22 of 250 stories

Navigating Life and Career Choices

Public service / civic work

Portrait coming soon for Pam Yang

I work as a life and career coach, mostly for young Asian Americans, and I want to say up front that my job is not what people usually assume when they hear that title. I'm not here to help someone polish a résumé or negotiate a starting salary. My real work is guiding people through the much harder question underneath all of that: what do you want your life to look like, and how do you get honest enough with yourself to answer that question truthfully?

The Pressure I See Every Day

A lot of my clients are second-generation Asian Americans carrying real weight from their immigrant parents' expectations — the pull toward Ivy League schools, toward law, medicine, or finance, toward the kind of prestige that brings a family comfort and pride. I understand exactly where that pressure comes from. It rarely comes from cruelty. It comes from parents who sacrificed enormously and want some visible, secure return on that sacrifice. But it creates real tension when a younger person's own desires don't line up neatly with that picture and untangling that tension is a lot of what actually happens in my sessions.

I try to help clients see that career choice isn't really about income or prestige alone — it's about aligning your actual life with work that reflects your values and your passions, especially given how much of our waking life gets spent working. That reframe alone changes a lot of conversations.

What I Actually Ask People

My process usually starts by asking about the biggest dreams someone's carrying, the goals they'd want to realize in the next five to ten years. I like to ask a harder version of that question too: if you had just one day left, what unfinished dream would weigh on you the most? Questions like that tend to cut through a lot of noise fast — the noise of what you're "supposed" to want, versus what you truly want underneath that.

I ask clients to write these answers down, focusing on lifestyle, values, and real experience rather than job titles or salary figures. From there, we prioritize honestly — looking at how someone's actual time, money, and energy get spent, not just how they'd like to imagine those resources being spent. That gap between stated priorities and lived priorities is often where real insight shows up.

Getting Honest Takes Time

A lot of my clients start out genuinely unsure what they want, and I don't think that's a personal failing on their part — I think it's just what happens when you've spent years optimizing other people's expectations. I ask people to sit with these reflective questions for at least a week, writing thoughtfully rather than answering on the spot. My coaching style is intentionally non-prescriptive. I don't hand people answers. I ask structured questions and let them draw their own conclusions, because conclusions someone reaches themselves tend to stick.

What surprises people most is how layered a simple goal can turn out to be once you dig into it. Something as basic as "I want to help others" means something completely different depending on the person saying it. Getting to that specific, personal meaning requires real empathy and real curiosity — putting yourself fully in someone else's shoes and genuinely wanting to understand what's underneath their words, not just accepting the words at face value.

Borrowing From the Business World

I've spent close to seventeen years in professional environments, and one pattern I've noticed consistently is that people who are remarkably strategic at work often make their life decisions almost haphazardly, without any of the same clear direction. I like drawing a direct parallel between corporate strategic planning — goals, purpose, milestones — and how a person might approach their own life. It sounds almost too simple, but very few people ever actually apply that same rigor to their own personal direction, even when they use it fluently every day at work.

Who Actually Comes to Me

My clients span a wide range of ages, genders, and industries, but the thread connecting almost all of them is a search for meaning and purpose in both work and life. A striking number of them already look successful on paper — strong résumés, high-ranking titles — and still feel a real absence of fulfillment or genuine interest in what they're doing day to day. What they're usually looking for is a way to integrate their personal values with their professional path, rather than keeping the two in separate, disconnected compartments.

I've also noticed a real generational shift here. Younger clients want their work to contribute something positive to the world — climate change, social justice, causes bigger than their own paycheck — in a way that contrasts pretty sharply with older generations, who often kept work and personal meaning more strictly separated.

What the Pandemic Changed

COVID-19 heightened a lot of people's awareness of mortality and uncertainty, and that shift pushed many clients to reconsider their life priorities with real urgency. Confronting how fragile life is tends to trigger a much deeper kind of self-examination — what do I want to accomplish before my time runs out? That kind of existential reflection isn't unique to the pandemic specifically. I see the same intensity show up after any major life disruption — a serious illness, a loss, anything that reminds someone how limited their time is.

My Own Path Wasn't Straight Either

I don't coach from some position of having had it all figured out early. My own career path started with basketball dreams and family expectations pulling me in different directions, and I spent real years aiming for high-ranking corporate roles connected to sports or media, only to keep running into the same dissatisfaction once I got there. I had to experiment — bartending at one point, moving to smaller cities at another — testing what genuinely fit and discarding what didn't, rather than assuming I could reason my way to the right answer from the outside.

Some of that difficulty was compounded by growing up in a single-parent household with limited family support for the kind of path I was trying to carve out. I felt real loneliness in that stretch. But watching my mother's own difficult life up close taught me something I still carry into every coaching session I run I didn't want to simply follow parental expectations toward financial security if it meant repeating a version of unhappiness I'd already watched someone I loved live through. That observation, more than any single career theory, is probably the real foundation of the work I do now.

What I Want People to Take from My Own Story

I think there's real value in being honest about the trial and error underneath any fulfilling path — mine included. Nobody arrives at meaningful work through a straight line, and I'd rather be candid about that with my clients than pretend coaching is a shortcut around the mess. What I can offer isn't a script. It's a structure for asking the right questions, and enough empathy and curiosity to help someone hear their own honest answer once it surfaces — even when that answer looks nothing like what they, or their parents, originally expected.

Story #22 of 250. New York, New York.