Jake L.

Jake L.

5.0

(7)

Certified Career Coach for High-Performers at a Crossroads

University of Wisconsin - Madison Logo

Studied at University of Wisconsin - Madison

Self Employed Logo

Works at Self Employed

Available Monday at 1:00 PM UTC

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Jake's Coaching Offerings

Custom hourly · $170/hr

Get help with Leadership, General Exploration, and .

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Jake’s Career Coaching Qualifications

Coaches professionally

Experience level: Executive

I coach professionals who are facing meaningful career decisions: transitions, leadership challenges, or moments where the next step isn't obvious but standing still no longer works. Many of my clients are high-performers who look successful on paper yet feel stuck. They need a thinking partner who will challenge their assumptions, help them see patterns, and turn reflection into action. Before becoming a coach, I spent a decade leading digital marketing teams. I've navigated org politics, managed up, made hard calls about roles and direction, and burned out in the process. When clients describe what they're up against professionally, I'm not theorizing. I've been there. My coaching is both grounded and incisive. I listen closely, notice recurring themes, and ask questions that go beneath surface explanations. I believe in examining not only the decision in front of you, but also the beliefs and narratives that shape how you evaluate your options. That's where real clarity emerges. That said, reflection only matters if it leads somewhere. I'll also help you pressure-test your choices, map out concrete next steps, and stay accountable to the commitments you make. The balance between reflection and forward motion is where the best work takes shape. I hold my Associate Certified Coach (ACC) credential from the International Coaching Federation, and earned my Certified Professional Coach (CPC) designation through iPEC, an ICF Level 2 accredited program. I've also spent 500+ hours in the client's seat myself, across both coaching and therapy, which fundamentally shapes how I show up in this work. If you're ready to engage directly with your thinking and take ownership of what comes next, let's connect.

Jake can help with:

Leadership

General Exploration

Skill Building

Career Planning

View all of Jake’s categories

About Jake

I work with ambitious professionals who have done everything "right" and still feel stuck, burnt out, or disconnected from the work they're doing. You've hit the KPIs, earned the promotions, stacked the accomplishments. And yet underneath it all, something feels off. That's exactly where I operate. I am an ICF-credentialed (ACC) coach, with a decade-plus background leading digital marketing teams. I've sat in this seat. I've managed up, navigated tricky org politics, ground through quarters. So when my clients describe what they're going through professionally, I'm not merely theorizing. I've lived it, including the burnout that eventually caused me to rethink everything. My coaching goes deeper than career tactics. We work on the beliefs, patterns, and internal narratives that drive your decisions. Because what's keeping you stuck is rarely a skills gap. It usually follows from a story you've been telling yourself for years.

Why do I coach?

I carried a deeply-held belief that meaning and purpose would follow if I just worked hard enough. But they never did. As a result, work became a grind with no end point, and I eventually found myself burnt out chasing a version of success that was never going to fulfill me. Through coaching, I was able to see my beliefs more clearly, challenge them, and cultivate something more intentional. That experience showed me what's possible when someone is willing to look honestly at what's driving them and what's holding them back. I coach because I've been on the other side of that work, and I know what it unlocks. It's not easy, but for people who refuse to settle, it's worth every bit of effort.

Work Experience

Self Employed Logo

Certified Professional Coach

Self Employed

June 2024 - Present

The Tie Logo

Director Digital Marketing

The Tie

January 2024 - June 2024

The Tie Logo

Digital Marketing Manager

The Tie

December 2021 - January 2024

Horizon Media Logo

Director, Digital Media

Horizon Media

February 2021 - December 2021

Horizon Media Logo

Director, Digital Media

Horizon Media

March 2019 - February 2021

Horizon Media Logo

Director, Digital Media

Horizon Media

February 2018 - February 2019

Piro Logo

Account Services Intern

Piro

May 2016 - August 2016

-Assisted in creation of cross-channel marketing strategy for digital web series and associated product line -Prepared pitch decks and documents for client-facing meetings -Liaised with production team throughout creation of TV spot -Researched and executed strategic rollout of viral branded video content

Morgans Hotel Group Logo

Marketing & Communications

Morgans Hotel Group

June 2015 - August 2015

-Created and edited original digital content using Ruby on Rails for MHG's culture site Back of House -Built out end-to-end plan to create and activate a fireplace concierge service at Royalton Hotel for Winter 2015, working directly with the CMO and General Manager of Royalton -Prepared and organized marketing materials and collateral for promotions and events in the New York region -Awarded by Executive Board for plan to increase social responsibility across all properties

Education

iPEC Logo

iPEC

Certified Professional Coach

2024 - 2025

Completed iPEC's Coach Training Program

University of Wisconsin - Madison Logo

University of Wisconsin - Madison

Bachelor of Arts (B.A.), English and Philosophy

2012 - 2016

7 Reviews

Overall Rating

5.0

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Jake L.

Jake L.

5.0

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