Podcast: Evan Shy — The Brutal Truth About Entrepreneurship

Evan Shy, Chief Executive Officer of HTD Talent and Coding Temple, joins Oz to explore the realities of building scalable enterprises, accelerated talent development, and the unglamorous truths of entrepreneurship. They discuss how AI is transforming workforce training, the mental fortitude required to build sustainable businesses, and the three critical validations every founder must complete before launching.

Jan 7, 2026
# mins
Podcast: Evan Shy — The Brutal Truth About Entrepreneurship

Podcast: Evan Shy — The Brutal Truth About Entrepreneurship

Evan Shy, Chief Executive Officer of HTD Talent and Coding Temple, joins Oz to explore the realities of building scalable enterprises, accelerated talent development, and the unglamorous truths of entrepreneurship. They discuss how AI is transforming workforce training, the mental fortitude required to build sustainable businesses, and the three critical validations every founder must complete before launching.

Podcast: Evan Shy — The Brutal Truth About Entrepreneurship

Evan Shy, Chief Executive Officer of HTD Talent and Coding Temple, joins Oz to explore the realities of building scalable enterprises, accelerated talent development, and the unglamorous truths of entrepreneurship. They discuss how AI is transforming workforce training, the mental fortitude required to build sustainable businesses, and the three critical validations every founder must complete before launching.

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Podcast: Christy Harris — Why Getting Uncomfortable Is the Secret to Career Growth

Christy Harris, Chief Human Resources Officer and SVP of CCC Intelligence Solutions, a publicly traded SaaS company, joins Oz. She shares her career journey, including 21 years at Allstate and then taking a massive leap of faith to lead HR in a high-growth, AI-driven technology company. Christy unpacks the importance of getting uncomfortable to grow, the evolving landscape of empathetic leadership, and how to successfully integrate AI workers into your organizational chart.

Podcast: Karina Kogan — From Warner Media to Chief Marketing Officer: Navigating PR, Culture, and Growth

In this episode, we sit down with Karina Kogan, Chief Marketing and Growth Officer of Sundays for dogs. With two decades of experience scaling iconic consumer tech and media businesses, Karina has driven growth for renowned companies like Peloton, Aura, Napster, Warner Media, and P Vault. Karina shares her approach to defining high growth at the intersection of product and marketing, and how to scale brands responsibly. We explore her best advice for a new executive's first 30 days, the power of diversity in mitigating brand blind spots, and how she views AI as a creative companion rather than a replacement. Oz Rashid also dives into Karina's specific hiring philosophies and how she builds complementary teams.

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