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Caolan H.

Caolan Hunter

Top Expert

600+ Clients | Global Opportunities | Cross Borders, Cultures, & Mindsets

  • Columbia Business School Logo

    Columbia Business School

  • On running Logo

    On running

  • 2.3k

    Expert mins

  • 171

    Followers

Available Wednesday

Starting at 11:30 PM UTC

Questions?

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Work with Caolan

About

  • Customer favorite

    In the top 10% of Career Coaching experts on Leland

I help ambitious professionals and teams navigate high-stakes international transitions, whether that means working across cultures, leading in a global company, or making a major move. I’ve coached executives at Netflix Korea, Woven by Toyota, and Banco Santander. Before that, I was Global Head of Content at On, where I built and scaled the brand team across three continents and led narrative through a $10B IPO. My clients usually come to me when they are already performing at a high level, but something important is getting lost in translation: culturally, relationally, or strategically. I help them communicate clearly, build trust across difference, and make decisions with more confidence and less second-guessing. What I bring is not just frameworks, but perspective: I understand what it feels like to operate between countries, expectations, and identities. My work helps people move forward with clarity while feeling more understood, more grounded, and less alone in the process.

Caolan’s free events

Live interactive sessions you can join for free.

Interview positioning for international candidates
Interview positioning for international candidates

Sep 13 at 12:45 AM UTC

Praveen Kumar G.
Kevin A.

6 people going

Caolan’s Career Coaching Qualifications

Coaches professionally

Experience level: Executive

100+ people coached for Career Coaching

Caolan has helped clients get into these companies:

I help ambitious professionals navigate high-stakes career transitions, from breaking into top companies to stepping into leadership roles. I am the former Global Head of Content at On, where I scaled the brand team from 7 to 35 across three continents and led narrative through a $10B IPO. I now coach executives at Netflix Korea, Woven by Toyota, and Banco Santander. I hold an MFA from Columbia University and speak four languages. Most of my clients already perform at a high level. What brings them to me is the sense that something important is getting lost in translation, culturally more than linguistically. I help them communicate clearly, make confident decisions, and move forward without second-guessing. If your career depends on people in different places understanding you clearly, you are in the right place.

Caolan can help with:

Career Planning

Interview Prep

Job Search Strategies

Leadership

Personal Branding

Salary Negotiation

Why do I coach?

I coach because I know what it feels like to be highly capable and still misunderstood. I’ve spent my career moving between countries, industries, and teams. I know what it feels like to be the most experienced person in the room but the least understood. I know what it feels like to say the right thing and have it land wrong, or to sense that something important is being missed even when, on paper, everything looks strong. Most of my clients are already high performers. They do not need motivation. They need clarity. They need someone who can help them make sense of the cultural logic, power dynamics, and communication patterns shaping their situation so they can respond with intention instead of doubt. I coach because I have been stuck too, and I know how much can change when you have the right conversation with someone who understands both the external challenge and the inner pressure that comes with it. For me, coaching is not about fixing people. It is about helping them see their situation more clearly, name what is actually going on, and communicate in a way that earns trust and creates movement. When that happens, people do not just perform better. They feel more grounded in who they are and how they lead.

Work Experience

Hunter Global Logo

Founder & CEO

Hunter Global

2024 - Present

Built on nearly two decades of insight into how international ventures are started, grown, and sustained, I convene those exploring the most interesting global opportunities.

On running Logo

Global Head of Content

On running

2020 - 2023

Built and led an award-winning international content studio, transforming brand storytelling across three continents during its transition to a public company (IPO 2021), scaling global brand operations and narrative infrastructure.

AKQA Logo

Senior Strategist

AKQA

2017 - 2019

Shaped global brand narratives and digital experiences, uniting strategy and creative execution.

Ogilvy  Logo

Agency Director

Ogilvy

2012 - 2016

Delivered strategy, creative direction, and content production for global brands and cultural institutions, helping them tell compelling stories across campaigns and platforms.

Education

Columbia Business School Logo

Columbia Business School

Master of Fine Arts - MFA, Management & Producing

2017

University of East Anglia Logo

University of East Anglia

Master of Arts - MA, Creative Practice

2012

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Caolan has helped clients get into these companies:


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