What does it actually take to go from 25 people to 4,000 without losing the plot? We sit down with Mahesh to unpack the gritty, unvarnished truths behind hypergrowth at Canva, the real timelines for B2B vs B2C, and why customer obsession—not headcount, perks, or flashy decks—decides whether a company wins.

Mahesh walks us through his unconventional path: international recruitment hustle, Tokyo deal-making, an MBA wake-up call during the GFC, a startup built on persistence (and a pack of cookies that landed Uber), and the front-row seat to Canva’s scale. We dig into founder intentionality with concrete stories—like personally resetting every desk before a Monday reorg—and how details like this shape culture, momentum, and trust. From there, we break down leadership debt, the trap of “culture fit” shortcuts, and how real people ops becomes commercial when it drives customer value rather than internal rituals.

We also explore the practical playbook for navigating AI transitions, pivots, and global expansion. You’ll hear why B2B can reach product-market fit faster, why B2C demands longer stamina and better storytelling, and how to keep teams aligned when the path stretches from months to years. We talk incentives with clarity, over-communication as a leadership duty, and the humility required to lead across cultures—translating policies and values with local partners rather than forcing templates from headquarters. Finally, Mahesh shares Phase One’s framework: US-first when possible, customer and problem obsessed, founder clarity on personal “why,” and investor literacy as its own craft.

If you care about building resilient teams, shipping loved products, and scaling beyond your home market, this conversation gives you the tools and the mindset to do it. Listen, share it with your team, and if it hits home, subscribe 

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