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Ever feel like you’re managing an overconfident junior analyst — only this one costs $20/month and never sleeps?

That’s been my relationship with ChatGPT-5 lately.
Brilliant at first glance, charming in tone, but when deadlines hit… it cheerfully tells you everything is “✅ On track” while the deliverables are nowhere to be found.

I’ve done the homework — deep-dive courses, optimized prompts, feedback loops tighter than a McKinsey Gantt chart — yet the “deep research” experience remains a mix of brilliance and bafflement.

Deadlines? Elastic.
Quality? Inconsistent.
Tone? Disingenuously confident.

So yes, AI is changing how we work — but not always in the ways the hype suggests.

💸 The real question: will the technology catch up to its trillion-dollar valuation before the music stops?

Peggy Van de Plassche is a value creation strategist and senior advisor with over 20 years of experience in private equity, financial services, healthcare, and technology. She works with investment firms, boards, and C-suite leaders to accelerate portfolio company performance, drive operational transformation, and unlock long-term value. Peggy specializes in the execution of complex value creation plans—spanning capital allocation, digital enablement, transaction advisory, and leadership alignment. Her work consistently bridges strategy and implementation, helping investors and operators maximize EBITDA and enterprise value. A founding board member of Invest in Canada, she also brings deep expertise in public-private partnerships and institutional capital deployment—critical levers for competitive advantage in today’s global landscape. Her clients have included BMO, CI Financial, HOOPP, OMERS, GreenShield Canada, Nicola Wealth, and Power Financial. Learn more at peggyvandeplassche.com.

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167 episodes