogging through an enormous, unfamiliar city at rush hour, so from the passenger seat I pulled out the map to see if I couldn’t find an alternative. What I… More

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Eastern terminusChicago, IL

Route 66 sketch by Chandler O'Leary

This post is part of an ongoing series called 66 Fridays, which explores the wonders of old Route 66. Click on the preceding “66 Fridays” link to view all posts in the series, or visit the initial overview post here. To help you keep your bearings in this 66 Fridays series, and to provide an… More

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Mother Road, mother lodeRoute 66

Route 66 sketch map by Chandler O'Leary

Last summer the Tailor and I spent a couple of weeks traveling every inch of old Route 66. And then I kept pretty quiet about it, because I just had no idea how to organize and share the sheer number of sketches and stories I came away with afterward. There really is no “long story… More

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Mission: AccomplishedSonoma, CA

Mission San Francisco Solano sketch by Chandler O'Leary

This is the twenty-first and final installment of my Mission Mondays series, exploring all 21 Spanish Missions along the California coast. You can read more about this series, and see a sketch map of all the missions, at this post. Here we are, at long last! The very last California mission, in all its (understated)… More

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Pretty in pinkSan Rafael, CA

Mission San Rafael Arcángel sketch by Chandler O'Leary

This is the twentieth installment of my Mission Mondays series, exploring all 21 Spanish Missions along the California coast. You can read more about this series, and see a sketch map of all the missions, at this post. This is yet another replica mission—making it compare less favorably to places like San Francisco or San… More

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Sturdy GertieTacoma, WA

Tacoma Narrows Bridge sketch by Chandler O'Leary

Seventy-five years ago today, the original Tacoma Narrows Bridge collapsed in a spectacular tangle of twisted cables and swaying concrete. You can actually watch “Galloping Gertie” meet her doom on film (complete with cheeseball movie reel narration, sped-up footage and sound effects), readily accessible thanks to the magic of the internet. The only casualty was… More

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Little GiantSan Francisco, CA

San Francisco sketch by Chandler O'Leary

Just a couple of blocks from Mission Dolores is a tiny, inanimate hero—one that saved the Mission District from ruin over a century ago. The story of San Francisco’s 1906 earthquake is a famous one, but not everyone knows that it’s actually the fire which immediately followed that did most of the damage. With the… More

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