Hi, I’m Ravi

Like you, there's much more to me than what appears on the surface.

When I look back on my life and career, I'm surprised by how unpredictable — and genuinely awesome — the journey has been. Through all of it, I've stayed true to my core: a curious, creative explorer hungry for understanding, for influencing others, and for challenging himself across whatever has captured my genuine interest.

Today, I'm recognized as a design executive with nearly 30 years of leading teams, and 20 years of building practices and developing people. I wasn't born a leader or a public speaker. I had no interest in a corporate career and no courage to be an entrepreneur.

My parents immigrated from India and raised me and my brothers in the countryside, in a small agricultural town where it felt implicit that we'd pursue a professional path: doctor, engineer, or business. So what did I do?

I studied fine art. Paintings, drawings, prints, sculptures, book design. I studied on the East Coast and in France, lived a bohemian life in a small village in the south of France, and toughened up in Baltimore. It was a romantic time in my twenties, and a practical career was the last thing on my mind.

So what was the path from artist to executive? And why does it matter to you?

We're All Climbing the Same Mountain

Maslow's hierarchy of needs lives in each of us. We need to survive. We need safety. We need love. We need self-esteem. And ultimately, we need to become the fullest version of ourselves.

This same arc plays out in our work:

We need to make money. We need shelter and stability. We need to belong to a group that values us. We need to feel proud of our abilities and accomplishments. And we need to pursue something that feels purposeful, not just practical.

If you're seeking guidance on that last one, you're not alone. That's exactly where I come in.

The Winding Path Appears Straight, In Retrospect

When I traded the paintbrush for a keyboard, it felt like the greatest compromise of my true self. I felt like a sellout — practical, regular, conformist. And yet, I never lost sight of what actually drove me:

Curiosity. Creativity. Exploration.
Community. Individualism. Growth.

While building my corporate career across education, energy, utilities, and technology companies, I was also traveling the world, deejaying on weekends, reading voraciously. At one major turning point as a single father of two daughters, I launched an artisanal pizza business just to break through my fear of entrepreneurship.

None of that shows up on my resume, which reads like a clean, linear story of ambition:

Intern → Contributor → Manager → Director → Executive

But that's not the whole story. My career developed as much through serendipity as intention, and it was held back more than once by limiting beliefs and self-sabotage.

At first glance, my professional and personal lives might seem unrelated, as if the career funded the creative life, and the creative life recovered from the career. But I've come to see it differently. These two sides of me aren't intertwined like rope. They're woven like DNA. There's intelligent coherence across every part of who we are, no matter how hard we try to compartmentalize. The common thread isn't a job title or a hobby. It's you. Your fears, your self-image, your ambitions, your joy.

Values and Self-Awareness Are the Master Key

When you think back across your life, how much have you actually changed, deep in your core? Your circumstances, status, and access may have shifted significantly. But our core values and self-image were largely shaped in childhood, and they've been quietly influencing how we show up ever since.

Whatever goals you have for your career or your life, there's a source of motivation underneath them tied to your values. Do you know what those values actually are? Do you know which ones might be holding you back, and where you picked them up?

I had been mentoring others for years before I realized I hadn't fully unlocked my own growth. Mentoring is valuable. It offers support, guidance, and instruction. But coaching, especially the way I practice it, goes deeper. It helps you access self-awareness and inner truth that mentoring alone can't reach.

The answer you're looking for? It's already inside you.

Isn't that something? You're seeking a coach to help you find answers that are already within you. There's no shame in that. My mechanic changes my oil. A gardener mows my lawn. My CPA does my taxes. At the gym, I have a coach.

A few years ago, after decades of career success and a healthy degree of pride, I went through a process that deconstructed nearly everything my ego had told me was true. On the other side of it, I found my real self. Not the one shaped by self-imposed expectations and accumulated weight, but the one that had always been there. From that moment, everything shifted: my career, my finances, my health, my creativity, my relationships at work, with friends, with family, with my children. Most importantly, my relationship with myself. I got unlocked.

Growth Is Uncomfortable. Maintenance Takes Practice.

Here's the honest truth: if you want the best version of your life, it's going to require real work. Intentional effort. Discomfort. You may even need someone in your corner for accountability.

But here's what I've also found to be true: when you really want something — I mean really want it — you don't just do the work. You find a way to love it. All our deepest pursuits are work, but because we care, we stop noticing the pain.

And once you get there — once you achieve something meaningful — the next step is integration. The coaching that guided you becomes internalized. New perspectives become daily practice. The habits you built start meeting life's circumstances automatically, as they keep coming.

A shift in perspective is a kind of miracle. Let's start there, with how you see yourself. Let's get to know the deeper you: your ego's goals, your heart's goals, your intuition's goals. They're not always the same thing.

Who Am I?

I'm Ravi Jagpreet Singh — a heart-led coach, a vulnerable servant-leader, and an empathetic friend.

Ravi means "sun," one who spreads light. Jagpreet means "one who loves the world." My parents gave me a name that, it turns out, perfectly expresses my deepest values: love, empathy, and universal connection. It took me decades to reconcile my identity, to wrestle my own ego, deconstruct who I had become, and discover who I actually am. And yet, it was all right there in my name from the beginning, gifted to me by my parents.

I'd love to work with you and explore together the question: Who are you?

Embed images and videos: 

Public speaking pictures

A picture of me making pizza

A picture with my kids, or mom and dad

Podcasts

On the Love as a Business Strategy podcast, I demystify the concept of Empathy — What does practicing empathy look like? How do you empathize with people around what they need vs. what they want? How do you give and receive feedback? And more…

A conversation about designing your life, with highly practical approaches and principles from design thinking, research, and mindfulness.

Learn approaches to actively design your career with intention and alignment

Learn about connecting the practice of design to business, communicating how your work creates measurable value, and leveraging self-awareness to accelerate your growth.

If you’ve made it this far, you probably have a sense of how I think and what I value. The questions below are the practical ones — who I coach, what we work on, and whether this is the right fit for you.

Frequently Asked Questions

Who do you coach?

I coach thoughtful, high-performing people who feel stuck at an inflection point: a career transition, a leadership leap, a confidence collapse, or a season where they've outgrown the identity that used to serve them. Many of my clients are managers, directors, and creatives across diverse business functions. But you don't need a title to be a fit. You just need a sincere desire to grow.

What makes your coaching different from typical career coaching?

A lot of coaching focuses on external strategy: your resume, your pitch, your network, your productivity. That matters, but it's rarely the real blocker. My approach is different because I help you understand what's driving you internally. We look at the beliefs, fears, ego patterns, and self-image that shape how you lead and how you choose. Once you can see those clearly, the external strategy becomes simpler, and it actually sticks.

What kinds of people are NOT a fit for your coaching?

If you want quick hacks, motivational hype, or someone to hand you a playbook, I'm probably not your coach. I'm not interested in performative growth. I'm interested in real transformation, the kind that requires honesty, discomfort, and personal responsibility. I'm also not a therapist, and I won't position coaching as a substitute for therapy. My work is best suited for people who are functional, capable, and ready to evolve.

What do you help people with, specifically?

Most clients come to me because something important isn't clicking anymore. They want clarity on their next career move, they want to show up as a stronger leader, or they're tired of repeating the same patterns. We work on career direction, leadership presence, communication, boundaries, confidence, and sustainable performance. Underneath all of it, we're usually working on something deeper: self-trust.

What can I expect from working with you?

A mix of warmth and honesty. I'll listen deeply, and I'll challenge you. I'll help you organize your thoughts, identify patterns, and get clear on what you actually want, not what you think you "should" want. You'll leave sessions with insight, direction, and practical next steps. But you'll also leave with something harder to find: a stronger relationship with yourself.

Is your coaching spiritual?

I'm comfortable discussing meaning, identity, intuition, mindfulness, and the inner work of becoming more whole. I also have a strong grounding in business, leadership, and real-world outcomes. I'm not here to sell a belief system. I'm here to help you access your truth, strengthen your self-awareness, and live with more alignment, whether you frame that as psychology, spirituality, or both.

Book a free consultation

Ready to take the next step in achieving your personal and professional goals?
Let’s get to know each other and start planning growth today!