Success got you this far. Where will it take you next?

Sometimes, the most productive thing you can do is step away from the painting. That’s where we begin.

Black and white portrait of a young man with short dark hair, light stubble, wearing a zip-up jacket over a collared shirt, smiling slightly, against a plain background.

Free eBook: The Ambitious Professional’s Playbook

Are you feeling stuck? Struggling to get started on achieving your goals? This free resource features five simple steps to create clarity and momentum and empower you to get moving.

I work with ambitious professionals who look successful on paper but feel stuck, disconnected, or unsure of what’s next.

Who I Help

You might be:

  • Navigating a career transition you know you need to make, but can’t seem to start

  • Leading a team while privately questioning whether you’re in the right role… or the right field

  • Sensing it’s time for a change, but stuck between staying the course and making a move

  • Stepping into an expanded leadership role and wanting a thought partner as you grow into it

  • Caught in patterns you can see but can’t break: overwork, people-pleasing, or letting self-doubt quietly run the show

What my clients share is a sense that the next chapter won’t come from working harder. It’ll come from working differently.

How Coaching Works

Clarity. Momentum. Growth. Here’s how we’ll work together:

  • We start with what’s real. Our first conversation is a free discovery call. No scripts, no sales pitch. You share what’s going on, and together decide whether coaching is the right fit.

  • We go beneath the surface. Most of my clients don’t just need a plan. They need to understand the patterns, beliefs that keep them stuck. That’s where the real work happens.

  • I won’t just ask questions. I’ll challenge your assumptions, name what I see, and offer perspective grounded in real experience. Not just theory. When direct input will help you, I lean in.

  • You leave with more than insight. Every session connects back to action. We translate what we uncover into concrete steps so that clarity becomes momentum, not just awareness.

Ready to get started? Book a free discovery call today:

What My Clients Say

“Jake helped me navigate leaving a business I had helped build over multiple years. His recommendations are grounded in lived experience, not just theory - and he’s emotionally sensitive and in-tune, understanding what I was feeling even when those feelings went beyond words.”

— Michael M.

“Jake has a gift for asking exactly the right questions at the right time. He consistently challenged me in ways I didn’t anticipate - helping me gain clarity, stretch my thinking, and approach complex situations with greater confidence.”

— Abhi B.

“During a period of organizational transition, Jake helped me navigate change with clarity and intention, and prepare for an expanded leadership role. He’s a trusted thought partner who brings empathy, curiosity, and honesty to every conversation.”

— Stacey D.

Why I Do This Work

I’ve been there: bringing my A-game to the office every day, grinding day in and day out, only to come home and feel less than stellar. My inner critic would discredit my hard work, saying that in order to actually make an impact, to keep advancing in my career, I would have to raise the bar higher and higher. Work longer hours. Take on more (and more) projects. Until one day, I was completely burnt out - barely able to bring myself to work, let alone my best self.

Working with a coach, we unpacked how (and why) I felt so detached from my work. I discovered that I held a powerful belief: that meaning and purpose would follow from my hard work and accomplishments. Yet through working hard, accomplishments had come, in the form of exceeding KPIs and receiving promotions and raises - but here I was, unfulfilled. I wasn’t aware of how powerful this belief was, running in the background, so I doubled and tripled down, assuming that by pushing myself even harder, I would get to a place of fulfillment.

Coaching not only brought this belief into the foreground, but it also helped me realize its backward logic. I lacked a sense of meaning, a “why” I was doing what I was doing professionally, which led to my career feeling like running on a hamster wheel… until my legs finally gave out from under me. I thought I had reached a breaking point, but coaching showed me it was actually a jumping-off point, an invitation to create a new vision for the future. One in which meaning is the source of motivation, not the product of it.

My first-hand experience with coaching revealed its transformative power. How we we each have the capacity to transcend difficult circumstances. That by consciously looking inwards, asking and answering tough questions, we can challenge the thoughts, beliefs, and patterns that speak to where we are, and develop new ones that serve us in getting to where we want to be. It’s hard work, but for those of us who will stop at nothing to make the most of our careers and lives, it’s work that’s worth doing.

Through coaching, I received the gift of this insight, and now I’m paying it forward.

A smiling young man with dark brown hair and a beard, wearing a navy blue jacket over a white shirt, in an indoor setting with large windows in the background.

Book an Introductory Session

Working together starts with a no-cost, no-obligation introductory discovery call. On this call, you will share some details about your challenges and goals, and I’ll some of the fundamental details about working together. From there, I can address any questions you may have about me, my coaching approach, or coaching more generally.

Over the course of 30 or 45 minutes, our shared objective is to discover whether there is a fit between us, and from there, align on the specifics around how to make the most of our partnership.

Not ready to book a call quite yet? Feel free to send me an email instead: