
Jake L.
5.0
(7)
Certified Career Coach for High-Performers at a Crossroads
Studied at University of Wisconsin - Madison
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 .
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
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

Certified Professional Coach
Self Employed
June 2024 - Present

Director Digital Marketing
The Tie
January 2024 - June 2024

Digital Marketing Manager
The Tie
December 2021 - January 2024
Director, Digital Media
Horizon Media
February 2021 - December 2021
Director, Digital Media
Horizon Media
March 2019 - February 2021
Director, Digital Media
Horizon Media
February 2018 - February 2019

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

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
Certified Professional Coach
2024 - 2025
Completed iPEC's Coach Training Program

University of Wisconsin - Madison
Bachelor of Arts (B.A.), English and Philosophy
2012 - 2016
7 Reviews
Overall Rating