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October 28, 2024

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After years of working at odd jobs, Yang has found his first lead role and left Yu knocked back in tears during his audition.

A Lemon. The $1,500 Toyota Corolla with no power windows, a busted side door, and poor brakes is what Jimmy O. Yang rode around Los Angeles to prepare for his role as Willis Wu, an overlooked Asian American everyman in the series “Interior Chinatown.” 

The result? “Pull over, call whoever got you in here. If you can’t, you gotta go…” A rude remark from the studio’s guard as Yang recalled in a Zoom with the Los Angeles Times (LA Times) even though he was No.1 on the call sheet. 

The experience reminded Yang of his life story as a Hong Kong immigrant moving to the United States. Yang stated in the interview, “Willis’ journey is such a metaphor for the Asian American experience because we are the model minority, but at the same time we are invisible. People talk about Black and white, but where do we fall? You’re just not seen for who you are.” In an article by SCMP, the actor-writer-comedian further exemplifies, “Willis laments feeling like a background actor in someone else’s story and longs to be in the spotlight, but that’s hard if you look like me.”

At the age of 13, Yang relocated to Los Angeles feeling the intense culture shock. “My goal was to just assimilate so I don’t get made fun of,” Yang recalled. In the school’s locker room, he was mocked for wearing whities instead of boxers. During 8th grade, his peers had mustaches and dunked basketballs while he barely hit puberty. Using a fake address, he enrolled in Beverly Hills High School and immersed himself in American pop culture. Unable to rap, Yang learned to incorporate his violin into the hip-hop beats he made through a software named Fruity Loops.

Despite his parents’ harsh opposition, Yang acknowledges, “I don’t think they were, like, anti-art by any means. My dad probably wishes he could have been an actor or a musician. It just truly wasn’t a real job for him. He wanted me to be financially stable, and not be homeless.” Yang started working at a string of odd jobs from selling used cars to DJing at strip clubs. Stand-up comedy, which Yang has now become notorious for besides acting, became his informal acting, writing, and directing school. 

Persistent in his passion, Yang landed small speaking roles in series like “Agents of S.H.I.E.L.D.,” where he was misunderstood as a background actor for his ethnicity, and “Silicon Valley,” originally a one-off guest role or a one-note cliché. Yang’s fame finally came in Crazy Rich Asians. Yang claims, “If I botched an audition, I never blamed the fact that they weren’t looking for an Asian actor. It didn’t deter me. But looking back, we had very limited opportunities. Since ‘Crazy Rich Asians,’ I think there’s more.” The success has made Yang’s father, Richard Ouyang, proud – even helping him with commercial and acting gigs with his son. 

The series “Interior Chinatown” became an immediate connection to Yang. According to the LA Times, Charles Yu, creator of the series which was adapted from his National Book Award-winning novel of the same name, was inspired by, “people who have these backstories, but they don’t get to tell those stories”. He was astonished by Yang’s performance as he felt a connection between Yang’s multicultural background, multilingualism, and his natural ability for acting. 

Despite the grueling six months of shooting, doing comedy, drama, and Kung Fu every week, Yang happily states, “It was very grueling. But of course, it’s a beautiful story worth telling.” At the end of the day, whether it is for better or worse, Yang’s days of being a sidekick are finally over.

Featured Image Source: Mike Taing from The Wrap

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For Chester Yow, the decision to leave Singapore, his hometown, wasn’t an excursion but rather a mission. After two years in the military, Chester aimed to challenge his own comfort zone, venturing far away from the familiar into the unknown of a new country on the other side of the world. “I wanted to prove that I can be successful in another country, in another city,” he shares. While it is common that many Asians would like to take the stable route to be near their community, Chester wanted to flip the script and rewrite his story.

Drawn to the fast pace and competitive spirit of New York City (NYC), Chester quickly realized that real estate was made for him—because for a person who doesn’t enjoy 9-to-5 office jobs like Chester, real estate allows the flexibility while maintaining the discipline needed to survive in NY. It is this combination of freedom and responsibility that has become the driving force for him to start building a network from scratch in this city that never sleeps.

Chester Yow, a Licensed Associate Real Estate Broker and Founder of the Chester Yow Team at SERHANT, smiling confidently in professional attire.
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“If you can make it there, you’ll make it anywhere.” It’s a common, inspirational pipeline when speaking of New York. It’s inspiring enough to imply that challenges will always remain—not to bring you down, but to toughen you up. Chester’s no exception. With a heart filled with unrelenting passion and determination, it was still not enough—especially when dealing with racial discrimination and prejudice.

As a fresh-off-the-boat Asian in the U.S., he soon faced the harsh realities here—that discrimination can be both subtle and publicized at the same time. “You do get looked down on as a ‘minority’ at times, and people tend to judge or doubt you faster. I sometimes get, ‘Wow, your English is so good’ (English is the spoken language of Singapore), or ‘Why aren’t you a doctor, lawyer, or accountant?’” he recalls.

Chester Yow, a Licensed Associate Real Estate Broker and Founder of the Chester Yow Team at SERHANT, who overcame early challenges in the U.S. such as racial discrimination and cultural differences, smiling confidently in professional attire.
Chester faced many challenges during his early days in the States, including racial discrimination and cultural differences. 

But instead of surrendering to the stereotypes, Chester leveraged them as inspiration. “I work harder than the next person, I study harder, I make sure I’m more prepared, I do everything necessary in my power so that there’s no doubt in anyone’s mind to question my capabilities.”

And his effort paid off. By exceeding expectations and proving himself with actual results, Chester is, step by step, changing common misconceptions—not only for himself but also for an Asian working in real estate in New York. Then, even those who doubted him reached out to him for work.

What grounds me is knowing why I work so hard and who I’m working for—my family, my loved ones, my future self 30 years down the road, and my own future family. I’m working hard for them. Having that quiet confidence to keep my head down and keep going is crucial, too.

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“Tough times don’t last, tough men do”—a quote from my military days that has stuck with me. Ryan Serhant also says, “You are allowed to quit—just make sure it’s on your best day.” You control your own destiny, and building mental toughness is essential to success. Mentorship is crucial for any entrepreneur, and one of Chester’s mentors can be traced back to his military days.

That advice led to a breakthrough in his career. One of the biggest turning points came in 2017, when Chester helped launch a $450 million luxury real estate project in Manhattan. As part of the SERHANT. team, he had the opportunity to bring the project to Ryan Serhant—one of the industry’s most prominent figures—and collaborate directly with his top-tier team.

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“That project didn’t just help me close more deals (and earn more), it grew my network with consumers and other top agents, to learn the ropes of new development, and to work and learn closely with Ryan, thus growing my career exponentially,” Chester shared. It was an experience that catapulted his career and opened doors that might’ve otherwise taken years to access.

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As someone who grew up in Asia, Chester was raised with a mindset rooted in caution and logic. “We’re often taught to think of the worst-case scenario, to lead with reason, and to stay guarded and conservative. But that can sometimes come off as negative or dismissive,” he said. Living and working in the U.S. challenged those values and pushed him to adopt a more balanced approach. “I’ve learned not just to be prepared for the worst, but also to lead with optimism, follow my heart, and be vulnerable. Embracing failure and change has been key to my growth.”

That flexibility in mindset has helped Chester adapt and thrive in a fast-paced environment like New York. Even after many years away from Singapore, he’s maintained a strong connection to its culture and community. He regularly attends events and is active in organizations that support Asians in NYC. “There are so many ways to stay connected to being Singaporean and Asian here,” he shared. “I have a great group of friends and partners—we collaborate, support each other’s businesses, and stay rooted in our culture. In fact, 70% of my clients are Asian, and working with them helps me stay connected as well.”

Connect With Chester Yow

“Work hard, work smart, stay persistent, and block out the noise around you. Find a purpose that gets you out of bed every day and use it as your daily motivation. Hold on to the people who believe in you—and forget the ones who don’t.”

Website: Chester Yow

Instagram: @chester.yow

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