Posts in Essays

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Breadth vs. Depth: Lessons from Agencies and In-House Design

December 17, 2024  •  9 min readA close-up photograph of a newspaper's personal advertisements section, with one listing circled in red ink. The circled ad is titled "DESIGN NOMAD" and cleverly frames a designer's job search as a personal ad, comparing agency work to casual dating and seeking an in-house position as a long-term relationship. The surrounding text shows other personal ads in small, dense print arranged in multiple columns.

Just as casual dating helps you figure out what you want in a relationship, working at agencies early in your design career lets you explore different styles, clients, and problems before settling down in-house. Drawing from my nearly three decades of experience on both sides, I've learned there's real value in starting broad before going deep.

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The Greatest Story Ever Told

August 24, 2024  •  3 min readPhoto of Kamala Harris

Under immense pressure, under the highest of expectations, Kamala Harris outperformed in her acceptance speech at the DNC, delivering way beyond what anyone anticipated. Her biography is what makes her relatable. It illustrates her values. And her story is the American story.

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Transported into Spatial Computing

June 6, 2023  •  7 min readApple Vision Pro

As a former VR startup founder who tried to revolutionize real estate tours in the mid-2010s, I've seen the challenges of virtual reality firsthand. When Apple unveiled their Vision Pro headset, it felt like a pivotal moment for the technology I once bet my career on. Here's my perspective on how Apple is tackling VR's biggest hurdles.

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I Read the Newspaper Today, Oh Boy!

February 18, 2022  •  3 min readNewspaper

After decades away from print newspapers, I rediscovered the tactile joy of reading the San Francisco Chronicle over breakfast. The crisp pages, inky scent, and familiar sections brought back memories of Sunday mornings in North Beach cafes—reminding me that sometimes the medium truly is part of the message.

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The Apple Design Process

January 19, 2022  •  6 min readCreative Selection book with Roger Wong's Apple badge

Drawing from my time at Apple and insights from Ken Kocienda's 'Creative Selection,' I share how Steve Jobs shaped Apple's legendary design process through relentless exploration and refinement. From creating hundreds of packaging mockups to weekly design reviews in the mysterious Diplomacy room, this is an insider's look at how Apple's obsession with quality came to life under Steve's ultimate creative direction.

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The Continuing Death Spiral of American Democracy

January 6, 2022  •  3 min readPhoto of insurrectionists at the Capitol

I was feeling emotionally off today and I wasn’t quite sure until I realized that the events of January 6, 2021 deeply affected me as a patriotic American. At the time, I thought it was the culmination—the last act of a power-hungry, extremist wing of our country. Donald Trump and his deliberate peddlers of lies and misinformation had incubated and unleashed this insurrectionist mob against the Capitol, against the United States. But I was wrong.

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Agitprop in Times of Uncertainty

June 20, 2020  •  2 min readGraphic of a T shaped like a swastika

In times of political and social upheaval, protest art emerges as a powerful voice of resistance. From Design Is Play's anti-Trump posters to Hong Kong's protest art and Shepard Fairey's "We the People" series, I explore how modern agitprop channels frustration into compelling visual statements against authoritarianism and injustice.

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Representation Is Powerful

June 13, 2020  •  2 min readWhere are the Black Designers

As a design student in the 1990s, I never questioned why all our celebrated design heroes were white men. Today, with Black designers making up only 3% of the industry, it's time to examine how we teach design history and create meaningful representation in our field.

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We Make the World We Want to Live In

June 6, 2020  •  3 min readScreenshot of Facebook's hate speech banner

In the wake of Twitter finally fact-checking Trump's tweets and growing protests over George Floyd's murder, tech companies are being forced to confront their role in enabling harmful content. As designers, we're not just passive observers in this system - we help shape the digital world that billions of people interact with every day.

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Mainstream Media Just Don’t Understand

May 5, 2019  •  11 min readNew York Times vs Apple

As a tech industry observer, I've long been frustrated by mainstream media's misrepresentation of technology issues. The New York Times' recent coverage of Apple's App Store policies demonstrates this problem perfectly - from misunderstanding MDM technology to making flawed monopoly arguments, their reporting shows a fundamental lack of technical understanding while sending mixed messages about platform responsibility.