CL Talk

Jason Ward in conversation on mental health and insurance traps for lawyers

Feb 24, 2026

   

Jason Ward, a former civil litigator who built a successful practice in Lindsay, Ontario, before leaving law due to alcoholism and THC dependency, joins managing editor Tim Wilbur to talk candidly about what happens when lawyers can no longer cope. Ward explains why stigma in the profession is often internalized rather than imposed, how billable-hour pressures and a “win–lose” culture fuel mental health crises, and why pausing practice can be a strategic act of self-preservation rather than defeat. He offers practical guidance on when to seek confidential help, how to consider stepping away from practice, and what lawyers need to understand about disability insurance structures, including capacity-based definitions of disability, evidence-heavy claims processes, and the risks of going without an own-occupation rider.

Allison Speigel on flat fees, fast decisions, and what Big Law can't match

Allison Speigel on flat fees, fast decisions, and what Big Law can't match

Jun 16, 2026

Litigator Allison Speigel joins host Tim Wilbur to talk through how a small firm uses flat-fee billing, quick decisions, and plain talk with clients to take on the country's largest firms

Erin Cowling on small firms, AI, and the freelance edge

Erin Cowling on small firms, AI, and the freelance edge

Jun 02, 2026

Flex Legal's Erin Cowling joins CL Talk on AI billing fights, the shiny-object trap, and why freelance counsel are senior strategists

Matthew Peters on the AI tools McCarthy Tétrault's lawyers are actually using right now

Matthew Peters on the AI tools McCarthy Tétrault's lawyers are actually using right now

May 26, 2026

A candid conversation with one of Canada's leading legal innovators on what AI looks like inside a major firm

Harvey Brownstone: Canada's first openly gay judge speaks without prejudice

Harvey Brownstone: Canada's first openly gay judge speaks without prejudice

May 19, 2026

The retired judge’s memoir lays bare the failures of family and criminal courts

How associates really succeed: a candid conversation with Paul Karvanis

How associates really succeed: a candid conversation with Paul Karvanis

May 05, 2026

A coach, speaker and former Bay Street lawyer on why it is not just about knowing the law