Trailblazer 2.0

Private Coaching for First-Gens

This a 90-day, 1-on-1 coaching program for adult children of immigrants who are ready to build bold, impactful careers.

Together, we’ll uncover and heal the survival patterns that have kept you disconnected from your true power, voice, and vision. Then, we’ll design a career that fits you — rooted in your unique genius, deep purpose, and full range of potential.

You’ll gain the clarity, confidence, and strategy to break free from old survival habits, show up authentically and thrive on your own terms.

Are you tired of chasing conventional success — but still feeling disconnected from yourself?

Are you drained from shapeshifting between cultures, expectations, and versions of yourself to fit in – yet never feeling fully seen or accepted?

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

You’ve done everything right. You got a great education, you built a stable career and you made your parents proud…

But deep down, you’re unhappy, lost, and unsatisfied.

Why? Because when you’re a high-achieving child of immigrants, you don’t just learn how to succeed. You learn how to survive.

You chase successes to honour your family’s sacrifices. But in doing so, you navigate exclusionary environments that barely recognize – let alone support – the complexity of your bicultural identity.

Because of that, you learn to shrink yourself. 

You leave parts of your identity, creativity, and truth at the door just to be seen, safe, and accepted.

Thus, your career becomes a reflection of your talent, resilience and your survival conditioning. 

Now you’re at a point, where you’re ready to outgrow this survivalist identity.

You’re done neglecting your needs. You’re done shrinking yourself for other people. You’re ready to expand to the full scope of your potential and LIVE like it too… Because, you don’t just want success. You want success that looks and feels like YOU.  

 Well… you’re in the right place.

That’s where I come in. 

Let me be honest…

You’re not stuck because you lack talent or capability. 

You already know how to build success through hard work and determination.. (And this hustle has put you light years ahead of your peers.)

You’re stuck because your subconscious is still rooted in survival mode. So when you try to pursue anything outside of your survivalist-conditioning, you are riddled with self-doubt and criticism.  

Don’t make any stupid moves!
You can’t change paths now, people will think your stupid! Just be grateful with what you already have…

This self-doubt kills your confidence to claim what you want, let alone chase it. 

So you don’t build the courage to execute on your ideas, despite having ALL the talent and ALL the desire to do it.

Soooo… it’s It’s time to finally unpack your lived experience and heal this survivalist conditioning.

It’s time to rebuild your sense of self AND find clarity on who you are and what YOU really want…

Because confidence and clarity are the prerequisites for bold, strategic and aligned action… and the foundation of your career transformation.

That’s exactly what we build in: Trailblazer 2.0.

So let’s get started!

What is ‘Trailblazer 2.0’?

Trailblazer 2.0 is a 3-month private coaching program designed to help you build a career path that’s fulfilling, profitable and uniquely your own. 

Most career coaches will tell you how to fit the expected social mold. But you know the truth: Fitting in might get you in the room. But it’ll cost your authentic self. 

You’re done paying that price. Now you want to build a career that feels expansive, rooted, and unapologetically self-defined. Where you can reclaim YOU.

In this program you will…

✔️ Define your deeper why, so you stop performing for approval and start building from clarity, meaning, and self-trust.

✔️ Figure out what you actually want to be doing, so you design a career that feels expansive, aligned, and rooted in your full identity.

✔️ Identify your unique genius, and position it as a powerful market differentiator – so you stand out in a way that only you can.

✔️ Build an authentic personal brand, so you can take proactive steps to attract the right people, opportunities, and environments.

✔️ Create a 12-month roadmap, so you can take clear, sustainable, and confident action for long-term success and sustainability. (a.k.a without overworking or burning out). 

And you'll also…

✔️ Break the cycle of burnout by healing survivalist mindsets that drive you to pursue belonging by overworking and playing small.

✔️ Strengthen your sense of self, so you can lead with clarity, confidence, and your full, unapologetic voice. (Goodbye, self-doubt!)

✔️ Reignite your creative spark so you can take full ownership of your career  and finally build the vibrant life, you know you're capable of. 

✔️ Reimagine your relationship to work, so you go from “Is this really it?” to “YES... this is really it!”

Because it’s time to build success that feels and looks like YOU.

Here’s What’s Included…

  • 🔥 10 private 1:1 coaching sessions

    3 calls per month for 3 months, plus a final strategy session to clarify your vision, clear internal blocks, and map a path that’s fully aligned and unmistakably yours.

  • 🔥 Unlimited Voice and Text support

    between sessions (via Voxer): This is where we will work  asynchronously, so you can build momentum between sessions.

    You will get real-time coaching insights to process wins, roadblocks, and breakthroughs as they happen.

  • 🔥 Intentional program pre-work

    to help you articulate your lived experience, so we can accelerate your growth, by starting this work with in-depth inquiry and self-awareness.

  • 🔥 Strategic Workshopping

    (Via Miro):to map out your strategy, explore ideas visually, and bring structure to your ideas, so you leave each session with more clarity,  confidence and direction.

  • 🔥 Between-session Discovery Exercises

    designed to stretch your thinking, validate your vision, and empower you to work through limiting mind-sets and beliefs.

  • 🔥 Personal Brand Strategy

     to help you attract the right opportunities, stand out with clarity, and make aligned decisions with confidence.

BONUS:

Your Personal Miro Board + Client Dashboard

You’ll receive lifetime access to your personalized digital hub (a.k.a your Miro Board + Client Dashboard)  complete with session recordings, exercises, your final vision, and a custom roadmap to action. 

It’s your evolving blueprint: a space to revisit and refine your path long after the program ends.

Jiwan empowered me to discover and claim my inner voice as a daughter of immigrants and future founder.

I left our work together feeling clear, confident, and finally in alignment with the work I want to be doing.” - Rosey S

“I’ve worked with coaches before, but Jiwan’s approach is different. She helped me really uncover my deeper limiting beliefs and see how to build a business that honors all my talents.

I am so grateful for clarity and creative power this work has given me. — Alisha S.

I’ve been where you are…

As a daughter of immigrants, I took pride in being a high performer, yet I had two opposing cultural voices inside me constantly vying for my attention, and I was trying to please both of them.

So I learned to divide myself.

At home I was Indian. At work I was Western. I stuffed my ambition and personality down so I wouldn’t be “too much.” Shapeshifting to fit every mold.

Despite being terribly unhappy, I didn’t dare entertain any big life changes. Lose everything I’d worked for? No way.

I did all this to “be successful.” But really, I was breaking myself, building ‘success’ while neglecting my own needs.

Eventually, the fragmentation caught up to me.

I hit a wall mentally, emotionally, and creatively. I was completely burnt out. I realized I couldn’t keep code-switching. I needed to fundamentally change how I was operating.

I craved cohesion. Full ownership and autonomy in how I showed up — personally and professionally.

So I committed to healing.

I started unpacking the survivalist mindsets that fueled my fragmentation and burnout cycles.

As I healed I built a sense of self, independent from my survival conditioning, so could step into my most powerful and authentic self.

Then I rebuilt my career and business around my new found identity, and my unique genius.

The result? A career that is deeply meaningful to me, in which I can THRIVE, where I can finally build the BIG and FULL life I always wanted.

And you, dear friend, can do the same.

Because this BIG and FULL life is exactly what YOU deserve, and it’s what your parent’s sacrificed for.

So let’s build that vision together…

Why hire me as your coach?

Jiwan Dhaliwal (Me!) Your Career Design Coach

I take an unconventional approach to coaching and career design, which is exactly what first-gen children of immigrants need.

As a bicultural person, you have a complex personal identity. Your life, identity and self-expression are built through diverse influences, people and values.

You’re multifaceted. So you need an approach that holds space for your complexity, so you can really understand who you are and build a direction that’s right for you. 

I’m not here to give you simplistic answers or cookie-cutter answers.  No, no, no.

My goal is to empower you to feel proud of who YOU are as a first-gen, and give you a framework to build a life and career in line with your bicultural awesomeness. In your way. On your timeline.

I've worked with many bicultural changemakers design meaningful, aligned careers. I've also been through this transformation myself. By breaking free from survivalist patterns, I’ve been able to truly love who I am and build a career that reflects all my talents and potential. 

I know what it takes to build an authentic life… especially as a first-gen.

We are cycle-breakers, high-achievers, generation rewriters — all in one. 

I take pride in using my expertise and credentials to give you the support you need.

So let’s build the direction that’s right for you.

Are We a Great Fit to Work Together?

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

This is a space where all the parts of you belong: your creativity, your ambition, your nuance, your voice.

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 in my coaching program.

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 desire to do something more aligned.

✔️ You’re a bicultural or first/second-generation person ready to build an impactful career that reflects your truth, your talent, and your purpose.

✔️ 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, and you're still figuring out what that looks like.

✔️ You’re full of diverse skills and big ideas and now you’re ready to shape them into a clear, exciting vision for what’s next.

✔️ You’re done with one-size-fits-all career advice. You want a strategic thought partner who sees your full self 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 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-leaning, designed for those creating careers rooted in self-leadership.

✖️ 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 transformation, with my support and insight.

✖️ 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; because let’s be honest: real change requires real commitment.

Ready to design your own path?

Here’s HOW we’ll do it…

The Curriculum

The Trailblazer 2.0 Framework unfolds through the following 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 understand who you are as a bicultural person, so can own what you actually want in your career.

You’ll walk away with:

✔️ A clear understanding of your values, strengths, and personal identity as a bicultural person

✔️ Compassion for your survivalist patterns and confidence in your healed and integrated self

✔️Clarity on your Zone of Genius, unique value, aoyou know what work truly energizes you

PHASE 2: Find Your 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 and professionally.

You’ll walk away with:

✔️ A clear understanding of your ‘deeper why’ and what motivates you underneath survivalist patterns

✔️A new scope of energy around what ‘you can do’

✔️ Boundaries that protect your energy and fuel sustainable long-term growth

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

Turn your self-discovery into aligned 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 aligned action plan, so you stop spinning your wheels and start building in alignment

✔️ Clarity on how you want to show up in your career and what direction you really to pursue

✔️ A powerful strategy to amplify your voice and vision to build the career you’ve always wanted

My Magic Sauce…

Our sessions will go deep, but we’ll have fun during it.

Because as bicultural thinkers, we don’t build self-belief by just understanding who we are,  but by loving who we are.

And true self love makes room for all we are… the pain, the joy, the grief, the weird and the wonderful crazy awesomeness in between. And we will make room for all of it. 

In fact, my unique genius lies in my ability to hold space with love, joy, and connection. I don’t feel compelled to fix things prematurely or shut down difficult feelings. 

We are energetic beings, and we need permission to let our energy flow unapologetically and without self-censorship or shame.  

So I meet your energetic moments with genuine curiosity and emotional optimism, so that we can understand what you really want and build towards it. 

Everything you share in this program will be met with openness, care and an occasional dose of dramatic humor… get ready!

Let’s build the career you KNOW you’re capable of…

Jiwan Dhaliwal (Me!) Your Career Design Coach

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.

NOTE: 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 below. If it’s a match, I’ll reach out directly to schedule your session.

I can’t wait to meet you!

 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

P.S. Here’s What People Say About My Work…

 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.