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The road to the middle market CEO corner office is paved with mile markers that guide in surprising, unpredictable, and some might even say “mysterious” ways! But how do you get such a widely coveted position? This is the question often heard during decades of ROI’s executive search interviews, conducted with top-level executives. ROI’s Into the Corner Office podcast is a new inspiration and answer platform which premieres visionary tales of adventure with great endings and highlights, from powerhouse CEOs driving the formidable success of the U.S. economy’s middle market sector. The CEOs behind this impressive growth reveal insights which equipped them to lead their organizations. Showcasing dynamic leadership stories, Into the Corner Office dives into the heart of what informed and formed these CEOs. Guests share their backgrounds, talk about their early years, and explore what shaped them before they were known for their successes in growing, developing, and leading extraordinary mi...
Episodes
Tuesday Nov 18, 2025
Tuesday Nov 18, 2025
John Rossman the Managing Partner and Founder of Rossman Partners. He is a business strategist, operator, and expert on digital transformation, leadership, and business reinvention. He has consulted with many great brands including Novartis, Fidelity Investments, Microsoft, Walmart, and Nordstrom. He served as senior innovation advisor at T-Mobile and senior technology advisor to the Gates Foundation. He is an operator and builder whose love is diving into business problems and customer needs designing solutions and business opportunities.
EXPERIENCE
Former Amazon Executive Responsible for the launching and scaling the merchant integration team and played a key role in launching and scaling the Amazon marketplace business, which is now over 50% of all units sold at Amazon.com. Also responsible for the enterprise services business with responsibilities for Toys R Us, Target.com, NBA.com and other great brands.
Media Analyst Sought after expert commentary regarding Amazon as interviewed by New York Times, CNBC, Yahoo Finance, Bloomberg, BBC, Geekwire and many others.
Author Author of Big Bet Leadership: Your Transformation Playbook for Winning in the Hyper Digital Era. Releases Feb 27, 2024. Author of Think Like Amazon: 50 1/2 Ideas to Become a Digital Leader. Author of The Amazon Way on IoT: 10 Principles for Every Leader from the World’s Leading Internet of Things Strategies. Author of The Amazon Way: Amazon’s 14 Leadership Principles.
Assignments - Interim chief technology officer for the Gates Foundation - Innovation advisor to T-mobile - Interim CIO for a national retailer
Speaker Keynote speaker on innovation, leadership and digital transformation. John leads workshops on a wide variety of innovation, internet of things, digital strategy, and creating a culture of agility, trial and error, scaling and accountability. His goal is to give audiences tools they can immediately use to operate differently.
Advisor Rossman Partners helps it’s clients compete and win in the digital era. I work with my clients to both define strategy and create change for the organization. Bringing a broad range of expertise and trusted partners to the table, I first listen and understand, and then help create a customized approach for your situation.
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