『Lawyer to Leader』のカバーアート

Lawyer to Leader

Lawyer to Leader

著者: Jonathan Cullen
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This show is built around a single question: why do technically brilliant lawyers so rarely break through as strategic leaders? The answer is simpler and more uncomfortable than most lawyers expect: technical excellence is the entry ticket, not the destination. The Lawyer to Leader is the podcast for driven attorneys who have mastered the law and are ready to master the room, the strategy, and the career that follows. I'm Jonathan Cullen, award-winning former General Counsel and certified Leadership & Performance coach. I've spent nearly two decades in legal leadership, and I built this show for the lawyer who wants more. More progress. More influence. More life. Start here: grab your free Lawyer to Leader Assessment at jonathancullencoaching.com and find the one thing holding your career back.Copyright 2026 Jonathan Cullen 個人的成功 出世 就職活動 経済学 自己啓発
エピソード
  • How to Become General Counsel: 3 Challenges Every In-House Lawyer Must Overcome (Jonathan Live)
    2026/09/29
    Recording of a live solo event.Most in-house lawyers are excellent at the law. That's not the problem.The problem is that the skills that got you into your first in-house role are not the ones that get you to general counsel. In-house counsel career development rarely covers this gap. That's what this video is for.I spent nearly 20 years leading legal teams at Pfizer across three continents, and was named Canadian General Counsel of the Year. I was the client. I decided where the legal work went, and I watched in-house careers progress and stall up close for two decades. If you're wondering how to become general counsel, what I share here is what I actually noticed.In this 45-minute live session I cover 3 challenges facing every in-house counsel, mapped to my 3S Model, self, systems, and scale, and 9 tactics for working through each one. I also walk through the In-House Counsel Accelerator, my small-group coaching program built around this exact framework, launching this fall.WHAT YOU WILL LEARNChallenge 1: The Value You Haven't Defined Yet (Self). In-house, nobody hands you a scorecard the way a law firm does. 3 tactics for defining your own value on purpose: the fast, cheap, good trade-off conversation, building a personal bank of phrases that shapes how clients read you, and delivering principle-based advice instead of one-off answers.Challenge 2: The System You Haven't Built Yet (Systems). Early on, raw effort and good judgment are enough. Eventually they're not. 3 tactics for building systems instead of solving the same problem for the first time, every time: pre-deciding your response to a crisis before it lands, solving problems at their highest conceptual level instead of managing symptoms, and using a red, yellow, green decision matrix to kill the long memo.Challenge 3: The Bottleneck Is You (Scale). You're good at your job. That's actually the problem. 3 tactics for scaling your impact past your own two hands: treating your legal advice like a product, giving away your best work instead of just your busywork, and building systems you're willing to let go of.TIMESTAMPS00:00 Welcome and who this session is for02:00 My background: 20 years as the client at Pfizer, and the 3S Model overview03:00 Challenge 1: The Value You Haven't Defined Yet (Self)05:00 Tactic: Fast, Cheap, Good, pick two07:00 Tactic: Build your bank of phrases ("it's fine, JC")12:00 Tactic: Deliver principle-based advice17:00 Challenge 2: The System You Haven't Built Yet (Systems)22:00 Tactic: Pre-decide before the crisis lands (Admiral McRaven)25:00 Tactic: Solve at the highest conceptual level (fix the roof, not the bucket)27:00 Tactic: Use color, kill the memo29:00 Challenge 3: The Bottleneck Is You (Scale)31:00 Tactic: Treat your advice like a product33:00 Tactic: Give away your best Legos35:00 Tactic: Build it, then let it go38:00 The In-House Counsel Accelerator: format, pricing, how to join40:00 Q&AQUOTABLES"There are no solutions. There's only trade-offs.""Every one-off answer you give is a system you're choosing not to build.""Expertise alone fails under complexity.""Fix the roof, not the bucket.""There's no color for 'it depends.'""You're good. That's the problem."WHO THIS IS FORJunior, mid-career, and senior in-house counsel. Anyone asking how to become general counsel or how to grow an in-house legal career. GCs and legal leaders looking to develop their teams. Anyone trying to figure out why the skills that got them in-house aren't the ones getting them promoted.ABOUTI spent nearly 20 years leading legal teams at Pfizer across three continents. I was the client. I decided where the legal work went, which lawyers got more responsibility, and which ones stayed transactional no matter how technically strong they were. I now coach lawyers and consult with legal departments on in-house counsel career development and the gap between where people are and where they want to be. I help them go from lawyer to leader.WANT TO BECOME A GENERAL COUNSEL?If you want to work through these 3 challenges directly instead of on your own, book a free discovery call and we'll talk through where you're at and whether the In-House Counsel Accelerator is the right fit: Book a Discovery CallSubscribe to this channel for more on in-house counsel career growth, leadership, and what it actually takes to make general counsel.Website: jonathancullencoaching.comConnect on LinkedIn: linkedin.com/in/jonathanjcullen
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    43 分
  • Financial Planning for Lawyers: Why High Income Doesn't Mean Wealth (Featuring Dalia Feldberg)
    2026/09/16
    Most lawyers spend years mastering the law and almost no time learning how to protect or grow the income it earns them. In this episode of the Lawyer to Leader podcast, financial advisor Dalia Feldberg breaks down financial planning for lawyers: why a high salary doesn't automatically create wealth, what changes financially the moment you make partner, and the accounts most lawyers are using wrong. Dalia also talks about why she's built her practice specifically around wealth building for women in law, and why covering your downside (wills, disability insurance, income protection) has to come before you chase any upside. If you've never had a real conversation about money as a lawyer, this episode is where to start.Guest BioDalia Feldberg is a financial advisor with Desjardins based in Ottawa specializing in financial planning for lawyers, with a particular focus on wealth building for women in law. She holds a First Class Honours degree from McGill University and a Master's in Sustainable Business and Innovation from EADA Business School in Barcelona, and is currently working toward her CFP® designation. Dalia works with lawyers navigating student debt, rising income, and partnership decisions, building financial plans around their actual goals instead of just selling products.Timestamps00:00 Financial planning for lawyers: the gap nobody talks about00:02 Why being a great lawyer isn't the whole story00:03 Meet Dalia Feldberg, financial advisor for lawyers00:07 How she got into financial planning for lawyers00:13 Why lawyers are financially underserved00:20 Financial advisor vs. lawyer: the same confidence problem00:23 The real gap between lawyer income and lawyer wealth00:25 Lawyers working into their 60s with no retirement plan00:26 The one habit that builds long-term wealth00:29 Wealth building for women in law: why the focus00:34 Managing money from articling student to associate00:38 Disability insurance and income protection for lawyers00:42 Financial planning for law firm partners00:44 The biggest investing mistake lawyers make00:47 What a financial planning meeting actually looks like00:57 Planning a career change as a lawyer01:00 One financial move every lawyer should make this week01:02 The book that changed how she thinks about moneyKey TakeawaysFinancial planning for lawyers isn't optional, it's overdue. Income and wealth are different things, and most lawyers never get taught the difference.The habit matters more than the amount. Financial planning for young lawyers can start at $10 or $100 a month. Once you've started, there's something to build a plan around.Disability insurance and income protection are the financial planning basics lawyers skip. Wills, disability insurance, and income protection are the pieces lawyers treat as a "later" problem.How accounts are used are the most common financial planning error. Most lawyers don't have a pension, so if they're not building retirement savings themselves, nobody is.Every career transition resets your financial plan. Articling to associate, associate to partner, employee to business owner, each one changes your income, your tax exposure, and often your team.Wealth building for women in law is a growing, underserved niche. Financial planning for lawyers is a gap; that gap runs deeper for women in law, where there's often no one in the room having the conversation with them.LinksDalia on LinkedIn (booking link in her bio)Desjardins Financial Security Independent Network OttawaThe Happiness Advantage by Shawn AchorThe Psychology of Money by Morgan HouselIf this episode stuck with you, take the Free Lawyer to Leader Assessment at jonathancullencoaching.comShareable Moments"If I don't wake up every day and talk to people about death, I'm doing my clients a major disservice. We all die. That's the one reality.""It doesn't matter how much you're putting away. If you can put something away, we can work with that. Until then, there's not much to work with.""You just went to school for seven years. Surely you'd want to protect your ability to earn that income.""If you were there right now, you wouldn't enjoy the journey as much. The journey is where you see the fruits of your effort.""I can speak their language. We resonate with one another."
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    1 時間 9 分
  • AI For Lawyers: Why Your Judgment Matters More Than Ever (featuring Colin Levy)
    2026/09/09
    Colin Levy has read more legal AI hype than almost anyone, and he thinks most of it is useless. In this episode, Jonathan Cullen sits down with the General Counsel of Malbek and author of the new book Code Switched: A Lawyer's Guide to the Era of AI to cut through the noise around AI for lawyers. Colin explains why he thinks lawyers should stop saying please to ChatGPT, why AI hallucinations are a feature not a bug, and why the real risk in legal AI adoption isn't the technology replacing your judgment, it's you forgetting to use it. They get into tokens, AI agents, the billable hour, and why Colin believes we're only in "chapter one" of what artificial intelligence will do to the legal profession. If you've been putting off learning how AI works in legal practice because you're not sure where to start, this episode is your starting point. Guest BioColin Levy is General Counsel at Malbek, and one of the most respected voices in legal technology and AI for lawyers, with a large following on LinkedIn and through his newsletter. He's an adjunct professor at Albany Law School, author of The Legal Tech Ecosystem, and editor of the Handbook of Legal Tech. His new book, Code Switched: A Lawyer's Guide to the Era of AI, is on presale now and releases October 6, 2026. Timestamps0:00 Intro: AI for Lawyers with Colin Levy1:00 Code Switched: What the Book Title Means3:00 Writing an AI Book That Stays Relevant6:00 Global AI Regulation for Legal Teams8:00 Why Bjarne Tellmann Wrote the Foreword9:00 Best Chapter for AI Skeptics11:00 ChatGPT Mistake: A Real Legal Example12:00 How to Prompt AI Like a Lawyer13:00 Why AI Hallucinates: Tokens Explained15:00 AI as a Thought Partner, Not a Chatbot16:00 AI for Lawyers: Judgment Over Replacement19:00 The Chainsaw Analogy: AI and Legal Judgment20:00 Stop Saying Please to Your AI Tool23:00 Why AI Tools Are People Pleasers25:00 AI and the Billable Hour Model27:00 Legal AI Adoption: We're in Chapter One28:00 AI for In-House Legal Teams29:00 Week One of Responsible AI Adoption31:00 Why AI Rollouts Fail Without Training34:00 AI Hallucinations: Feature, Not a Bug37:00 Lateral Thinking and AI Creativity39:00 The #1 Mistake Lawyers Make With AI41:00 AI for Solo and Legal Aid Lawyers42:00 AI Ethics for Lawyers: The Real Question44:00 AI Fails in Law: Real Examples46:00 Disclosing AI Use to Legal Clients47:00 AI Agents Explained for Lawyers49:00 Fruit of the Poisonous Tree: AI Agents51:00 Legal AI in 5 Years: Read the Book or Not52:00 What Writing Code Switched Taught Colin53:00 Rapid Fire: AI Advice for Lawyers55:00 Where to Find Colin Levy and Code Switched LinksColin's website: colinslevy.comColin on LinkedIn: linkedin.com/in/colinslevyColin on Twitter/X: x.com/Clevy_LawColin on Instagram: instagram.com/clevy_lawCode Switched: A Lawyer's Guide to the Era of AI (releases October 6, on presale now): On Amazon and here: https://amplifypublishinggroup.com/product/nonfiction/industries/technology/code-switched/The Legal Tech Ecosystem (Colin's first book): amazon.com/Legal-Tech-Ecosystem-Innovation-Advancement/dp/B0CKCZTLWWIf this episode stuck with you, take the Free Lawyer to Leader Assessment at jonathancullencoaching.comKey TakeawaysCode Switched is about the shift from AI helping lawyers finish work to AI helping lawyers build things, a bigger adaptation than any previous legal tech shift.AI for lawyers means AI amplifies judgment, it doesn't replace it. The more powerful the tool, the more skill you need to wield it. Colin's line: a hammer makes it easier to build a wall, but you still need to know where the nail goes.AI hallucinations are a feature, not a bug. Large language models are predictive, token-based systems. They match patterns, they don't understand your question. That means wrong answers aren't a glitch to patch, they're baked into how the technology works.Stop humanizing AI tools. Don't say please, don't treat "I" and "me" as anything but a marketing choice. AI models are built to be people pleasers, which means the lawyer has to be the skeptic in the room, every time.Responsible AI adoption in legal practice starts small and low-risk. Week one should mean one repetitive, low-stakes task done in a controlled way, not a firm-wide rollout with no training behind it.The real AI ethics question for lawyers isn't "should I use AI." It's "how am I using it." Client confidentiality, data hygiene, and transparency matter more than the yes-or-no debate most people are stuck on.Shareable Moments"Assume it knows nothing, and assume you need to give it a seemingly absurd level of context.""These tools don't understand the way humans understand.""AI doesn't power anything.""We're kind of in chapter one. We finished the prologue.""Hallucinations... are a feature, not a bug.""You shouldn't be worrying about hurting its feelings. It has no feelings.""That old saying, it seems too good to be true, can often be the case.""The number one mistake most lawyers make when using one of these ...
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    59 分
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