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I SPENT 29 YEARS ON THE BUY-SIDE.

The hardest decisions never fit neatly in a spreadsheet.

I'm a coach and advisor to investors, the firms they lead, and the founders and leaders they invest in.

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WHO I WORK WITH

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WHY ME

There are a lot of executive coaches. There are very few who have actually lived the life you're living.

I've been in your seat

I spent 29 years in investment management — as an analyst, a portfolio manager, and a team leader. I know what it feels like to carry other people's capital, to build and lead a team, to perform under pressure when the stakes are real and the results are public. I'm not learning your world from the outside. I lived it for nearly three decades.

I know the rooms you're walking into — and what the destination looks like.

I've spent 29 years on the investor side of the table — evaluating management teams, forming views on leadership, deciding where to put capital based on the people running the business. I know exactly what investors are looking for when they sit across from a founder or an executive.

I know what builds conviction and what quietly destroys it. And if you're building toward an IPO or managing a public company — I know what that destination demands of a leader. I know how equity value gets built or eroded by the way a leadership team shows up. That's not something you learn in a coaching program. I serve on boards. I'm a board director. I know what the conversation looks like from the other side of that table — how boards evaluate management, what good governance actually looks like, and how to show up in a boardroom in a way that builds trust and creates real dialogue rather than performance. I bring both rigor and range. I'm a CFA charterholder and a certified leadership and performance coach. That combination is unusual by design. I wanted to bring the same analytical rigor I used to evaluate companies to helping people understand themselves. The work we do together is structured, disciplined, and grounded in real frameworks — not just conversation. I've lived the balancing act too. I know what it's like to carry all of this while also being a mom to teenagers and a wife. The ambition doesn't pause when you walk through the front door. The mental load doesn't either. Figuring out how to show up fully in your career and still be present at home — that tension is real, and it's rarely talked about honestly in professional settings. I'm not going to pretend I've solved it perfectly. But I understand it from the inside. And that matters when we're doing this work together.

WHAT'S POSSIBLE?

The work starts with you. But it doesn't end there.

When you get clearer on what's been in your own way the decisions get better. The ones you've been circling, you make. The conversations you've been avoiding, you have. The move you haven't quite let yourself commit to, you commit to.

For some people that move is internal stepping into a bigger role, taking on more responsibility, finally being seen the way you know you're capable of being seen. For others it's external a different seat, a harder challenge, the next chapter that's been forming in the back of your mind. Either way, the path forward gets clearer. And you stop waiting for someone else to recognize what you're ready for.

For those leading organizations, the impact goes further. Your team starts telling you the truth. Problems surface earlier. The culture shifts — not because you mandated it, but because you changed first. Your organization starts delivering closer to what it's actually capable of.

For public company leaders, it shows up in how investors see your management team and in what your company is worth. For founders, it shows up in the raise, in the rate of growth, in the room when someone decides whether to bet on you.

The personal and the organizational aren't separate. They never were. When you perform at your best, the people and the business around you rise with it.

THE WORK

WHERE WE FOCUS

The work looks different for everyone. But it almost always comes back to these six things.

01

VISION

Where you’re actually going. Not what you’re supposed to want. What success looks like on your own terms.

02

CLARITY

The quality of your thinking under pressure. What drives your decisions. The blind spots you can't see from inside.

03

PRESENCE

How you show up in the rooms that matter. Communication, hard feedback, and how you're perceived when it counts.

04

IMPACT

Your team's performance is a reflection of your leadership. Culture, retention, and what the organization actually delivers.

05

GROWTH

Transitions. Inflection points. Closing the gap between who you are and who you're capable of becoming.

06

RESILIENCE

Sleep, energy, recovery — not as wellness topics, but as performance variables. Sustainability is a competitive advantage.

Senior Sales Leader, Big Tech

I have had the privilege of knowing Rayna Hannaway for approximately a decade, and she has been an invaluable resource for career advice and guidance throughout that time. Rayna has a remarkable ability to help you think differently and outside the box, combining excellent listening skills with clear, actionable direction. Most recently, when I needed to transition into a different role, I engaged Rayna for formal career coaching, and the experience was transformative. She guided me through a deep introspection process, asking thoughtful questions that helped me identify what I truly enjoy and what matters most to me both professionally and personally. Rayna helped me discover what really drives and fulfills me, and as a result, I've made meaningful changes in both my professional and personal life. For any professional open to outside guidance, Rayna brings a unique ability to elevate your career to the next level while ensuring you're balancing personal growth and operating at your maximum capacity. I highly recommend consulting with Rayna if you're ready to take yourself to the next level.

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YOU APPLY EXTRAORDINARY RIGOR TO EVERYTHING BUT YOURSELF.

Let's change that.

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