Heyo I’m Jacky

I used to think life would make sense once I got everything “right.”
The right school. The right job. The right next step.

And for a while, that’s how I lived — chasing the version of success that looked good on paper.

Here’s the quick version:

  • Grew up in a low-income, first-gen Chinese American household

  • 2019 — graduated from Swarthmore, then took a gap year to Taiwan to study Mandarin

  • 2020 — came back to America and started my my first “big boy” job in consulting

  • 2022 — made the “exit” into tech doing one of those sexy strategy/bizops roles at Adobe. Better pay, better hours, better on paper … exciting at first

  • 2024 — but after 2 years and a promotion, I couldn’t shake the feeling that something was off

That’s when I realized: I was always chasing the next thing that would fix everything.
The right title. The better job. The cleaner story.

Maybe the grass is greener over there, I kept thinking.
But every time I got there, I was still me.

So I left the 9-5 behind, about a month ago as of writing this in April 2025.

What I’m up to these days (Updated Apr. 2025)

  • Acting! I started training back in 2022 and recently got into Atlantic’s 6-week conservatory. Might write more about that soon.

  • Figuring out what to do with my YouTube channel (stay in the Mandarin learning lane? try something new? still strategizing.)

  • Learning to barista and helping my girlfriend run her floating café

  • Wondering if I should live abroad again (Taiwan round 2? Japan? Spain? Idk)

If you’re thinking about similar stuff or got thoughts, questions, or strong opinions about any of the above — I’m all ears.

Would genuinely love to hear from you.

Welcome to the (sometimes) greener side.

Part personal essay, part career reflection, part “wait, is this normal??”

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Sometimes it is. And sometimes it’s turf. Essays on chasing better, getting tired, trying again — and hoping it’s still out there.

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