#159 - Effortless Style Meets AI: Taelor’s Founder Anya Cheng on Men’s Fashion, Tech, and Entrepreneurship
Release Date: 11/24/2025
#172 - Why Pain Changes Us and Why Vision Changes Us More | Udo Erasmus
The Necessary Entrepreneur
Udo Erasmus, founder of Udo’s Choice and a longtime thinker on health and human nature, joins Mark Perkins on The Necessary Entrepreneur for a reflective conversation about pain, purpose, and understanding how we’re wired as human beings. Udo explains why pain often forces change, but why pursuing a clear vision is far more powerful and sustainable. Drawing from decades of observation and experience, he outlines his framework for understanding the six parts of human nature and why most people struggle without a clear understanding of their internal makeup. Throughout the conversation,...
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#170 - Mike & Kass Lazerow Return — “Shoveling Sh*t” and the Truth About Building Companies Together
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#165 - Thais Saenz on Leadership, Culture, and Building High-Performing Teams as You Scale
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Why do some leaders consistently build high-performing teams while others struggle despite strong strategy and experience? In this episode of The Necessary Entrepreneur, host Mark Perkins sits down with Thais Saenz, founder and CEO of Saenz Global, a leadership and organizational development firm that helps companies scale through stronger culture, clarity, and execution. Thais brings a global perspective on leadership, performance, and human behavior, drawing from years of experience working with executives, founders, and teams navigating growth, change, and complexity. She explains why...
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#164 - John Mitchell Reveals the Hidden Pattern Holding Entrepreneurs Back
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#163 - Ben Lytle on Leadership, AI, and Thriving Through Rapid Change
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In this episode of The Necessary Entrepreneur, host Mark Perkins sits down with Ben Lytle, serial entrepreneur, futurist, former CEO of Anthem, and author of The Potentialist, to explore how business leaders can thrive in the fastest period of change in human history. Ben explains why fear-based leadership leads to bad decisions, why resilience alone is no longer enough, and why the future belongs to those who focus on preparedness, constant learning, and wisdom. Drawing from decades of experience building companies and studying human potential, Ben shares how AI and intelligent automation...
info_outlineWhat if getting dressed could be effortless, stylish, and sustainable? In this episode of The Necessary Entrepreneur, host Mark Perkins sits down with Anya Cheng, founder and CEO of Taelor, a Silicon Valley startup transforming men’s fashion through AI-powered styling, subscription rentals, and expert human guidance.
Anya shares her journey from leading product and marketing teams at Meta, eBay, and Target to founding Taelor, a company designed to help busy men look their best without the hassle of shopping, laundry, or outfit planning. Learn how she combines technology, machine learning, and human styling insights to create personalized fashion experiences that boost confidence, career success, and sustainability.
In this episode, you’ll discover:
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How Taelor AI is revolutionizing men’s fashion with subscription rentals and data-driven styling
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Lessons from Anya’s career journey and founding a startup from zero to one
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Using AI to combine human intuition with machine learning for perfectly matched outfits
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The intersection of sustainability, fashion, and business innovation
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Insights on fundraising, investor selection, and scaling a high-impact startup
If you’re an entrepreneur, tech enthusiast, or curious about the future of fashion tech and personal styling, this conversation is packed with actionable strategies, inspiration, and behind-the-scenes insights.
🎙️ The Necessary Entrepreneur, hosted by Mark Perkins, features authentic conversations with founders and leaders who’ve built businesses worth studying.
📌 Connect With Us:
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Apple Podcasts: https://podcasts.apple.com/no/podcast/the-necessary-entrepreneur/id1547181167
📌 Find Out More About Taelor
Taelor: https://taelor.style
Taelor Linkedin: https://www.
Taelor IG: @taelor.style
Taelor Facebook: https://www.
Taelor X (Twitter): @TaelorStyle
Anya Linkedin: https://www.
Anya X (Twitter): @Anyacheng
Anya Facebook: https://www.
Anya IG: @anyacheng_siliconvalley
Experience effortless style with rental and personal styling services:
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Taelor: Get 25% OFF your first month of men's clothing subscription.
Use code: PODCAST25
Sign up at: https://taelor.style/pages/membership -
Armoire: Get 50% OFF your first month of women's clothing subscription.
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Give the gift of time, convenience, and effortless style:
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Taelor Gift Cards: Get 10% OFF
Use code: PODCASTGIFT
Purchase at: https://taelor.style/products/menswear-rental-gift-card