CL Talk
CL Talk is the official podcast of Canadian Lawyer magazine. It will hear from leaders in the legal profession in Canada and beyond. Our editorial team interviews legal leaders about topical issues affecting lawyers from coast to coast.
Episodes
January 13, 2026 • 24 mins
In this episode, managing editor Tim Wilbur speaks with Misha Benjamin, partner and co-lead of the technology and AI practice at BCF in Montreal, about why Canadian businesses are “tying themselves in knots” over AI risk while falling behind more aggressive competitors. Benjamin draws on his experience at Ubisoft, Element AI, McKinsey, and Sama to explain how one-size-fits-all AI governance, vague bans on “confidential information,...
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January 5, 2026 • 26 mins
In this episode of CL Talk, managing editor Tim Wilbur speaks with Alexi co-founder and CEO Mark Doble about the risks law firms face as they rush to deploy AI. Doble explains why he believes traditional multi-tenant cloud tools have become “completely untenable” for serious legal work, argues that single-tenant private cloud environments are critical to protecting client data and law firm IP, and outlines how firms should divide o...
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December 17, 2025 • 22 mins
In this episode, iGaming Ontario President and CEO Joseph Hillier discusses how Ontario has built a competitive online gambling market designed to draw players away from unregulated sites while maintaining strong safeguards in place. He traces his path from Bay Street to the Ministry of the Attorney General and the Alcohol and Gaming Commission, explaining how this mix of private practice, banking, and public service now shapes his...
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December 9, 2025 • 21 mins
Toronto criminal defence lawyer Robert Kivlichan joins CL Talk to share how his addiction and severe panic attacks collided with a Law Society of Ontario spot audit and led to his suspension and a capacity investigation. He describes why he believes the LSO’s process can weaponize mental health disclosures, forcing lawyers to surrender sensitive medical information to non‑medical staff, even while they are in treatment. Kivlichan a...
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December 2, 2025 • 35 mins
In this episode of CL Talk, recorded live at the Canadian Legal Summit, host Robert De Toni moderates a candid conversation with firm leaders Kurt Schlachter of Stringam, Jacqueline Dinsmore of Caravel Law and boutique founder Ashlee Froese on what it really takes to keep today’s lawyers. The panel delves into why younger lawyers are no longer motivated solely by partnership, how culture plans, “success plans,” and flexible budgets...
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November 25, 2025 • 23 mins
Danielle Robitaille, Managing Partner of the Year at the 2025 Canadian Law Awards, sits down to discuss her path from litigator to firm leadership at Henein Hutchison Robitaille LLP. She shares how her focus on mentorship, mental health support, and inclusive recruitment has shaped a thriving legal practice handling high-stakes litigation and white-collar investigations. From training partners on actionable feedback to pioneering d...
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November 18, 2025 • 17 mins
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 help lawyers anticipate client needs and manage business development more efficiently. ...
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November 11, 2025 • 25 mins
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 expertise. She also reflects on her experiences with imposter syndrome, the role of bala...
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November 4, 2025 • 33 mins
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 pay structures, from Construct Legal’s radically transparent profit-sharing approach ...
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October 28, 2025 • 27 mins
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 the challenges of localizing AI tools for Canadian law firms, the evolving relations...
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October 21, 2025 • 22 mins
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 both clients and lawyers vulnerable. Carmichael also discusses how technology can addr...
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October 7, 2025 • 20 mins
Kirsti McHenry, Pro Bono Ontario’s executive director, speaks about the organization’s rapid expansion in response to surging demand for free legal help, the impact of technology on service delivery, and the critical role of structured pro bono programs in law firms. She highlights how global events and economic shifts are driving new legal challenges for Ontarians, the importance of partnerships with legal tech innovators and comm...
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September 23, 2025 • 31 mins
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. Drawing on her experience as a global DEI leader, Tatla highlights the importance of i...
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September 16, 2025 • 21 mins
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 conversations—whether in a car or a boardroom—matter more than ever. Listen to more of Steve...
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September 10, 2025 • 21 mins
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 9 in Toronto, where she will join other leaders for a session entitled “Future GC pl...
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September 9, 2025 • 20 mins
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 offers insights on governance, change management, and the future of legal tech – essentia...
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September 2, 2025 • 20 mins
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 clients in a fast-paced, increasingly global market.
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August 26, 2025 • 24 mins
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 redefining expectations for both in-house and external counsel. She also addressed the cha...
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August 12, 2025 • 16 mins
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 alone is not enough, the critical role of leadership in driving cultural shifts, and pr...
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July 22, 2025 • 21 mins
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 leadership on team performance, the shortcomings of traditional mentorship programs, an...
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