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In this episode, we talk with David Salama, Chief Digital Officer of Insomnia Cookies, about leading digital transformation at a brand built on nostalgia. David started his career pricing complex instruments at a hedge fund, then led the product side of the innovation lab at S&P Global. He went on to co-found FlyCleaners, raising more than $10 million and growing the business to 300 employees while helping build one of New York City's first on-demand companies. For the past six years, he's led engineering, product, and IT at Insomnia Cookies, scaling the company to nearly 400 bakeries across the US, Canada, and the UK. We cover how he measures success as a digital leader, why he thinks cheaper software creates more demand for engineers rather than less, his contrarian hiring philosophy, the interview question he uses to spot ownership, and the AI-planned vegetable garden that taught him the difference between expertise and perceived expertise.
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We’re joined by Nathalie Danielle Weister, Embodied Leadership Coach and Founder of Nathalie Danielle | Embodied Leadership Coaching. She previously held leadership roles at TelevisaUnivision, Hilton, The Walt Disney Company, and Fox Networks Group, bringing a wealth of experience in people, culture, and leadership development. Nathalie shares her journey from corporate HR to building her own coaching practice, and why embodied leadership, or leading from the inside out, matters now more than ever. If you’ve ever questioned alignment in your career, struggled with culture-building at scale, or felt the weight of reactive hiring, this conversation will resonate.