Leland+ for Career Coaching

A Tactical Playbook for Breaking Into VC

VC isn't hired; it's hunted. The "Right" background is a myth. This playbook gives you the exact scripts, artifacts, and networking systems to prove you can do the job before you even have the title. Transition from aspirant to investor in 30 days.

Land an Interview at Any Tech Company

Land an Interview at Any Tech Company — Free Live Session with Ethan Does this sound like you? You've applied to roles at your dream tech companies. You've spent countless hours sending your résumé into the void of company websites. You've wasted days writing custom cover letters. Only to come up short and never hear anything back — or worse, get the dreaded automated rejection email from a no-reply address. Let me be clear: it's not because you're under-qualified. It's because you're not playing the game. In this free 30-minute session, I'm going to walk you through the exact system I've used to break into top tech companies — including how I entered the DoorDash interview process at the Associate level and walked out with an offer for Senior Manager. No referral required. No luck involved. Just a repeatable process that works. Here's what we'll cover: • The résumé problem nobody talks about: 75% of résumés are rejected before a human ever reads them. I'll show you a live before-and-after demonstration of how to use AI to transform a losing résumé into a résumé that will land on the hiring manager's desk. • The LinkedIn settings that most candidates skip. A handful of profile changes that dramatically increase how often recruiters find you and make your application stand out once you've submitted it. • How to properly go about proactive outreach. I'll give you the exact message template I used to secure interviews at every tech company I've landed an offer at. • A simple bonus strategy that most people would never think to try, guaranteed to get you in the door. At the end of the session, I'll be sharing an exclusive offer for attendees that you won't want to miss out on! This session is for you if: • You're employed but quietly looking for something better • You're actively job searching and not getting any traction • You work in a slow, bureaucratic industry and want to break into tech • You want to understand how the hiring process actually works from the inside

Career Reset: Break the Cycle and Find Work That Fits

Many professionals find themselves stuck in careers that once made sense but no longer feel aligned. Work becomes reactive, decisions feel unclear, and the path forward gets harder to see. This session is designed to help you pause, reset, and regain direction. We’ll explore how to break the cycle of career chaos and reconnect with the kind of work you’re meant to do—work that aligns with your strengths, values, and energy. In this session you will: - Recognize the signals that it may be time for a career shift - Clarify what “career fit” actually looks like for you - Learn practical ways to evaluate whether to stay, pivot, or reset - Walk away with a clearer framework for making your next career decision If you’ve been asking yourself “Is it time for a change?”—this conversation will help you find the answer and the next step forward.

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.

Home for Ambition #4 — Weekly Live Show [4/8/2026] (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.

Land your Job or Study in ... Germany

Germany is not just beer, efficiency, and engineering heritage. It is one of the most accessible countries in the world right now for ambitious non-EU graduates and young professionals who want to build something serious. Over 600,000 skilled positions go unfilled every year. The government rewrote its immigration law in 2023 specifically to bring international talent in. Public universities charge close to nothing. Tech companies, global pharma, and the entire renewable energy sector are actively hiring people with your profile. This session cuts through the noise. We cover the study path and the direct job path, side by side: visa options, living costs, language reality, workplace culture, and what a competitive application actually looks like. Two real cases show how people with no German, applying from abroad, made it work. Germany rewards preparation and specificity. This Thursday, we provide both. New episodes in this series cover a different European country every Thursday.

Real MBB + Big Tech Resume: Bain AC to LinkedIn Strategy & Operations

This is a real resume from someone who successfully recruited into Bain & Company out of a Big 10 non-target school and subsequently landed a Strategy and Operations role at LinkedIn. It is not a template or a fabricated example. It is the exact resume used to secure these offers, formatted and structured the way MBB recruiters expect to see. Use it to understand how to frame internships and experiences with quantifiable impact, how to structure bullet points that signal analytical ability, how to present a non-linear background in a way that reads as an asset rather than a liability, and what a clean, one-page consulting resume actually looks like in practice. Whether you are preparing your application for MBB firms or targeting Big Tech strategy roles, this resource gives you a concrete, real-world benchmark to pressure test your own resume against.

Telling Your Story - Your Guide to Making a Career Pivot

Exercise Self Paced Guide: This guide helps you do the inner work behind a career pivot; understanding your experiences, identifying what you want next, and building clarity around your direction so you can move forward with confidence.

Resume That Landed Interviews at HRT, Jane Street, DE Shaw, Citadel...

This resume got me interviews across every top-tier quant firms (HRT, Jump, Jane Street...) and leading hedge funds (Citadel, Millennium, D.E. Shaw...) You will find: • Focused on demonstrated edge (PnL impact, original research, decision-making) • Combines quant + fundamental investing in a cohesive narrative • Clearly communicates technical depth (Python, modeling, data pipelines) • Structured to highlight independent thinking and idea generation • Uses real examples of market impact and trade contributions • Proven format for top-tier hedge funds and quant trading firms Designed to pass both recruiter screens and impress PMs.

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.

Home for Ambition #3 — Weekly Live Show [4/1/2026] (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.

Mastering Communication for Koreans: Becoming a Global Communicator

Learn how Korean professionals can communicate with confidence in global environments. In this session, we’ll show you how to overcome language barriers, adapt to different cultural expectations, and present yourself clearly in international meetings, interviews, and cross-border teamwork. You’ll walk away with practical tools you can use immediately to improve clarity, influence, and communication impact in any global setting. Whether you're looking to enhance your presentation skills, understand nonverbal cues, or learn how to persuade and influence in diverse settings, this session is for you. I'm Caolan, your guide for this journey. With a rich background in leading international teams, I've helped countless professionals speak with precision, presence, and authority. I specialize in coaching leaders to thrive across cultures, blending practical techniques with a deep understanding of what makes people listen, remember, and act. Join us to transform your communication skills and turn everyday presentations into opportunities to influence.

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!

Culture Code Cracked: Your Guide to Global Team Success

Unlock the secrets to thriving in global teams with our event, "Culture Code Cracked: Your Guide to Global Team Success." Join me, Caolan, an expert in cross-cultural communication and storytelling, as we delve into the art of effective communication across diverse cultures. With a rich background in leading international teams and delivering talks at top universities, I've guided executives and rising leaders to transform their communication skills. As work becomes ever more borderless, success depends not just on strategy, but on understanding. Discover how diagnostics and coaching can dissolve friction, deepen trust, and turn cultural differences into your team’s greatest advantage. From Seoul to Singapore, from global startups to local innovators, this session is designed for anyone building across borders. Be part of the conversation on how the next generation of global teams will work, learn, and thrive.

The Resume That Got Me Into Facebook As An IC6 PM

This is the exact resume that I submitted to Facebook, got me interviews and resulted in me being hired as an IC6 PM in 2017.

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!

Always Busy, Never Done? The Hidden Workload That's Draining Your Energy

Always Busy, Never Done: The Hidden Work That's Draining Your Energy Ever end a day completely drained, but can't point to what you actually got done? You're not alone, and it's very easy to fall into this cycle. This topic is one of several to help you understand what's really getting in the way of your performance, energy, and focus. In this session, we're breaking down one of the biggest hidden drains on your energy, and the invisible workload most people never account for. You'll leave with a clear picture of what's actually happening in your day and how you can start changing it. This is for you if: You feel busy but never getting enough done You're early in your career and want to build strong habits now You're mid-career and something just feels off You're in a transition period and trying to find your footing

3 AI Skills to Land Your Job in ... The Semiconductor Industry

Some people assume semiconductors are invisible: microscopic circuits, abstract specifications, products too small to see. In a sense, that is true. And yet the industry behind them is as physical as manufacturing gets. Cleanrooms where a single particle of dust is an unacceptable defect. Machines costing hundreds of millions of dollars, operated by teams with years of specialized training. Processes requiring a level of precision that makes most other industries look approximate. These are tangible products in the most demanding sense: you cannot hold a chip between your fingers the way you hold a seal or a grease, but the physical constraints that govern its production are absolute. I spent more than 10 years working with the semiconductor industry, familiar with its major players and their exacting requirements. There is something genuinely satisfying about contributing to miniaturization generation after generation: smartphones that fit in a pocket, supercomputers that keep accelerating, electronics that the modern world depends on without a second thought. You can be a substantial part of that evolution. This Tuesday session covers the semiconductor industry: one of the fastest-moving, most capital-intensive, and most precision-driven sectors on the planet. We will discuss three specific AI skills that are changing what hiring managers expect, and how you can demonstrate them before you walk into an interview. If you want a career where the tangible product you help create sets the pace for everything else, this session is for you.

The Unwritten Rules of Job Search Networking

"Cheat Sheet" from webinar on The Unwritten Rules of Job Search Networking

BossGPT: Using AI to Level Up Your Leadership

Unlock the power of AI to elevate your leadership skills in our upcoming event, "BossGPT: Using AI to Level Up Your Leadership." Join me as we explore how AI can enhance decision-making, communication, and leadership development. In this interactive session, we will focus on: * Recognizing prompting as the foundation of all influence — whether with people or AI. * Assessing your current prompting maturity and identify opportunities. * Prompting tactics that can free up time, enhance decision-making, & better support your team. * Envision the future of AI-human collaboration and how to position yourself for the next evolution of management. About Jeff: With over two decades of experience in marketing and leadership roles, including serving as Vice President at Cracker Barrel and Ahold Delhaize, I bring a wealth of knowledge to this session. As the author of "The Middle Matters," I specialize in empowering leaders at every level of organizations to drive business growth and build trust through innovative strategies. Whether you're a seasoned executive or an aspiring leader, this event will provide you with actionable insights to transform your leadership approach.