Trailblazer 2.0

Private Coaching for Bicultural Change-makers

You’ve adapted to survive. Now create to belong.

Trailblazer 2.0 is a three-month, one-on-one private coaching experience for entrepreneurs and aspiring entrepreneurs who are ready to build a career that feels as meaningful as it is successful. Together, we’ll uncover your unique genius, reconnect with your deeper purpose, and design a business that reflects who you are, not just what the world expects from you. This is about expanding into your full potential, by finally coming home to yourself.

The future belongs to creators — not conformers.

Are you tired of chasing conventional success — and still feeling unfulfilled, and disconnected from your inner world?

Are you drained from shapeshifting between cultures, expectations, and versions of yourself, just to survive — never fully seen or fully accepted?

Is your potential bigger than the boxes you've been told to shrink into?

You’ve done everything right. You built a stable career, made your parents proud, and reached new heights of achievement. You’ve learned how to navigate every challenge, to be palatable, to be tame, to fit in.

But deep down, you’re unhappy, lost, and unsatisfied. Why? Because when you’re a high-achieving minority, you don’t just learn how to succeed. You learn how to survive.

You compartmentalize, shape-shift, and translate yourself in every space: honoring your family’s sacrifices, meeting cultural expectations, and navigating majority-white environments that were never built with you in mind.

And in that process, you learn to edit yourself. You leave parts of your identity, creativity, and truth at the door just to be seen, safe, and accepted. That self-suppression drives your success. But it comes at a cost. On paper, you look successful. But inside, there’s a quiet discomfort. A guilt-ridden dissatisfaction. An underwhelmed voice that wonders, is this really it?

Because what you’re feeling isn’t just dissatisfaction. It’s fragmentation. You don’t just feel stuck. You feel divided between cultures, between expectations, and even within yourself. And what you’re craving isn’t just a dramatic career pivot. It’s a container that can hold all of you, the creative, bold, confident, fulfilled version of you. The 2.0 version of you. You’re craving an antidote to that fragmentation.

A way to move through the world without editing yourself. A way to work that honors your creativity, your values, and your lived experience. A space where you can show up as your unapologetic, talented, and whole self. And the truth is, that kind of wholeness doesn’t come from following someone else's path. It comes from building your own.

But when survival taught you to hide parts of yourself, building something that integrates all of you can feel unclear, risky, even impossible.

So you stay in the in-between, wanting more, but not knowing where to begin. Not because you aren’t capable, but because it feels safer to stay small than to come home to yourself. But that isn’t reality. It’s conditioning. And unlearning it? That’s the real work.

But you don’t have to do it alone…

What is Trailblazer 2.0?

You don’t need to chase a version of success that was never yours to begin with. You don’t have to keep shrinking yourself just to belong. What you need is a space that sees the full scope of who you are: your creativity, your ambition, your culture, your contradictions — and a coach who can help you build from all of it.

Trailblazer 2.0 is a 3-month private coaching experience for high-achieving, bicultural change-makers who are done shape-shifting to succeed and ready to create something rooted, resonant, and entirely their own. This isn’t about shrinking yourself to find clarity. It’s about honoring your full story, not just the parts that were always accepted.

You’ve spent years adapting to spaces that weren’t built for your full expression. So of course it feels hard to name what you want. Of course it feels risky to want more.

Trailblazer 2.0 is here to help you reclaim yourself and build a path that finally fits all of you.

This is more than career coaching. This is identity-integrated career reinvention — a guided, three-phase process that weaves together your story, your skills, and your vision, and turns it into a clear, strategic, and aligned path forward.

What Makes Trailblazer 2.0 Different?

Most career advice will tell you how to fit the mold. How to polish yourself. How to position yourself for spaces that were never built to hold all of who you are. But when you’ve spent your life navigating cultures, expectations, and survival, you know the truth: Fitting in might get you in the room. But it doesn’t mean belonging. 

In fact,  it costs you something deeper. Your voice. Your energy. Your connection with  yourself. You’ve mastered the art of adapting. But you’re not here to keep surviving. You’re here to build something that feels true. Expansive. Unapologetic.

Trailblazer 2.0 is where that building begins. This work doesn’t ask you to shrink to survive. It invites you to bring your full self forward — unapologetically. It helps you integrate. Your voice. Your values. Your story. Your skills.

All of it belongs. And from that wholeness, we build.

You’ll reconnect with what actually lights you up. You’ll see how your creativity, ambition, and lived experience fit together in ways you were never taught to trust. You’ll create a career that feels bold, rooted, and fully your own.

No more code-switching. No more performing. No more self-betrayal.

In Trailblazer 2.0, you will:

  • Finally define what success means on your own terms — and stop chasing versions of it that were never yours to begin with

  • Reclaim your voice and express your value with clarity, confidence, and conviction

  • Identify your Zone of Genius and learn how to lead from it, instead of constantly second-guessing your path

  • Build a brand foundation that reflects your story, your impact, and your full identity — not just the polished parts you’ve learned are ‘acceptable’

  • Create a 12-month action plan that feels spacious, focused, and aligned with how you actually want to live and work

    You will also:

  • Reignite your creative spark and your belief in what’s possible

  • Strengthen your self-trust and learn to make decisions from alignment, not anxiety

  • Set boundaries that honor your energy, your culture, and your vision

  • Stop circling your potential and start taking bold, grounded steps toward what’s truly yours

  • Build a career that reflects your integrated self — no more editing, no more performing, no more playing small

  • Watch your inner voice shift from “Is this really it?” to “Wow, I can’t believe I get to build this.”

    Jiwan and I started working together for the last 8 months, as I left my job to figure out what to do next. She worked alongside me as a thought partner and empowered me to discover and claim my inner voice, while coaching me to create my own path forward. 

    After working together through this program, I feel so clear and confident in the work that I am doing now, combining my love for HR processes and elevating leadership teams. Thank you Jiwan, you have been instrumental in my success.  - Rosey S.

    What’s Included:

  • Three virtual, one-on-one sessions per month for 3 months, plus one strategy session at the end of the program to reflect on your growth, address any remaining questions or roadblocks, and explore opportunities for continued support. This final session ensures you leave the program feeling grounded, empowered, and set up for long-term success (10 sessions total (60 minutes each), 9 Workshop sessions,  plus 1 closing strategy session.)

  • Unlimited text/voice messaging support between sessions (via the app Voxer):
    This is where we’ll collaborate asynchronously to create momentum and take action between sessions. It allows us to address challenges in real time and build on the work we do in-session.

  • A Guided Discovery Process to clarify your values, honor your unique skills, and reconnect with your needs as a bicultural changemaker. This foundational work (including intentional pre-work) helps you build from a place of clarity, not pressure.

  • Exploratory Exercises to complete between sessions to help you validate ideas, deepen self-awareness, and start shaping a vision that aligns with who you are — and who you’re becoming.

  • Live-In-Session Workshopping, where we will use tools like Miro to map out ideas, test strategies, and co-create solutions in real-time. These sessions are spacious, creative, and designed to help you reimagine what you thought was possible for your career.

  • Personal Brand Clarity so you can articulate your voice, values, and vision in a way that’s authentic, magnetic, and aligned with your purpose as a multi-dimensional leader.

    This isn’t about starting over. It’s about starting from everything you’ve lived, learned, and carried—even when it wasn’t always recognized. You’ve spent enough time trying to fit in. Now it’s time to build something that fits you.

“There is nothing more powerful than a person who has come home to themselves.”— Nayyirah Waheed

I’ve been in your shoes… 

For years, I built a career that looked impressive on paper, but quietly drained me. I started in academia as a conflict transformation specialist, then moved into brand strategy across high-pressure industries. I knew how to work hard, navigate complexity, and succeed in almost any room.

As a daughter of immigrants, I took pride in being the one who figured it out. The one who could translate, adapt, perform. But beneath the polished exterior, I was asking questions I didn’t yet have language for: Is this really it? Why does success still feel like not enough? What would it look like to stop performing—and start building something that actually fits?

Like so many bicultural professionals, I had learned to split myself. My creativity in one corner. My cultural expression in another. My ambition tucked neatly between expectations. And the more I achieved, the more disconnected I felt from my voice, my joy, and my vision. Eventually, the misalignment caught up to me.

I hit a wall—mentally, emotionally, creatively. But instead of starting over, I chose to go deeper. I realized I’d been building my career around what I could do: not around who I actually am. What changed everything was reconnecting with my unique genius; the intersection of strategy, creativity, cultural depth, and lived experience that only I bring.

And from that place, I rebuilt.

I created a coaching practice that reflects all of who I am. And now, I help other cyclebreakers do the same in their careers. Not by fitting into someone else’s mold. Not by choosing between their passions, values, or identities, but by building careers around their unique genius, the intersection of everything that makes you, you. Careers that feel aligned, whole, and powerful because they’re rooted in who you truly are.

So… why hire me as your coach?

My background in brand strategy, conflict transformation, and intercultural theory gives me a unique lens to help high-achieving bicultural professionals build careers that reflect not just their credentials but their values, creativity, and voice.

I’ve helped visionary CEOs, founders, leaders, and solopreneurs navigate the tension between ambition and authenticity.Many are the first in their families to take an unconventional path, carrying cultural nuance in one hand and creative dreams in the other. You’ve likely been told you need to choose between happiness and money, creativity and credibility, being professional and being yourself.

Maybe that trade-off helped you succeed. But eventually, it started to feel like a trap.

I get it.

I know what it’s like to be brilliant and boxed in. To adapt, over-perform, and thrive in spaces that weren’t built for your full identity. It’s exhausting and draining. But you don’t need to stay there. Everything shifted when I stopped separating who I am from what I do.

I built my coaching practice by identifying and working from my unique genius — the intersection of my values, skills, lived experience, and creative voice.

That integration changed everything for me. And now, it’s the foundation I help you build from too. Because you have a unique genius as well. It’s not something you have to invent. It’s already within you — layered into your story, your creativity, your voice, your expertise. It just needs the space and support to come fully alive.

That’s where I come in.

My coaching blends deep reflection with bold direction. Together, we’ll untangle what’s felt fragmented, reconnect you with your unique genius, and build something that feels aligned, expansive, and unmistakably yours. Because that quiet pull you’ve been feeling isn’t confusion. It’s your potential breaking through, asking for more.

You don’t need to start over. You need to build from the full expression of who you are, without shrinking, editing, or apologizing.

And I can’t wait to help you do it. Because we’re not just holding space for your story. We’re building your next chapter — bold, alive, and fully your own.

Are We a Good Fit to Work Together?

Trailblazer 2.0 is for ambitious, bicultural changemakers who are ready to stop shape-shifting and start building a career that actually reflects who they are.

I work with immigrants, children of immigrants, and bicultural minorities who are navigating layered identities and carrying visionary ideas — but don’t yet have a clear framework to bring them to life.

This is a space where all of you belong: your creativity, your ambition, your nuance, your voice. And I hold that space with deep care. If you believe in equity, cultural integrity, creative freedom, and the right for every person to thrive, you’ll feel right at home here.


Trailblazer 2.0 IS a great fit for you if...

  • You’re ambitious, imaginative, and multi-layered with a strong track record of achievement and a growing desire to do something more aligned.

  • You’re a creative minority who’s tired of compartmentalizing your identity and ready to integrate your talents, skills, and expertise into a career path.

  • You’ve achieved success on paper, but still feel unfulfilled. You want to create something that reflects your values, your voice, and your leadership.

  • You feel the pull toward entrepreneurship, creative ownership, or a more autonomous path,  even if you’re still figuring out what that looks like.

  • You’re full of layered skills and big ideas and you’re ready to map them into a cohesive vision that excites you.

  • You’re done with one-size-fits-all career advice. You want a strategic thought partner who sees your full picture and helps you build something that's truly your own.

  • You’re ready to do the deep, identity-centered work  and take bold action to bring your vision to life.

Trailblazer 2.0 IS NOT a great fit for you if...

  • You’re looking for a quick fix, a step-by-step formula, or a traditional job search strategy.

  • You’re focused on finding your next corporate role. This program is entrepreneurial, designed for those creating careers rooted in ownership, creativity, and alignment.

  • You’re uninterested in exploring the deeper layers of self and identity.  This work goes beyond surface-level strategy.

  • You’re expecting to be told what to do. This is a collaborative process where you lead your own transformation.

  • You’re brand new to your career. This program is best suited for those with an eclectic range of experience to reflect on and build from.

  • You’re not ready to invest time, energy, or intention into your next chapter; real change requires real commitment.

What to Expect

The Trailblazer 2.0 Framework unfolds through three phases, grounded in design thinking, coaching methodology, and real-world execution.

While the program has a clear structure, it’s intentionally designed to meet you exactly where you are. We’ll adapt the curriculum to support your individual journey and growth.

PHASE 1: Self-Discovery (Sessions 1–3)

Uncover who you are culturally, creatively and individually. We’ll do deep reflective work to reclaim your your values and identify your Zone of Genius, so you can gain clarity and confidence on what you actually want in your career.

You’ll walk away with:

  • A grounded sense of your identity, values, and strengths

  • Clarity on what energizes you — and what no longer fits

  • A clear understanding of your Zone of Genius and how to leverage it in your career

PHASE 2: Build with Purpose (Sessions 4–6)

Get clear on your deeper “why” and define a career vision rooted in your values, not external expectations. We’ll define what ‘success’ means to you, so that your career pursuits are aligned with what actually fulfills you personally, professionally and creatively.

You’ll walk away with:

  • A redefined version of success on your own terms

  • A personal mission and career vision that reflect your values and ambitions

  • Renewed energy, creativity, and clarity about what you're building

  • Boundaries that protect your peace and fuel sustainable growth

PHASE 3: Execute on Your Vision (Sessions 7–9)

Turn insight into action. We’ll co-create a purpose-driven roadmap and build the foundation for your personal brand so you can take career action with clarity, strategy, and conviction.

You’ll walk away with:

  • A 12-month roadmap with aligned milestones

  • A clear strategy for execution and next steps

  • A personal brand narrative that captures who you are and where you're headed

  • Career clarity that honors your full self — not just the parts that “fit”

Each phase is flexible, layered, and tailored to your unique path, because your career should expand as you do.

“Because the fire inside me burned brighter than the fire around me.”— Joshua Graham

My Magic Sauce:

Working with me isn’t a checklist or a five-step formula. I’m not here to hand you hacks or brand you into a tidy version of success. And I’m definitely not here to push you toward a niche that feels safer than your full potential.

You’ve done enough shape-shifting. You’re not here to fit in. You’re here to create something that finally fits you. That's what we're going to build together.

My approach is spacious, strategic, and collaborative.We think boldly, reflect deeply, and build from your lived truth. We slow down so you can hear yourself clearly. We unpack what’s kept you circling. We tune into the voice you’ve learned to silence. We give shape to the future you’ve always imagined but haven't shared out loud.

I won’t hand you the answers. But I’ll help you access the ones already within. 

I’ll hold space, reflect back your brilliance, and walk beside you as you bring your unique genius forward — clearly, creatively, and on your terms. Because this work isn’t just about clarity. It’s about aliveness. Self-acceptance. Freedom. Creativity. Peace. 

So yes, we will go deep. And yes, we will laugh. A lot. Because growth doesn’t have to be heavy. It can feel like ease. Where hard moments are met with care. Shortcomings with curiosity. Wins with celebration. Because I will be there for you, championing you the whole way.

Your transformation will be energizing. Personal. Empowering. You won’t leave with someone else’s blueprint You’ll leave with a vision that’s fully yours and the clarity and confidence to bring it to life. And yes, it’s going to feel good. Like hella good.

Like finally stepping into the version of you that’s always been there — brilliant, bold, and ready to trailblaze a path that’s entirely your own.

Ready to Get Started?

Your first step is to book a Discovery Session — a 45-minute call where we’ll get to know each other, explore your goals, and see if Trailblazer 2.0 is the right fit for your next chapter. Ahead of our session, I’ll send over a full program overview so you know exactly what to expect. During the call, we’ll personalize your goals, walk through logistics, and make sure we both feel aligned.

To get started, just fill out the Discovery Session Request Form at the bottom of this page. If it’s a match, I’ll reach out directly to schedule your session. If you’re feeling that mix of excitement and nerves —congratulations — that’s your body aligning with your bold act of confidence. So let’s build the life you’ve been craving.

I can’t wait to meet you!

Discovery Session Request:

This work is deep, focused, and transformative. In just three months, we’ll create a lot of momentum — but that only happens with full commitment to yourself and the vision you’re here to build.

To book a Discovery Session, you need to be ready to invest in your personal and professional growth, both energetically and financially. The investment for Trailblazer 2.0 is $2,997 USD, with payment plans available.

Because this is a high-touch experience, alignment matters — for both of us. I accept the right-fit people into my programs because the quality of your experience depends on it. Your success is vital to me.

I’m all in, and I invite you to be too.

Here’s What My Clients Say About Me:

 I have had the extreme pleasure of working with Jiwan over the last 2 years on content. I've found her to be thoughtful, eloquent and incredibly insightful. Jiwan has created an environment in which her clients feel like family.

 She brings deep intelligence to the conversations she has and challenges the status quo. Jiwan pushes clients out of their comfort zone - in an incredibly positive and gentle way. She uses each interview as an opportunity for her to learn and to further her knowledge. She is thoughtful and considers her clients even when not working together - she anxiously brings energy and positivity to the sessions and really works to create deeper relationships. I couldn't recommend another human more passionate than Jiwan to help you on your journey.  — Lindsay S. 

I look forward to every session I have with Jiwan, as she is strategic, kind and helpful in her coaching approach. Anybody who wants to grow as a founder and better their business, should be looking to work with Jiwan.  — Neha C. 

 Jiwan immediately distinguishes herself as a bright light of intellect, ethical reasoning, and empathetic care. This is someone who draws others to her leadership and ideas, and is genuinely committed to just ways of organizing and relating. I'm not overstating to say that – of the members of her generation energetically and compassionately laboring for a better world – she is among the absolute best that I know.  — Dave. H

Jiwan has a creative approach to career and business design. I felt like I had clarity on what I wanted to accomplish within two sessions with her, and I am motivated to build a business that honours all my talents as a creative and a trailblazer. — Alisha S. 

Jiwan and I started working together for the last 8 months, as I left my job to figure out what to do next. She worked alongside me as a thought partner and empowered me to discover and claim my inner voice, while coaching me to create my own path forward. 

After working together through this program, I feel so clear and confident in the work that I am doing now, combining my love for HR processes and elevating leadership teams. Thank you Jiwan, you have been instrumental in my success.  Rosey S.