Marketing, Media & Adtech

Rishad Tobaccowala: Your Boss Isn’t a Leader—Here’s Why


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In this mind-expanding episode of The ADOTAT Show, we’re joined by the one and only Rishad Tobaccowala—marketing visionary, business philosopher, and the man who’s been calling out the corporate charade long before it became fashionable.

This isn’t your typical “future of work” fluff-fest filled with buzzwords and LinkedIn-safe predictions. Rishad dives headfirst into the uncomfortable truths most leaders are too scared—or too siloed—to admit. He drops hard truths about the death of traditional leadership, the failure of most org structures, and why Gen Z will never want your job (and probably shouldn’t).

💥 Topics we get into:

Why leadership training is a joke (unless you're Walmart)

What it means to live in the age of debossification

The rise of the Company of One—and why your top talent is already acting like one

Why optional, flexible, and freelance work models are the only ones worth building

And how to spot a real leader (hint: they don’t need a title to lead)

🔧 Rishad lays out a new blueprint for work, featuring: ✅ Permeable organizations

✅ Portable benefits

✅ Outcome-based pay

✅ Modular leadership

✅ Actual intelligence (not recycled best practices from 2012)

He’s not here to make you comfortable—he’s here to help you survive the next version of work before your business becomes a fossil.

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Marketing, Media & AdtechBy Pesach Lattin