Best Real Estate Team Compensation Podcasts (2025)

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Jody Glidden on AI-powered proactive relationship management at Postilize 17:26

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1d ago17:26

17:26

In this episode, Tim Wilbur sits down with Canadian entrepreneur Jody Glidden, founder and CEO of Postilize, to discuss how artificial intelligence is changing client engagement in the legal sector. Glidden talks about the evolution from traditional CRM to proactive relationship management, the challenges law firms face with data, and how AI can he…

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When It's Time to Let Your Estate Manager Go 8:13

6d ago8:13

8:13

If you’ve ever known your Estate Manager wasn’t the right fit — but kept them in place because they know your passcodes, your staff, your household routines, and other intimate details of your life — you’re not alone. This is one of the most common challenges I see inside private households. Letting an Estate Manager go can feel like both a breakup…

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How Sylvie Rodrigue of Torys turned adversity into legal leadership 25:29

8d ago25:29

25:29

In this episode, Sylvie Rodrigue, partner at Torys LLP and national class action leader, shares how overcoming personal and professional hurdles shaped her legal career. Rodrigue discusses the strategies that helped her navigate new markets, the value of finding champions, and the importance of building both personal resilience and professional exp…

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Law firm leaders challenge traditional compensation models at the Canadian Legal Summit 33:56

15d ago33:56

33:56

In this episode, recorded live at the Canadian Legal Summit, Faren Bogach of Construct Legal and Paul Saunders of Stewart McKelvey join moderator Jacquelyn Stevens to dissect how law firm compensation models are evolving under pressure from clients and shifting lawyer expectations. The panellists share firsthand experiences overhauling traditional …

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We’re Not a Software Company — We’re a People Company 9:31

19d ago9:31

9:31

When people hear Estate Management Systems, they often assume we’re a software company. In fact, I was recently sent a vendor questionnaire asking for SOC-2 reports and GDPR compliance — and that’s when I realized just how many people think we’re a software company. But here’s the truth: we don’t build apps — we build understanding. Private service…

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How We Built a $10M Real Estate Team | AJ Unfiltered #4: Nick Hazzi 57:44

19d ago57:44

57:44

From a one-man scramble in 2008 to a $10M+ super-team, AJ and Nick Hazzi built one of Canada’s top independent real estate brokerages - during a financial meltdown. In this episode of AJ Unfiltered, the brothers break down: • The real story behind starting a brokerage mid-crash • How they discovered the Super-Team model (before it was cool) • The s…

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Harvey’s $5 billion bet: Why the hottest company in legal tech is eyeing Canada 27:46

22d ago27:46

27:46

Gabe Pereyra, president and co-founder of Harvey, talks about the company’s rapid growth, its expansion into Canada, and how AI is reshaping the legal industry. He explains why Harvey chose Toronto as a key hub, how the company is building out its local teams, and what sets its technology apart in a crowded legal tech market. Pereyra also discusses…

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Ghosts Aren't the Real Threat in Luxury Homes - Staff Lawsuits Are 8:54

26d ago8:54

8:54

It’s rarely calm when my phone rings. Most homeowners call me after an employment scare—a staff member mentions unpaid overtime, threatens legal action, or calls the labor board. In this episode, I explain: ✅ The real reason “we’re like family” can backfire ✅ The emotional, reputational, and financial cost of employment scares ✅ The systems every h…

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iPro trust account shortfall highlights real estate transparency failures: Ed Carmichael 22:57

29d ago22:57

22:57

Ed Carmichael, managing lawyer at Ownright, a Toronto-based digital platform for real estate transactions, speaks about the urgent need for greater transparency and stronger oversight in Ontario’s real estate sector. Drawing on the recent iPro trust account shortfall, he outlines how gaps in regulatory audits and outdated industry practices leave b…

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Why Weekly Property Updates Are the Key to Running Your Estate Like a Business 8:36

1M ago8:36

8:36

Most estate managers spend their week putting out fires—reacting to last-minute problems that could’ve been prevented. But there’s one simple habit that transforms reactive households into proactive, five-star operations: the Weekly Property Update. In this episode, Kelly Fore Dixon, Founder of Estate Management Systems and Host of Dear Billionaire…

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When “Saving Money” Costs More in Luxury Homes 7:42

1M ago7:42

7:42

In luxury homes, “saving money” can sometimes cost more than it saves. From underqualified contractors to underpaid staff and skipped maintenance, shortcuts today can lead to six-figure problems tomorrow. In this episode, Kelly Fore Dixon, founder of Estate Management Systems and host of the Dear Billionaire podcast, breaks down the hidden financia…

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Kirsti McHenry calls for more lawyers to join Pro Bono Ontario’s expanding network 20:10

1M ago20:10

20:10

By Canadian Lawyer Magazine

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Why Understaffed Estates Quietly Drain Your Wealth 9:19

2M ago9:19

9:19

In luxury estates, the biggest problems aren’t visible — they’re hidden in the workload. Staff look busy, but behind the scenes there are gaps: too few people for too many tasks, stressed teams, and principals left wondering why service is slipping. I’m Kelly Fore Dixon, Founder of Estate Management Systems and Host of Dear Billionaire. As an Estat…

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The 'Missing Piece' in Private Service: The Estate Operations Consultant 6:12

2M ago6:12

6:12

In luxury homes, the biggest risks aren’t what you see—they’re the hidden gaps: uninsured contractors, unclear staff roles, and no plan for emergencies. These cracks can lead to lawsuits, financial loss, and service disruptions. I’m Kelly Fore Dixon, Founder of Estate Management Systems and Host of the Dear Billionaire Podcast. As an Estate Operati…

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Open dialogue, not policing, should guide DEI, Sandeep Tatla tells legal leaders 31:30

2M ago31:30

31:30

In this episode, Sandeep Tatla speaks about why open dialogue and psychological safety are essential for meaningful progress in diversity, equity, and inclusion (DEI) within law firms. She explains why policing and cancel culture undermine DEI efforts, and shares practical strategies for building trust and fostering inclusion in legal workplaces. D…

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AJ Unfiltered #3: Rob Raybould — Will AI Replace Realtors? 1:11:59

2M ago1:11:59

1:11:59

This time, I sat down with Rob Raybould — one of the sharpest minds in AI and real estate. We dug into the big question on every agent’s mind: will AI replace realtors, or will it make the best ones unstoppable? We went deep on: How AI is reshaping lead gen, follow-up, pricing, and contracts Why 80% of realtors could be gone in the next decade What…

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Fatherhood and law: Steven Ngo redefines leadership at Rivian 21:58

2M ago21:58

21:58

On this episode, Steven Ngo, senior counsel at Rivian and co-founder of Beyond the A, joins us to discuss how fatherhood, legal innovation, and mental health advocacy have shaped his career and outlook. Ngo shares candid insights on breaking barriers in the legal profession, navigating complex regulatory challenges at Rivian, and why honest convers…

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The Fine Art of Home Organization: Why It’s Essential in Staffed Homes 16:34

2M ago16:34

16:34

Staffed homes may look beautiful, but without the right systems, they can quickly slip into hidden chaos. From duplicate purchases to staff burnout, disorganization in staffed homes costs more than just money; it chips away at peace of mind, efficiency, and luxury. In this episode of Dear Billionaire, Kelly Fore Dixon reveals: ✅ The hidden costs of…

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Keyera’s Christy Elliott redefines general counsel’s business role at energy midstream firm 21:47

2M ago21:47

21:47

Christy Elliott, Senior Vice President, Sustainability, External Affairs and General Counsel at Keyera, shares her insights on the evolving role of the general counsel and the intersection of legal leadership with business strategy in Canada’s energy sector. Elliott will be featured in a roundtable discussion at the Canadian Legal Summit on October…

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Lawson Lundell's chief operating officer Derrick Li champions a clear AI strategy 20:24

2M ago20:24

20:24

Derrick Li, chief operating officer at Lawson Lundell, speaks about building a clear and actionable AI strategy for law firms. Drawing on his experience leading digital transformation, Li discusses aligning technology with client needs and explains how Lawson Lundell is navigating the challenges and opportunities of artificial intelligence. He offe…

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AJ Unfiltered #2: Frank Klesitz — 0-Cost Marketing Machine Every Realtor Needs 1:02:46

3M ago1:02:46

1:02:46

Most realtors already have a goldmine sitting right under their nose: their own database. In Episode #2 of AJ Unfiltered, AJ Hazzi sits down with Frank Klesitz (CEO of Vyral Marketing) to break down the exact 0-Cost Marketing Machine any realtor can use to generate listings today. Frank has helped thousands of agents build businesses by mining thei…

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Mark Longo on leading Osler's growth in technology law in Vancouver 20:51

3M ago20:51

20:51

Mark Longo – managing partner of Osler’s Vancouver office and co-chair of the firm’s emerging and high-growth companies group – discusses the remarkable evolution of British Columbia’s technology sector. Longo shares insights on the rise of unicorn companies, the shifting legal landscape, and how Osler is adapting to meet the changing needs of tech…

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AJ Unfiltered #1: Terry Paranych — 12,000 Homes SOLD, $50M Empire, #1 ReMax Agent 1:26:28

3M ago1:26:28

1:26:28

Terry Paranych is a real estate legend. Over three decades in the business, he’s sold more than 12,000 homes, earned over $50 million, and became the #1 RE/MAX agent in the world. Beyond sales, he built a real estate empire by applying old-school fundamentals and modern marketing — and by following the one rule most agents ignore: become your own b…

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Stephanie Leung on shaping Enbridge’s legal strategy 24:18

3M ago24:18

24:18

Stephanie Leung, senior legal counsel at Enbridge, shared her perspective on the evolving role of in-house counsel, the importance of Indigenous partnerships in the energy sector, and the operational and cultural innovations shaping legal teams today. Leung discussed how Enbridge’s approach to collaboration, diversity, and legal operations is redef…

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How to Budget Like a Billionaire: Household Budget Guide for High-Net-Worth Homes 11:09

3M ago11:09

11:09

Even billionaires need a budget. This Household Budget Guide for High-Net-Worth Homes shows you how to run your estate like a business — with clarity, control, and confidence. Whether you manage one property or several, it’s designed to help you align spending with your priorities, prevent waste, and protect your property’s value for years to come.…

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Dr. Traci Cipriano urges burnout solutions for the legal profession 16:41

3M ago16:41

16:41

Dr. Traci Cipriano, assistant clinical professor in the Department of Psychiatry at Yale School of Medicine and author of The Thriving Lawyer, discussed the urgent need to address burnout in the legal profession, the barriers to meaningful change, and the structural solutions required to support lawyer well-being. Cipriano explored why self-care al…

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What’s Fair and Sustainable in Private Service Compensation? 12:43

3M ago12:43

12:43

𝐈𝐬 𝐘𝐨𝐮𝐫 𝐂𝐨𝐦𝐩𝐞𝐧𝐬𝐚𝐭𝐢𝐨𝐧 𝐏𝐥𝐚𝐧 𝐃𝐫𝐢𝐯𝐢𝐧𝐠 𝐀𝐰𝐚𝐲 𝐓𝐨𝐩 𝐇𝐨𝐮𝐬𝐞𝐡𝐨𝐥𝐝 𝐒𝐭𝐚𝐟𝐟? If your luxury home feels like a revolving door of private service professionals, the problem might not be them; it might be your compensation strategy. In private service, pay isn’t just about a paycheck; it’s about the message it sends. A thoughtful, structured compensation plan can help…

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Hidden Cost of Luxury Travel (for Your Staff) 10:39

4M ago10:39

10:39

𝐈𝐬 𝐘𝐨𝐮𝐫 𝐋𝐮𝐱𝐮𝐫𝐲 𝐓𝐫𝐚𝐯𝐞𝐥 𝐄𝐱𝐩𝐞𝐫𝐢𝐞𝐧𝐜𝐞 𝐂𝐨𝐬𝐭𝐢𝐧𝐠 𝐘𝐨𝐮𝐫 𝐒𝐭𝐚𝐟𝐟 𝐓𝐡𝐞𝐢𝐫 𝐖𝐞𝐥𝐥-𝐁𝐞𝐢𝐧𝐠? ✈️😓 Luxury travel with a trusted household team might seem like the ultimate dream. Still, for your staff, luxury travel often means emotional exhaustion, blurred boundaries, and sacrifices they never intended to make. In this episode of Dear Billionaire, estate management expert…

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Parenting With Staff: Set Boundaries, Prevent Entitlement & Align Staff With Your Values 12:05

4M ago12:05

12:05

𝐀𝐫𝐞 𝐘𝐨𝐮𝐫 𝐒𝐭𝐚𝐟𝐟 𝐇𝐞𝐥𝐩𝐢𝐧𝐠—𝐨𝐫 𝐇𝐮𝐫𝐭𝐢𝐧𝐠—𝐘𝐨𝐮𝐫 𝐏𝐚𝐫𝐞𝐧𝐭𝐢𝐧𝐠? If your children interact with household staff on a daily basis, then this episode is essential viewing. Whether you realize it or not, your team is helping raise your children—not by choice, but by proxy. Without clear direction, your staff may unintentionally enable manipulation, blur boundaries, …

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Lucas Kilravey calls for transparency and real change in law firm diversity 21:02

4M ago21:02

21:02

Lucas Kilravey is an associate at Weil, Gotshal & Manges LLP’s real estate practice in New York. He spoke about the business case for diversity in law, the persistent gaps in representation at major firms, and the practical steps needed to support and advance diverse legal talent. Kilravey discussed the impact of open communication and inclusive le…

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When Staff Stay Silent, Abuse Thrives: What Estate Owners Must Do 11:06

4M ago11:06

11:06

Many estate owners believe that privacy is enough to protect their households, but without safety and accountability, privacy can quickly become a liability. Estate owners who expect loyalty and discretion from their staff must first ensure that their systems don’t compromise the security of their high-net-worth households. In this episode of Dear …

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From academia to the bench: Justice Sheilah Martin's path to the Supreme Court of Canada 29:06

4M ago29:06

29:06

Justice Sheilah Martin has served on the Supreme Court of Canada since 2017, following appointments to the Alberta Court of Queen’s Bench and the Alberta Court of Appeal. Trained in civil and common law, she built her career across academia, private practice and the judiciary, focusing on constitutional law, criminal justice and equality rights. In…

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Luxury Homes Need Boundaries Too: Protect Your Privacy & Manage Staff Like a Pro 15:14

5M ago15:14

15:14

Is your luxury home starting to feel like anything but a sanctuary? Luxury homes come with unique staffing needs, and without clear boundaries, your peace of mind can slip away quietly. In this episode of Dear Billionaire, Kelly Fore Dixon shares how to manage household staff with clarity, structure, and authority. From setting “no staff time zones…

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Justice Minister Sean Fraser on Carney’s call, constitutional limits, and his plans for legal reform 22:27

5M ago22:27

22:27

Bail reform, judicial appointments, and the balance between public safety and Charter rights are all on the table as Canada’s new justice minister takes office. Fraser talks to Canadian Lawyer about how a direct appeal from Prime Minister Mark Carney led him to return to politics after announcing his departure.…

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THE STATE OF YOUR ESTATE: Why Estate Managers and Family Offices Clash—And How to Fix It 14:37

5M ago14:37

14:37

In luxury homes, estate managers and family office staff are expected to work as a unified team, but often, they operate at odds. That misalignment creates friction, inefficiency, and costly mistakes. In this final episode of our State of the Estate series, estate management expert Kelly Ford Dixon reveals how to bridge the divide and create strate…

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Carole Piovesan of INQ Law on AI, privacy law and emerging legal frontiers 20:25

5M ago20:25

20:25

Carole Piovesan, managing partner at INQ Law and a leading voice on AI governance and privacy, unpacks the legal profession’s response to the accelerating influence of artificial intelligence, the shifting regulatory landscape and the practical challenges of integrating emerging technologies into legal practice. She discusses the growing reliance o…

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Run Your Luxury Home Like a Business with a Strategic Action Plan 16:17

5M ago16:17

16:17

Your luxury home may look polished on the outside, but without structure behind the scenes, it can quickly fall into chaos. In this episode of 𝑫𝒆𝒂𝒓 𝑩𝒊𝒍𝒍𝒊𝒐𝒏𝒂𝒊𝒓𝒆, you'll learn how to manage your luxury home like a business, with a clear, proactive strategy that aligns your team, budget, and property goals. Kelly Fore Dixon shares the game-changing mo…

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Tracy Ross on how the RBC legal team executed Canada’s biggest bank acquisition over a weekend 19:27

5M ago19:27

19:27

In the latest episode of CL Talk, Canadian Lawyer’s podcast, Tracy Ross, senior vice president and deputy general counsel at RBC, unpacked the legal complexities behind RBC’s landmark $13.5 billion acquisition of HSBC Bank Canada. Ross shared a behind-the-scenes look at how her team executed the most significant banking transaction in Canadian hist…

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BC’s legal future: Attorney General Niki Sharma on technology, equity, and reform 20:29

5M ago20:29

20:29

Transforming how justice is delivered – from courtroom operations to legal regulation – is central to Niki Sharma’s agenda as British Columbia’s attorney general and deputy premier. In a recent episode of CL Talk, Canadian Lawyer’s podcast, she outlined her priorities and the principles guiding her work.…

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THE STATE OF YOUR ESTATE: Our 90-Day Jump Start Plan to Professionalize Your Estate 15:25

5M ago15:25

15:25

You’d think with a full staff and a family office, things would run smoothly—but estate management is where even the wealthiest households fall apart. In this episode of Dear Billionaire, we walk through the exact estate management framework we use to bring order, clarity, and calm back to chaotic luxury homes. It’s a 90-day plan designed to profes…

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Ontario’s civil justice overhaul: Morawetz and Downey on rewriting the system from the ground up 25:26

5M ago25:26

25:26

Ontario’s profession is “stuck” in the civil area Chief Justice Geoffrey Morawetz said on this episode of CL Talk, Canadian Lawyer’s podcast. He joined Attorney General Doug Downey to discuss why now is the moment for a sweeping rewrite of the province’s civil rules, how they hope to cut timelines in half, and what lawyers across the province shoul…

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THE STATE OF YOUR ESTATE: Top 6 Mistakes Even Billionaires Make 17:10

6M ago17:10

17:10

You’d think with a full staff and a family office, things would run smoothly, but estate management is where even the wealthiest households fall apart. In this episode of Dear Billionaire, we uncover 6 estate management mistakes that quietly derail luxury homes—and how to fix them. Without structure, strategy, and leadership, your household won’t j…

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Fix or Fire? A House Manager's Guide to Coaching Problem Staff 14:15

6M ago14:15

14:15

You know the type—talented, high-performing, but impossible to work with. In this episode of Dear Billionaire, we dive into how to coach the uncoachable—or cut ties with toxic staff for good. Skipping straight to termination might feel tempting, but it’s lazy leadership. Real leadership means offering clear, documented opportunities for improvement…

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From Siloed Staff to a World Class Household Team 13:52

6M ago13:52

13:52

If you think team building means dragging your household team to an escape room while Cindy the housekeeper solves every puzzle...think again. In luxury homes, siloed staff can quietly derail service and morale. To build a world-class household team, you must first break down the barriers that keep siloed staff from working collaboratively. Whether…

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How to Run Your Home Like a 5-Star Hotel (Even When Staff Take PTO) 11:39

6M ago11:39

11:39

When staff take PTO, does your home fall apart? If the answer is yes—or almost—this episode is a must-watch. In world-class estates, operations stay seamless even when staff take PTO, thanks to cross-training, smart planning, and clearly defined systems. I’ll show you how to create the same results in your home. In this episode, we cover: - Why mos…

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How to Plan for Household Staff PTO Without Disrupting Your Estate 12:35

7M ago12:35

12:35

Your staff deserves time off, but your house and family keep running full steam. How do you balance both without chaos? In this episode, we’re exploring smart, seamless strategies for managing household staff personal time off (PTO) so your home runs smoothly even when key team members are away. From proactive scheduling to cross-training tips, I’l…

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Adam Goldenberg balances civil liberties advocacy and corporate law at McCarthy Tétrault 19:55

7M ago19:55

19:55

Adam Goldenberg is a partner at McCarthy Tétrault and a leading civil liberties litigator. He is also the host of the firm’s Appealing Briefs podcast. Last year, Adam was recognized as one of the Top 25 Most Influential Lawyers by Canadian Lawyer magazine. Goldenberg spoke to the CL Talk podcast about the legal battles he's leading in defence of 2S…

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A justice system for everyone: BC Chief Justice Leonard Marchand’s vision for the courts 27:53

7M ago27:53

27:53

Leonard Marchand was appointed Chief Justice of British Columbia in 2023 and is the first Indigenous person appointed to this role, being a member of the Okanagan Indian Band. Before joining the Court of Appeal in 2019, he practised civil litigation for nearly two decades and served as a judge of the Supreme Court of British Columbia. Chief Justice…

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The GC Collective: Paula Pepin builds strategic peer network for legal executives 16:44

7M ago16:44

16:44

As in-house legal departments take on a more strategic role in shaping the direction of Canadian business, Paula Pepin is working to redefine what it means to lead from the general counsel’s chair. A former GC turned executive coach, Pepin is the founder of The GC Collective – an organization that’s helping legal leaders across the country evolve f…

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At McCarthy Tétrault, Shevaun McGrath leads on private equity and gender equity 17:06

8M ago17:06

17:06

Shevaun McGrath is one of Canada’s leading private equity lawyers and a senior leader at McCarthy Tétrault. Last year, she was recognized as one of the 2024's Top 25 Most Influential Lawyers for her work advising on major transactions and advancing gender equity in the legal profession. Nominations are now open for 2025: https://www.canadianlawyerm…