Leland+ for Leadership Coaching

Home for Ambition #2 — Weekly Live Show [3/25/2026] (Recording)

Home for Ambition is a weekly live show, by Leland, for people trying to stay ahead as work, learning, and opportunity keep changing. Each episode tackles a handful of timely, high-signal topics across AI, careers, education, and the future of work. We expect thoughtful debate, unique perspectives, and practical takeaways you can actually use. It is not a typical interview show or a generic news recap. It is a live roundtable built to help ambitious people make sense of what is changing, understand what matters, and leave with a sharper point of view on how to navigate what comes next.

The Unwritten Rules of Getting Promoted

This pdf offers 3 rules of getting promoted that most often get missed when people find themselves stuck in their careers. It also offers some powerful questions you can ask your boss to help you understand what might be going on when you are feeling stuck in your career.

Quick Leadership Reset

This exercise helps you identify where your leadership approach may be unintentionally slowing your team’s performance, especially during times of uncertainty.

How to Lead the Room with Executive Presence

Executive presence is one of those phrases that gets thrown around a lot in leadership conversations. You've probably heard it. You may have even been told you need more of it. But here's the problem: most people can't tell you what it actually means. It's not charisma. It's not being the loudest person in the room. It's not even being the most polished. Executive presence is the ability to make people feel — in your presence — that things are under control, that someone capable is leading, and that their time and attention is being respected. It's a signal. And like any signal, it can be developed, sharpened, and directed. This guide is built around three pillars that I've seen transform how executives show up: Clarity, Credibility, and Confidence. They're related — and yes, they overlap. But they each do distinct work, and understanding the difference matters.

BossGPT: Using AI to Level Up Your Leadership - Prompts

AI prompts to go with webinar video

Decoding Cultural Friction Before It Hits the Slack Channel

Are you ready to master the art of cross-cultural communication and prevent misunderstandings before they escalate? Join me, Caolan, for an insightful session on "Decoding Cultural Friction Before It Hits the Slack Channel." With extensive experience leading international teams and guiding executives to communicate with precision and authority, I will share practical techniques to enhance your conflict-resolution, negotiation, and active listening skills. I specialize in helping leaders thrive across cultures through strategic communication and storytelling. My background includes delivering talks at top universities and transforming brand narratives across continents. Whether you're working in a multicultural environment or communicating in a second language, this session will equip you with the tools to speak with presence and influence. Spaces are limited, so RSVP now to secure your spot and turn everyday interactions into opportunities for impact!

How Korean Professionals Can Break Into Global Careers

Are you a Korean professional looking to break into global careers and make your mark on the international stage? Join me, Caolan, for an insightful session on navigating high-stakes career transitions and unlocking global opportunities. With a rich background in strategic communication and storytelling, I've helped ambitious professionals like you step into leadership roles and land positions at top companies. This session shows Korean professionals exactly how to transition into global roles with clarity and confidence. You’ll learn how to navigate English interviews, position your experience for international companies, and overcome the cultural barriers that often block career moves abroad. By the end, you’ll know the steps to take, how to present yourself to global employers, and what it really takes to secure your next role in the international market. With experience leading award-winning teams at On, AKQA, and Ogilvy, I bring a unique perspective on crafting compelling personal and professional narratives. During this event, we'll cover essential topics such as interview prep, skill-building, career planning, and more. Whether you're aiming to enhance your leadership skills or refine your strategic communication, this session will provide actionable guidance to turn your potential into results. Space is limited, so RSVP now to secure your spot and start your journey to global career success!

Transitioning from a Manager to a Leader — Strategies to Help You Inspire, Lead, and Support People From All Backgrounds

​Making the leap from manager to leader is one of the most pivotal—and challenging—career transitions you can make. It requires shifting from overseeing tasks to inspiring, empowering, and supporting people from all backgrounds. ​In this event, coaches Debonné N., Dana L., and Caroline K. will share actionable strategies to help you strengthen your presence, build trust, and lead with empathy and accountability. Whether you’re stepping into a leadership role for the first time or refining your approach, you’ll walk away with practical insights to motivate diverse teams and avoid the common pitfalls new leaders face.

Early Career General Resume Template

This blank Word resume template makes it simple to draft an ATS-friendly resume quickly and cleanly for early career professionals.

5 Step Reset Framework

It is a framework to use in the moment when you experience overwhelm. It is complementary to a training I lead on overwhelm

Your LinkedIn Launchpad: Profile to Profit

LinkedIn Launchpad provides a comprehensive, actionable guide for professionals to optimize their LinkedIn profile and presence for career advance