The International Move Strategist
For high-performing professionals considering a significant international career move, whether direct relocation, pursuing a degree abroad, or transitioning to a new market, who want to make a strategic decision that compounds their career rather than interrupting it. This coaching package is designed for professionals at a crossroads: weighing a direct international move, considering a degree abroad, or evaluating multiple pathways into a new market. Over four structured sessions, we will move beyond logistics and spreadsheets to build a clear, honest, and actionable strategy for your move. The goal is a clear decision and a written strategy: which move, why, and exactly how to execute it without losing career momentum. Delivered over four structured 60-minute sessions, concluding with your personal Move Strategy Memo, a written document covering your chosen pathway, the reasoning behind it, and your 90-day execution plan. (Ready to be taken through the entire transition, from decision to signed offer? See The Cross-Border Career Transition.)
What's included
4 x 60-minute 1-on-1 coaching sessions via Leland video call. Move Strategy Memo: a concise summary of your decision, narrative, and action plan. Translation Checklist resource for reframing your experience for a new market. 4-Part Decision Lens Worksheet, a fill-in-the-blank tool for evaluating any international move. Leland Messaging Support: you can message me via Leland between sessions for quick questions (expected response within 48 hours, excluding weekends). Direct, practical, and honest. I won't hand you a relocation checklist: I'll help you make the decision you've been circling, and put it in writing so you stop re-litigating it. Most of my clients are high performers whose instincts stop working when the market, culture, and rules all change at once. That's the gap this package closes.
- A clear, confident decision on which international move to make: direct relocation, degree route, or market transition
- A written Move Strategy Memo: your pathway, the reasoning, and a 90-day execution plan
- A decision framework you can reuse when circumstances shift mid-move
- An honest assessment of each pathway's risks: visa, market, financial, and career-momentum
- Clarity on what your target market actually values in your profile, and where the gaps are
Meet your expert
Caolan H.
600+ Clients | Global Opportunities | Cross Borders, Cultures, & Mindsets
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.
