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GS#1025 This week we reconnect with John Sabino, who shares his remarkable journey of playing the Top 100 golf courses in the world, culminating in his experience at Augusta National. John reflects on his time playing with Masters champions, the lessons learned from the Augusta experience, and the insights he gained while writing his book, 'The Augusta Principles.' The conversation delves into the meticulous attention to detail at Augusta, the impact of Cliff Roberts on the Masters' legacy, and how these principles can be applied to all type of businesses. John also shares his personal story of overcoming leukemia and how the Masters played a significant role in his recovery.This episode is brought to you by Warby Parker with over 300+ locations to help you find your next pair of glasses. You can also head over to warbypaker.com/golfsmarter right now to try on any pair virtually!This episode is sponsored by Indeed. Please visit indeed.com/GOLFSMARTER and get a $75 SPONSORED JOB CREDIT. Terms and conditions apply. This episode is sponsored by HIMS. Start your free online visit today HIMS.com/golfsmarter and received personalized ED treatment options.This episode is brought to you by Policygenius. Secure your family's future at Policygenius.com to compare free life insurance quotes from top companies and see how much you could save.This episode is also brought to you by Taelor, an award-winning menswear rental subscription service. Visit taelor.style and get 25% OFF your first month of men's clothing subscription with our exclusive code GOLFSMARTER. If you have a question about whether or not Fred is using any of the methods, equipment or apps we've discussed, or if you'd like to share a comment about what you've heard in this or any other episode, please write because Fred will get back to you. Either write to golfsmarterpodcast@gmail.com or click on the Hey Fred button, at golfsmarter.com
If you're enjoying the content, please like, subscribe, and comment! Phoebe's Links:Website: https://taelor.style/LinkedIn: https://www.linkedin.com/in/phoebe-tan-b6a3166Promo Code: podcast25Phoebe is currently the Founder of Taelor, an AI-powered two-sided circular fashion platform for busy men to rent styles and for brands/retailers to test products. Taelor is an award-winning sustainability startup that has won various competitions organized by accelerators, including Draper University, University of Chicago Polsky Center, and SPARK Accel. Phoebe lives a minimalist life and is passionate about mindful living and saving the environment. She believes the future of fashion is circular, which will benefit consumers, businesses, society, and the environment. Taelor's mission is to play a part in saving the environment by extending the life of garments and supporting sustainable fashion, as well as simplifying lives by owning less clothing and sharing more styles.Phoebe is a Certified Internal Auditor (CIA) and received her MBA from the University of Chicago Booth School of Business and a Bachelor of Science degree in Applied Accounting from Oxford Brookes University.______________________Follow us!@worldxppodcast Instagram - https://bit.ly/3eoBwyr@worldxppodcast Twitter - https://bit.ly/2Oa7BzmSpotify - http://spoti.fi/3sZAUTGYouTube - http://bit.ly/3rxDvUL#fashionable #fashionstyle #fashion #fashionblogger #entrepeneur #rental #clothing #clothes #mensfashion #explore #explorepage #podcastshow #longformpodcast #longformpodcast #podcasts #podcaster #explore #podcast #newshow #worldxppodcast
Meet Anya Cheng, founder and CEO of Taelor AI — a Silicon Valley startup that's changing how busy men dress. With a background leading product at Meta, eBay, McDonald's, and Target, Anya now applies AI to help customers look sharp without the hassle of shopping or laundry.Taelor AI uses artificial intelligence to select outfits that fit your lifestyle, size, and goals — helping you look your best for meetings, dates, or life's big moments. Beyond personal style, Taelor AI also helps reduce clothing waste and carbon emissions by repurposing excess inventory from fashion brands.In this episode, Anya shares:- -Her unconventional path from Taiwan to Silicon Valley- Lessons learned from working in big tech and applying them to startup life- How AI and human stylists work together to deliver a seamless clothing experience- The importance of using your strengths as your superpower- Why sustainability and personalization are the future of fashion
Too many founders and high-performers hit a wall when confidence doesn't match ambition. You know your idea has potential, but between rejection, resource scarcity, and self-doubt, it's hard to believe in yourself long enough to see success.Today's guest, Anya Cheng, went from leading global teams at Meta, McDonald's, and eBay to launching her own AI-powered fashion startup, Taelor, from scratch. She faced rejection after rejection, battled imposter syndrome as a female immigrant founder, and still raised millions from early investors behind YouTube, Spotify, and TSMC.In this episode, Anya reveals how to turn mindset into your biggest growth tool, so you can build conviction, attract investors, and grow even when no one's returning your calls.We'll unpack how she built belief before validation, how she turned “minority” into “majority,” and how logic, not luck, became her greatest asset in leading through uncertainty. Whether you're scaling a startup or reinventing your career, this conversation will help you grow ready from the inside out.----------About the Guest: Anya Cheng is the Founder & CEO of Taelor.AI, an AI-driven menswear rental platform helping ambitious men dress for confidence and success without the hassle of shopping or laundry. Before becoming a founder, Anya spent 15 years in leadership roles at Meta (Facebook/Instagram), McDonald's, eBay, and Target, building global digital products and teams. She's also a faculty member at Northwestern University and a passionate advocate for women and minority founders in tech.About the Episode: In this episode, host Steve Mellor sits down with Anya Cheng to uncover what it really takes to transition from corporate executive to confident founder.Anya opens up about battling imposter syndrome, learning to operate with limited resources, and how shifting her mindset helped her raise millions in venture funding, despite being told “no” again and again.She shares the behind-the-scenes of building Taelor.AI, lessons from her Big Tech years, and how believing in your own logic can turn rejection into redirection.This one's for every entrepreneur, leader, and creator trying to grow something great when no one else seems to see the vision yet.Takeaways:Overcoming imposter syndrome as a founderThe mindset shift from “employee” to “entrepreneur”How to grow with limited resources and connectionsTurning rejection into opportunity through generosityThe power of logic in building self-beliefUsing AI to empower human confidence (Taelor.AI's mission)Networking through “loose ties” for personal growthCircular fashion and sustainability in techLearning to define success on your own termsLinks & Resources Mentioned:Taelor.AI – https://taelor.styleContact Anya: anya@taelor.aiGet 25% off your first month at Taelor.style - just use promo code Podcast25 when you subscribe!Follow Anya on LinkedIn: https://www.liSend us a textSupport the showThis podcast was produced on Riverside and released via Buzzsprout Sign up for the monthly newsletter with Steve and GrowthReady (formerly known as Career Competitor) by providing your details here - Request to become part of our community Also be sure to give him and the show a follow on Instagram @coachstevemellor
My guest for this episode is the founder of the circular menswear rental platform Taelor. We discuss how A.I. assists Taelor's clients to find styles and brands that suit them, the current state of the menswear industry and sustainable models of fashion retail. Listen in! Hosted on Acast. See acast.com/privacy for more information.
Are you ready for the AI disruption that's changing not just how you market—but how you show up as a leader? AI disruption isn't just shaking up industries—it's redefining how executives connect with customers, present themselves, and make smarter business decisions. In this episode, you'll learn how embracing AI-driven innovation can help you stand out, streamline your work, and future-proof your brand in a rapidly evolving digital world. You'll discover: How to turn your company's unique data into a lasting competitive edge in the era of AI disruption. The power of blending personal style with technology to project confidence and save time. Real-world examples of how AI is transforming marketing, customer feedback, and even product design. Tune in now to hear how forward-thinking CEOs are navigating AI disruption with confidence—and how you can use these insights to stay sharp, efficient, and ahead of the curve. Check out: [08:15] — The Real Source of Competitive Advantage in the AI Era Anya breaks down why unique data—not algorithms—is what gives companies an edge in the age of AI disruption. She shares examples from industries like dentistry and fashion to show how data becomes the real differentiator. [24:40] — Reinventing the Clothing Industry Through Circular, AI-Driven Design The discussion shifts to how Taelor's rental model leverages AI and feedback loops to reduce waste, personalize experiences, and help brands rethink "ownership." It's a great example of circular economy principles meeting digital innovation. [45:10] — How to Win at AI Search and Content Strategy Anya reveals how her team beat GQ and other big names to the top of AI search rankings by combining human creativity with AI-generated content—a must-listen for marketers navigating the changing landscape of SEO and ChatGPT-driven discovery. About Anya Cheng Anya Cheng is the Founder and CEO of Taelor, a leading men's clothing subscription service that provides personal styling and curated rentals, powered by expert stylists and AI. A Girls in Tech 40 Under 40 honoree, she previously led eCommerce and digital innovation teams at Meta, eBay, Target, and McDonald's.
Right About Now with Ryan Alford Join media personality and marketing expert Ryan Alford as he dives into dynamic conversations with top entrepreneurs, marketers, and influencers. "Right About Now" brings you actionable insights on business, marketing, and personal branding, helping you stay ahead in today's fast-paced digital world. Whether it's exploring how character and charisma can make millions or unveiling the strategies behind viral success, Ryan delivers a fresh perspective with every episode. Perfect for anyone looking to elevate their business game and unlock their full potential. Resources: Right About Now Newsletter | Free Podcast Monetization Course | Join The Network |Follow Us On Instagram | Subscribe To Our Youtube Channel | Vibe Science Media SUMMARY In this episode of "Right About Now," host Ryan Alford interviews Anya Cheng, founder and CEO of Taelor.style. Anya shares how her company uses AI and human stylists to offer personalized, subscription-based wardrobe rentals, making fashion convenient and sustainable for busy professionals. They discuss the shift toward casual, flexible clothing, Taelor.style’s partnerships with global brands, and the environmental benefits of reducing fashion waste. Anya also explores the future of live shopping and invites listeners to try Taelor.style with special promo codes, highlighting the blend of technology and service that sets her company apart. TAKEAWAYS Use of AI in personalized wardrobe styling and clothing rental services. The concept of a subscription model for clothing, likened to "Netflix of wardrobes." Target audience focus on busy professionals who need convenient fashion solutions. Importance of identifying the right problems in business before implementing solutions. The balance between performance marketing and branding in modern business strategies. The role of proprietary data in enhancing AI-driven recommendations. Customer experience and the process of selecting and renting clothing. Environmental impact of the fashion industry and sustainable practices in clothing rental. Trends in live shopping and its slower adoption in the U.S. compared to other markets. Future of social commerce and integration of shopping with social media platforms.
In this episode of Zero to CEO, I speak with Anya Cheng, founder of AI fashion startup Taelor and former product leader at Meta, eBay, and Target. Anya shares her journey from Silicon Valley insider to scrappy startup founder, revealing how she scaled Taelor with zero marketing budget, secured funding from top VCs, and broke barriers as a female immigrant entrepreneur. We dive into the AI behind personalized fashion, lessons from tech giants, and what it takes to build a fast-growing brand on a shoestring. This episode is a must-listen for founders, fashion innovators, and anyone chasing startup success.
What if AI could solve one of fashion's biggest problems—waste—while helping men look sharp without ever setting foot in a mall? In this episode of The Root of All Success, I sit down with Anya Cheng, a Silicon Valley tech executive turned founder of TAELŌR, an AI-powered clothing rental and styling platform for men that's transforming how fashion meets technology and sustainability. Before launching TAELŌR, Anya helped build Facebook and Instagram Shopping at Meta, led innovation at eBay and Target, and scaled McDonald's global food delivery. Today, she's using AI to make fashion smarter, more sustainable, and accessible to busy professionals. We dive into how Anya turned a personal frustration into a groundbreaking business model—and what her journey reveals about innovation, leadership, and courage in a male-dominated industry.
Can you dress better, boost confidence, and reduce waste — without shopping or doing laundry?Anya Cheng, Founder & CEO of Taelor, joins Chris to share how her AI-powered menswear rental startup is making life easier for busy professionals while transforming the future of fashion.A former product leader at Meta, eBay, and McDonald's, Anya reveals how she turned a simple Shopify MVP into a $2.3M venture-backed company by solving a surprisingly universal pain point: helping men look great without effort — or waste.
In this inspiring episode, Anya Cheng shares her remarkable journey from a non-technical immigrant background to leading product and growth at giants like Facebook, eBay, Target, and McDonald's, and ultimately founding Taylor—an AI-driven menswear rental and styling service for busy professionals. Drawing from her experiences during the 2008 recession, Anya discusses overcoming job-hunting hurdles, the birth of Taylor from personal frustrations with fashion rentals, and how AI and human stylists combine to solve real pain points for ambitious men who prioritize success over style. She reveals growth strategies, lessons from big tech, and future plans for sustainability and corporate partnerships. Perfect for entrepreneurs, fashion innovators, and anyone navigating career pivots.Key MomentsHost welcomes Anya Cheng, highlighting her tech leadership at Facebook, eBay, and more. Anya introduces Taylor as an AI service that curates and rents real menswear for busy men, eliminating shopping and laundry.Anya shares how imposter syndrome as a female immigrant leader at eBay sparked Taylor. She hated subscription boxes and rental hassles, realizing fashion companies ignore practical users.Key Quote: "Most of fashion companies are designing for people who are into fashion, not for people like me. I just want to get ready for the day... Success for me is not about looking good. It's about looking good to get a job, get the deal."Fresh from Northwestern with a marketing master's, Anya ambushes recruiters, networks via professors, and cold-calls publishers amid layoffs—turning desperation into her first media role.Anya explains why she didn't quit: By leveraging her reporter skills (e.g., interviewing, cold-calling), challenges felt manageable, fueling hope.Two years in, Taylor's users aren't just renting clothes—they're buying "chances to succeed" (e.g., job interviews, deals). Customers value convenience like an "executive assistant," while suppliers seek detailed feedback to reduce waste.AI powers onboarding (quizzes, photos) and recommendations from 27,000 garments, with human stylists refining via Zoom/text. It even generates SEO content for trends.Partnerships with dating apps, fitness centers, law firms, and nonprofits outperform solo efforts. Content marketing educates on body types and travel perks (e.g., no luggage fees).From a Shopify waitlist, Anya manually bought/s shipped sale items from Macy's to her first eager customer (a real estate agent), validating demand and iterating 100 times.Big tech taught logical thinking (goals vs. strategies) to pitch investors. For Taylor, targeting men yields higher margins than women's rentals due to buy-through rates.Illustrate a clear problem/persona (e.g., men's convenience vs. women's variety). Nail one giant feature (like Google's search bar). 3) Focus on product-market fit over features.To learn more about Anya Cheng please visit her Linkedin ProfileTo learn more about Taelor please visit her website.YOUR HOST - SIMON LADER Simon Lader is the host of The Conference Room, Co-Founder of global executive search firm Salisi Human Capital, and lead generation consultancy Flow and Scale. Since 1997, Simon has helped cybersecurity vendors to build highly effective teams, and since 2022 he has helped people create consistent revenue through consistent lead generation. Get to know more about Simon at: Website: https://simonlader.com/ Twitter: https://twitter.com/simonlader LinkedIn: https://www.linkedin.com/in/headhuntersimonlader/ The Conference Room is available onSpotifyApple podcastsAmazon MusicIHeartRadio
#605 Busy professionals want to look sharp but hate shopping — so what if AI could handle it for you? In this episode hosted by Kirsten Tyrrel, Anya Cheng, founder of Taelor, shares how she built an AI-powered styling service that eliminates decision fatigue for men who want to dress well without the hassle. Anya dives into her transition from corporate leadership at Meta, eBay, and Target to launching a startup, the unexpected ways she leveraged partnerships to grow, and how a service-based mindset helped her secure funding. She also gets real about the highs and lows of entrepreneurship, proving that success isn't just about innovation — it's about persistence. Plus, don't miss a special listener discount to try Taelor for yourself! (Original Air Date - 3/5/25) What we discuss with Anya: + The inspiration behind Taelor – AI-powered styling for men + From corporate to startup – Anya's journey from Meta, eBay, and Target + AI in fashion – Reducing decision fatigue with smart styling + Startup challenges – Bootstrapping, funding, and unexpected hurdles + Strategic partnerships – Growth through dating apps, schools, and brands + Fashion sustainability – Reducing waste and extending clothing life + Knowing your customer – Solving real problems with a niche focus + Funding and investors – How Anya secured a $1M investment + Lessons in resilience – The reality of startup life Thank you, Anya! Check out Taelor at Taelor.style. Use coupon code PODCAST25 to get 25% off your first month or PODCASTGIFT to get 10% off a gift card. Watch the video podcast of this episode! To get access to our FREE Business Training course go to MillionaireUniversity.com/training. And follow us on: Instagram Facebook Tik Tok Youtube Twitter To get exclusive offers mentioned in this episode and to support the show, visit millionaireuniversity.com/sponsors. Want to hear from more incredible entrepreneurs? Check out all of our interviews here! Learn more about your ad choices. Visit megaphone.fm/adchoices
Most men don't enjoy shopping. They don't know their size. They procrastinate on buying new clothes until a job interview, first date, or important event forces them to scramble. Sound familiar? What if AI could take that frustration away — not just by telling you what to wear, but by sending you the right clothes, letting you wear them, and taking them back when you're done? No shopping. No laundry. No wasted time. https://youtu.be/YDOxeBep_Xc Anya Cheng is solving this exact problem with Taelor.style. She's a former senior leader at Meta, eBay, McDonald's, and Target, and she's launched Facebook and Instagram Shopping. Now she's using her experience and passion for innovation to revolutionize men's fashion with AI, data, and a sustainable rental model. Anya shares how her company helps men “stream” their clothes like Netflix, why goals matter more than fashion sense, and how sustainability and convenience go hand-in-hand. Whether you're a busy professional, an entrepreneur, or someone looking to stand out or fit in at the right moment, this episode will open your eyes to what's possible when AI meets fashion. Quotes: “Our customers aren't buying clothes. They're buying convenience, confidence, and the chance to succeed.” “Most fashion companies ask, ‘What's your style?' We ask, ‘What's your goal?'”“Fashion is the second most polluting industry in the world. We're here to make it circular.” “If you want a seat at the executive table, forget that you're a marketer. Be a problem solver.” “Even with 15 years in big tech, the hardest part of launching a startup was believing in myself.” Resources: Discover outfits. Elevate your style. Create the perfect look. | Taelor Use code PODCAST25 for 25% off your first month Follow Anya Cheng on Facebook Connect with Anya Cheng on LinkedIn
In this episode, we dive into the innovative world of Taelor.Style, a subscription-based menswear service that's using AI to transform personal styling. Anya Cheng shares how the platform uses data-driven insights to curate wardrobe selections tailored to each customer's unique preferences—saving time, reducing fashion waste, and elevating confidence. We explore the technology behind the scenes, the company's mission to make fashion smarter and more sustainable, and what the future holds for AI in the fashion industry.Anya Cheng is the Founder and CEO of Taelor, a leading men's clothing subscription service that provides personal styling and curated rentals, powered by expert stylists and AI. A Girls in Tech 40 Under 40 honoree, she previously led eCommerce and digital innovation teams at Meta, eBay, Target, and McDonald's.Experience effortless style with rental and personal styling services:Taelor: Get 25% OFF your first month of men's clothing subscription.Use code: PODCAST25Sign up at: https://taelor.style/pages/membershipArmoire: Get 50% OFF your first month of women's clothing subscription.Use code: ArmoirexTaelorSign up at: https://www.armoire.style/refer/ArmoirexTaelorGive the gift of time, convenience, and effortless style:Taelor Gift Cards: Get 10% OFFUse code: PODCASTGIFTPurchase at: https://taelor.style/products/menswear-rental-gift-card
In this episode, we dive into the innovative world of Taelor.Style, a subscription-based menswear service that's using AI to transform personal styling. Anya Cheng shares how the platform uses data-driven insights to curate wardrobe selections tailored to each customer's unique preferences—saving time, reducing fashion waste, and elevating confidence. We explore the technology behind the scenes, the company's mission to make fashion smarter and more sustainable, and what the future holds for AI in the fashion industry.Anya Cheng is the Founder and CEO of Taelor, a leading men's clothing subscription service that provides personal styling and curated rentals, powered by expert stylists and AI. A Girls in Tech 40 Under 40 honoree, she previously led eCommerce and digital innovation teams at Meta, eBay, Target, and McDonald's.Experience effortless style with rental and personal styling services:Taelor: Get 25% OFF your first month of men's clothing subscription.Use code: PODCAST25Sign up at: https://taelor.style/pages/membershipArmoire: Get 50% OFF your first month of women's clothing subscription.Use code: ArmoirexTaelorSign up at: https://www.armoire.style/refer/ArmoirexTaelorGive the gift of time, convenience, and effortless style:Taelor Gift Cards: Get 10% OFFUse code: PODCASTGIFTPurchase at: https://taelor.style/products/menswear-rental-gift-card
Richard Gearhart and Elizabeth Gearhart, co-hosts of Passage to Profit Show interview global leadership strategist and author of, AfterShock to 2030, Caroline Stokes, Anya Cheng from Taelor and Jeffrey Sedler from EQB, Inc. Agents and Consultants. In this episode, global leadership strategist for the 5th Industrial Revolution Caroline Stokes joins us to explore why the old rules of leadership no longer work in a world shaped by AI, climate change, and constant disruption. She shares insights from her book AfterShock to 2030: A CEO's Guide to Reinvention in the Age of AI, Climate, and Societal Collapse, and explains how leaders can “rewire” their thinking, embrace accountability, and transform from stuck or avoidant to innovative and future-ready. Read more at: https://www.theforward.co/ Anya Cheng is the Founder & CEO of Taelor, an AI-powered men's clothing subscription service making sustainable style effortless. A Silicon Valley entrepreneur, she has been recognized among Girls in Tech 40 Under 40 for her expertise in tech product management and marketing. Read more at: https://taelor.style/ Jeffrey Seder is the founder of EQB, Inc. (Equine Biomechanics & Exercise Physiology) Agents and Consultants and the “Moneyball” mastermind of horse racing. He's helped clients turn young, unraced horses into champions — including a Triple Crown winner. Hear about how data science + horsemanship can transform your racing game! Read more at: https://www.eqb.fyi/ Whether you're a seasoned entrepreneur, a startup, an inventor, an innovator, a small business or just starting your entrepreneurial journey, tune into Passage to Profit Show for compelling discussions, real-life examples, and expert advice on entrepreneurship, intellectual property, trademarks and more. Visit https://passagetoprofitshow.com/ for the latest updates and episodes. Chapters (00:00:00) - Fooled by Fashion: Richard Gerhardt and Elizabeth Gearhart(00:00:30) - Passive to Profit(00:01:36) - Passage to Profit: The Road to Entrepreneurship(00:03:04) - What did it take to turn your idea into a business?(00:03:51) - Caroline Stokes on Turning an Idea Into a Business(00:04:40) - Caroline Knows Why You're Rethinking Your Leadership(00:06:25) - The Challenges of Talking About Climate Change(00:08:59) - Richard's Mindset Shift(00:10:34) - Mea Culpa to Our Own Sins(00:14:05) - How to Cope With AI(00:17:52) - Commercial(00:18:53) - The Cruise Line Hotline(00:19:52) - The Case for Using AI to Lead(00:26:33) - Intellectual Property(00:33:15) - MedGuard Alert: CareWatch for Heart Disease(00:35:55) - Podcast and YouTube Creators: I Got A Patent(00:38:05) - Can AI Hold ChatGPT Responsible for Almost Killing Someone?(00:39:27) - This AI Picks Fashion for Busy Men(00:45:02) - A New Way to Pick Fashion Clothes With AI(00:46:50) - What kind of client would you serve?(00:48:00) - How to start your business in a new country(00:53:07) - Employee on the Search for Diversity(00:53:52) - Podcast Startup's Journey to Success(00:56:06) - Passage to Profit: Horse Racing(00:58:49) - Can You Predict the Next Horse?(01:04:24) - How to Pick a Horse's Fate(01:05:56) - Alex Jones on Oprah(01:06:10) - Inventing a New Product With Data(01:11:27) - Be Ready for Anything(01:12:47) - Secret for Getting Your Head Around ChatGPT 5(01:13:34) - The Secret to Being a Successful Startup Investor(01:18:40) - Stay Current(01:19:53) - Marketing and Videos(01:20:52) - Passive to Profit
1407 She's a former Meta and eBay tech exec turned fashion entrepreneur. Her company is changing the way men think about style—using AI to eliminate shopping stress and maximize confidence. Please welcome the founder of Taelor, Anya Cheng!Website: https://taelor.style Social Media: Taelor Linkedin: https://www.linkedin.com/company/69612960 Taelor IG: @taelor.style Taelor Facebook: https://www.facebook.com/Taelor.Style Taelor X (Twitter): @TaelorStyle Anya Linkedin: https://www.linkedin.com/in/anyacheng/ Anya X (Twitter): @Anyacheng Anya Facebook: https://www.facebook.com/AnyaChengSiliconValley/ Anya IG: @anyacheng_siliconvalley_______ Go to www.BusinessBros.biz to be a guest on the show or to find out more on how we can help you get more customers! #Businesspodcasts #smallbusinesspodcast #businessmarketingtips #businessgrowthtips #strategicthinking #businessmastery #successinbusiness #businesshacks #marketingstrategist #wealthcreators #businessstrategies Want to create live streams like this? Check out StreamYard: https://streamyard.com/pal/d/6164371927990272
What if your wardrobe could work as smart as your phone?In this episode, I sit down with Anya Cheng, the Founder & CEO of Taelor, a leading men's clothing subscription service powered by AI that combines personal styling with curated rentals.Anya shares how Taelor is helping men dress for success—whether it's landing a job interview, showing up confident on a date, or making a strong impression in a big presentation.Before launching Taelor, Anya led digital innovation teams at Meta, eBay, Target, and McDonald's, and was named a Girls in Tech 40 Under 40 honoree.We dive into:How AI is transforming the fashion industryWhy confidence and clothing go hand in handLessons from leading global eCommerce and tech teamsThe future of styling, rentals, and personalized fashionIf you're interested in entrepreneurship, AI, or the business of fashion, this conversation will inspire you to think differently about what you wear—and why it matters.
Chester and Jonathan are joined this week by Next Step Auburn interns Van Nguyen and Taelor Fry, two loud and proud members of the Gen Z generation. Is there a 100% chance that when they read this descrption, they'll think it's mega cringe? Yep. Do I care? Nope. Taelor and Van share their insights (so far) of the Next Step Auburn internship program and all of the slay things they've learned along the way. They'll get into how they got here, what they're doing, and where they're headed. Also, if there's a way to turn this into a strictly Love Island podcast, they'd gladly return.
Doug interviews Anya Cheng, who went from unemployed during the 2008 recession to building Taylor Style, an AI-powered men's sustainable fashion company. Anya shares how she ambushed hiring managers outside buildings, called newspaper publishers from phone booths and leveraged her reporter background to land her first job. Anya reveals her framework for persistence, explains how she identified the massive waste problem in fashion and discusses her mission to help busy men look great while solving sustainability issues. KEY TAKEAWAYS • Anya applied her journalism background to ambush hiring managers and call publishers, turning her existing expertise into a job search advantage • After months of networking, she interviewed salon owners and advertisers to create a proposal that landed her first contractor role • Working at Meta and eBay, Anya realised she wanted to look professional without owning or maintaining extensive wardrobes, this is how she identified the fashion rental market gap • Anya built partnerships around customer life moments, targeting dating sites, fitness centres and companies where people need to look their best during transitions. • By genuinely helping another founder and referring clients without expecting anything back, Anya gained access to other investors • Anya combines AI efficiency with human expertise. Her model uses artificial intelligence for initial styling, while human stylists provide final quality control and personal consultation. BEST MOMENTS "Anyone who has a goal shouldn't be worried about how they look. They should focus on their goal when they go on dates." "So many times opportunities there when you are not looking for, many times the curiosity will leave something surprisingly useful." "In half an hour. We have, we got a million dollar investment." ABOUT THE GUEST Anya Cheng is the Founder & CEO of Taelor, an AI-powered men's clothing subscription service promoting sustainable fashion. A Silicon Valley entrepreneur, she has been recognised among "Girls in Tech 40 Under 40" for her expertise in tech product management and marketing. Anya played a pivotal role in launching Facebook and Instagram Shopping at Meta, led new business expansion at eBay, and helped grow McDonald's global food delivery. She also shaped Target's mobile commerce and has led teams in AI, product management, UX, and marketing across Fortune 500 companies. taelor.style Facebook Group: https://www.facebook.com/AnyaChengSiliconValley/ Linkedin Profile: https://www.linkedin.com/in/anyacheng/ VALUABLE RESOURCES Website: http://dougbennett.co.uk/ Email: doug@dougbennett.co.uk LinkedIn: https://www.linkedin.com/in/financialdoug/ Twitter: https://twitter.com/FinancialDoug Facebook Wealth Tribe: https://join.dougbennett.co.uk/ Download Your "Ten-Step Guide To Financial Freedom" Here: https://bit.ly/Struggle-Success BOOKS: Goals Do Come True is now live and available to buy on Amazon: https://amzn.to/3phcy6Z Think Simple, Win Big is now live and available to buy on Amazon: https://www.amazon.co.uk/Think-Simple-Win-Big-Business/ Enjoy, and come back for the latest podcast each Wednesday. Thank you for listening.
Evan and Michelle start hour four by talking to friend of the show Amber Wilson about her battle with cancer, plus Taelor and Sydni Scott joins us to talk about their father's legacy. Learn more about your ad choices. Visit podcastchoices.com/adchoices
Evan and Michelle start hour four by talking to friend of the show Amber Wilson about her battle with cancer, plus Taelor and Sydni Scott joins us to talk about their father's legacy. Learn more about your ad choices. Visit podcastchoices.com/adchoices
Evan and Michelle start hour four by talking to friend of the show Amber Wilson about her battle with cancer, plus Taelor and Sydni Scott joins us to talk about their father's legacy. Learn more about your ad choices. Visit podcastchoices.com/adchoices
Evan and Michelle start hour four by talking to friend of the show Amber Wilson about her battle with cancer, plus Taelor and Sydni Scott joins us to talk about their father's legacy. Learn more about your ad choices. Visit podcastchoices.com/adchoices
Evan and Michelle start hour four by talking to friend of the show Amber Wilson about her battle with cancer, plus Taelor and Sydni Scott joins us to talk about their father's legacy. Learn more about your ad choices. Visit podcastchoices.com/adchoices
In This Episode What if your entire wardrobe came to you—curated, sized, and ready to wear—with no shopping or laundry required? In this episode of the Systems Simplified podcast, Adi Klevit interviews Anya Cheng, the visionary behind Taelor, a systematized AI-powered clothing rental service designed for busy men who want to look great without the hassle. Anya shares the origin of Taelor, inspired by her own search for clothing solutions as a tech leader who didn't have time—or interest—in shopping. She explains how most fashion companies are designed for enthusiasts, not professionals who want to look good and move on with their day. Taelor fills this gap by combining personal styling, AI, and a highly systematized backend to deliver stylish outfits on demand. The conversation also explores how Anya applies system thinking learned at Meta and eBay to streamline operations, categorize decisions logically, and create a scalable model. From partnerships with dating apps and fitness brands to sustainable corporate gifting, Taelor is redefining clothing through smart systems and strategic growth.
What happens when tech meets fashion? You get Taelor—a game-changing men's clothing subscription service that blends AI-powered styling with expert human touch. In this episode, I sit down with Anya Cheng, Taelor's Founder & CEO and a Silicon Valley standout who's led digital innovation at Meta, eBay, McDonald's, and Target. We talk about: Why personalization and sustainability are the future of fashion How AI can make getting dressed less stressful (and more stylish) Anya's career journey through Big Tech and into entrepreneurship Building a business that helps people show up with confidence The reality of being a female founder in male-dominated industries What she wishes more people knew about launching a startup Special Offers Just for Listeners:
Feeling like your diverse background is holding you back? This week's guest went from investigative journalism in Taiwan to launching an AI fashion startup—and will transform how you see your own career "detours."What You'll Learn:How to reframe past experiences as unique competitive advantagesThe confidence to make bold pivots between seemingly unrelated industriesPractical strategies for women breaking into tech leadershipAnya Cheng (Meta, eBay, McDonald's, Target) shares the counterintuitive moves that took her from reporter to founding Taelor, proving that the most interesting careers rarely follow a straight line—and yours doesn't need to either.Connect with Anya: https://www.linkedin.com/in/anyacheng/Check our Taelor: https://taelor.style/
Anya Chang - Taelor.Style On Getting the Style Right: "We tend to know about the best performing clothes and also those brands from all over the world that are high quality and really, really good be able to find a home here." Men's clothing styles can be challenging. As professional people, going around meeting other professionals, we want to look professional. But when it comes to shopping, many men aren't interested in running around and having to decide what looks good. We want the clothes to just show up at our doorstep. This is a problem that Anya Chang of Taelor.Style has solved. Utilizing AI to help men get the clothes they want that fit the style they are going for, Anya helps these men rent clothes. Much like Netflix DVD's from back in the day. This allows her clients to enjoy the clothes and keep a fresh and new wardrobe. Pretty clever, right? The beauty is the combination of clothes showing up, then they can be shipped back without washing them. Then more clothing shows up. This is an ideal way to stay fresh, trendy and noticed, while maintaining working as a busy professional looking for a minimum maintenance lifestyle. Anya discusses her past in Silicon Valley and how she developed Taelor.Style to help the busy professional man. Listen as Anya discusses her entrepreneurial journey, her wins, along with a few losses, and the learning curve that comes with delving into the garment industry. Enjoy! Visit Anya at: https://taelor.style/ Podcast Overview: 00:00 AI-Driven Men's Clothing Service 05:49 AI-Driven Personalized Styling Service 06:59 AI-Enhanced Fashion Styling Data 11:25 Airport Attire: Casual Evolution 13:57 Pushing Fashion Boundaries 18:24 Fashion Sustainability and Concierge Expansion 21:29 Startup Success in Men's Fashion Industry 24:17 "Rivalry: Northwestern vs. UChicago" 27:51 Early Struggles of a Startup Launch 31:37 Innovative, Sustainable Startup with Local Support 36:02 AI-Enhanced Fashion Styling Service 37:44 Eco-Friendly Clothing Rental Practices 43:04 Efficient Travel Clothing System 43:58 Emerging Taiwanese Textile Brands 47:11 Future Unicorn Exploring Potential Sale 50:25 Overcoming Self-Doubt and Rejection 54:28 "Appreciation for Package Logistics" Podcast Transcription: Anya Chang [00:00:00]: Typical. AI doesn't know the future. AI know the past. But then those 300 brand, they are designing the collection two years down the road. They are trendsetters for the work. We are like the executive assistant, they are concierge, they are butlers. So we really is helping them to get ready for their week. They are buying the MySpace, they are buying the time. Anya Chang [00:00:18]: They don't want to look good actually, but they want to be successful. Our customers tend to start trying something new than before. A lot of guys when they signed up, we open their closet only blue. There's nothing else, just blue. And they only have the same dress shirt, the same brand in the last 10 years. No one is going to interview us since we are so small. So I wait outside of a press room. When the reporter came out, I delivered my business card and said hey, this is our business which we haven't started. Anya Chang [00:00:44]: At the time it was just idea. I follow up a few times. She said I'm really not interested in these stories. Please stop emailing me. Apple box come in. It does not come in with the name Apple outside because what they want to achieve is they want to prevent thief. They don't want anyone steal those things. James Kademan [00:01:00]: Have found Authentic Business Adventures, the business program that brings you the struggle stories and triumphant successes of business owners across the land. Downloadable audio episodes can be found in the podcast link funded drawincustomers.com we are locally underwritten by the bank of Sun Prairie Calls on call Extraordinary Answering Service as well as the Bold Business book.
Taelor 2025 Father's Day SpecialUp to $85 OFF gift cards – From June 9 to June 15, Taelor customers can get up to $85 OFF GIFT CARDS. Just visit the following link and your discount will automatically be applied. https://reurl.cc/VYb05ATaelor also just launched their 7-items-per-month plan, so customers can enjoy even more styles and confidence with every shipment! But act between June 9th and 15th to take advantage of the gift card discount! Recently my life of skirting the law caught up to me…..twice. My attempt to thumb my nose at the Deep State was met with the power of law enforcement when I was pulled over at two different times for the transgression of an expired inspection sticker for my car. It is now the month of June and my sticker expired in May…..of 2024. So that means for you keeping score at home that the last time my car was inspected was May 2023. Both times that I was pulled over in the span of one week, I was asked the same question: why did you let your sticker expire for so long? Fair question. But to provide an honest answer I would have to dig into why I have any of the unhelpful patterns in my life. At first I just forgot to get it done. Then I got ashamed I didn't get it done. Then that shame just became a larger pattern of my life which came to define me. Then to get it fixed would be to wonder who would I be without that expired sticker? After the second time getting pulled over, I promised the officers that I would right away get it fixed. And true to my word, I did. $35 and 15 minutes later, I now have a 2026 expiration sticker. I have to say that I feel oddly relieved.I also have to say that in both cases the officers were extraordinarily nice, and included one trainee who did a fine job with approaching my car. I think the moral of the story here is that we sometimes need help from others to get over the old patterns of our lives and to create new patterns that allow us to move on in healthier and better directions.My guest today on Experience by Design also has built a business to help people create a new version of themselves. Anya Cheng is the Founder and CEO of Taelor, a leading men's clothing subscription service that provides personal styling and curated rentals for their customers. But that's not all. They help their customers through a combination of expert stylists and AI. So when we are looking for example of AI being used for good, here you go. When you look amazing in your new outfit and people ask, Where did you get that? You can say, AI. It's not surprising that AI can help in this way because any time I've seen an AI character in a movie, they've dressed well and looked cool.Beyond Taelor, Anya is a Girls in Tech 40 Under 40 honoree, having led eCommerce and digital innovation teams at Meta, eBay, Target, and McDonald's. We talk about a range of topics, such as helping customers make changes in their lives, trends in fashion across different cultures, quiet luxury versus conspicuous consumption, long-term launches versus short-term disruption. We also talk about her career in journalism, and how telling the stories of others and knowing how to stand around both served her well in her career. Experience effortless style with rental and personal styling services any time of the year with the following special for ExD listeners:Taelor Gift Cards: Get Up To $85 OFFPurchase at: https://reurl.cc/VYb05A
In this engaging conversation, Anya Cheng, founder and CEO of Taelor.style, shares her journey from a tech career to launching a fashion startup that uses AI for personal styling. She discusses the importance of sustainability in fashion, offers practical style tips for men, and explains how Taylor's subscription model works. Anya emphasizes the role of confidence in dressing well and the need for a more sustainable approach to clothing consumption. The discussion also touches on her personal experiences and the challenges of entrepreneurship, providing valuable insights for aspiring business owners.KeywordsAnya Cheng, Taelor.style, fashion, AI, entrepreneurship, sustainability, men's style, subscription service, personal styling, fast fashionCheck out https://taelor.style/ and use code Podcast25 for 25% off.
In this episode, we sit down with Anya Cheng, the unstoppable founder of Taelor.Style, an AI-driven clothing rental service for busy men who hate laundry and love looking sharp. From handing out resumes outside campus buildings to building a company that merges sustainability, tech, and style, Anya's journey is equal parts inspiring, resourceful, and, honestly, a little wild. If you've ever felt like giving up, this one will give you a tailored kick of motivation.Being a solopreneur is awesome but it's not easy. It's hard to get noticed. Most business advice is for bigger companies, and you're all alone...until now. LifeStarr's SoloSuite Intro gives you free education, community, and tools to build a thriving one-person business. So, if you are lacking direction, having a hard time generating leads, or are having trouble keeping up with everything you have to do, or even just lonely running a company of one, be sure to check out SoloSuite Intro!Access SoloSuite Intro
Michelle talks with Anya Cheng, Founder and CEO of Taelor, a leading men's clothing subscription service that provides personal styling and curated rentals, powered by expert stylists and A.I. tools. A Girls in Tech 40 Under 40 honoree, Anya previously led eCommerce and digital innovation teams at Meta, eBay, Target, and McDonald's.Anya and Michelle unpack the suitcase on the psychology of the male shopper, A.I. and humans teaming up to deliver effortless style, and how curiosity and persistence led to a 2-million-dollar investment. Anya also shares her journey as an Asian woman navigating Silicon Valley.Plus: sustainability, representation, and what it really takes to build momentum from scratch!Enjoying Social Soup? Then be sure to subscribe and share!Connect with Anya on LinkedIn: linkedin.com/in/anyacheng/ Experience effortless style with rental and personal styling services.Taelor — Get 25% OFF your first month of men's clothing subscription with code: PODCAST25Sign up at: https://taelor.style/pages/membership Armoire — Get 50% OFF your first month of women's clothing subscription with code: ArmoirexTaelorSign up at https://www.armoire.style/refer/ArmoirexTaelor Give the gift of time, convenience, and effortless style. Taelor Gift Cards — Get 10% OFF with code: PODCASTGIFTPurchase at: https://taelor.style/products/menswear-rental-gift-card Connect with Michelle on LinkedIn: linkedin.com/in/michelledattilio Learn more about sōsh! Visit our website and reach out at: getsosh.com Join us next week for more Social Soup!
SummaryIn this episode of EGGS: The Podcast, Anya Cheng, founder and CEO of Taelor Style, shares her journey from Taiwan to Silicon Valley, detailing her experiences at major companies like Meta and Target. She discusses the evolution of online shopping, the importance of personal style, and how her AI-driven subscription service, Taelor, helps busy men look their best without the hassle of shopping. Anya also delves into the logistics of running a fashion rental business, the role of AI in personal styling, and her insights on entrepreneurship and growth strategies.TakeawaysAnya Cheng has a rich background in tech, having worked with Meta and Target.She moved to Silicon Valley to pursue her dream of working in tech.Anya's entrepreneurial spirit was evident from a young age, despite not realizing it until recently.Taylor is designed for busy men who want to look good without the hassle of shopping.The service uses AI to curate outfits based on customer preferences.Sustainability is a core value of Taylor, focusing on reducing fashion waste.Anya emphasizes the importance of personal style in building confidence.The logistics of running a rental service involve partnerships with various brands.AI plays a crucial role in personalizing customers' shopping experience.Anya's journey highlights the importance of perseverance and curiosity in entrepreneurship.Chapters00:00 Introduction to Anya Cheng and Her Journey03:10 Cultural Insights: Growing Up in Taiwan06:03 Career Path: From Target to Meta09:08 The Evolution of Online Shopping12:22 The Birth of Taylor: A Solution for Busy Men15:11 How Taylor Works: Subscription and AI Integration18:11 The Importance of Personal Style and Confidence21:05 Logistics Behind Taylor: Sourcing and Operations26:16 Sourcing Unique Fashion Brands27:35 The Role of AI in Fashion28:51 Anya's Journey into Fashion Entrepreneurship31:43 The Power of Perseverance33:05 Building a Customer Base from Scratch35:29 Understanding Venture Capital41:11 Executing Rapid Growth Strategies43:41 The Expectations of VC-Backed Companies46:10 Strategic Spending of Raised Capital49:26 Discovering the Entrepreneurial SpiritCredits:Hosted by Michael Smith and Ryan RoghaarProduced by Ryan RoghaarTheme music: "Perfect Day" by OPM The Carton:https://medium.com/the-carton-by-eggsFeature with Zack Chmeis of Straight Method up now! https://medium.com/the-carton-by-eggs/zack-chmeis-35dae817ac28 The Eggs Podcast Spotify playlist:bit.ly/eggstunesThe Plugs:The Show: eggscast.com@eggshow on twitter and instagramOn iTunes: itun.es/i6dX3pCOnStitcher: bit.ly/eggs_on_stitcherAlso available on Google Play Music!Mike "DJ Ontic":Shows and info:djontic.com@djontic on twitterRyan Roghaar:rogha.ar
After more than 15 years as an executive at Meta, eBay, and Target, Anya Cheng set out to launch her own venture, Taelor. Her company uses artificial intelligence and personalized styling to rent clothing to men who dislike shopping, but need to look put-together for professional and social occasions. As she candidly shares this week, her two-year-old company has encountered a full buffet of challenges — from limited resources, both financial and human, to the steep personal transition of relying entirely on her own judgment. Drawing from her successes and missteps, Anya offers ten actionable recommendations that every new and most established businesses should heed. Be sure to have a tablet or pen available to take notes. Above all else, Anya's journey underscores the grit and adaptability required to build and maintain a new business in today's startup landscape. Monday Morning Radio is hosted by the father-son duo of Dean and Maxwell Rotbart. Photo: Anya Cheng, Taelor Posted: May 19, 2025 Monday Morning Run Time: 47:07 Episode: 13.46 POPULAR EPISODES: Founder Mike Frick and His Family-Owned Company Embody All-American Values Lessons in Branding, Scaling, Adaptability, and International Relationship-Building Gigi Meier Reinvented Herself After Three Decades in the Banking World and is Loving It
In this conversation, Anya Cheng discusses how AI is revolutionizing the fashion industry by catering to busy men who need to look good without being fashion enthusiasts. She emphasizes the importance of accessibility in fashion, the role of technology in personal styling, and how clothing choices can impact confidence and first impressions. The discussion highlights the shift towards a more inclusive approach in fashion design, making it available for everyone, regardless of their interest in fashion.TakeawaysAI is used to select clothing for busy men.Many people need to look good for various occasions.Fashion companies often cater to fashion enthusiasts.Accessibility in fashion is crucial for broader audiences.Technology is reshaping personal styling experiences.Clothing choices can significantly affect confidence.The shopping experience can be simplified with AI.First impressions are influenced by clothing choices.Fashion should be inclusive and accessible to all.The future of fashion is personalized and driven by technology.Chapters00:00Introduction to Anya Chen and TaylorStyle21:40The AI-Powered Clothing Solution24:44Understanding the Subscription Model27:46Sustainability in Fashion30:43Differentiating from Traditional Subscription Boxes33:30Fashion Advice for the Modern Man36:45Closing Thoughts and Promotions
Anya Cheng is a trailblazing tech entrepreneur and thought leader in AI, product innovation, and e-commerce. She is the **Founder and CEO of Taelor, an AI-powered platform that helps users choose and rent outfits using advanced personalization technology.With a career spanning leadership roles at some of the world's top companies, Anya was formerly a **Product Lead at Facebook**, **Head of Product at eBay**, and **Senior Director of E-Commerce Product at McDonald's**. Her deep expertise in product strategy and innovation now fuels her work as a **mentor at 500 Startups** and an **Adjunct Lecturer** in Product Management, Marketing, and Entrepreneurship at **Northwestern University.Anya's impact extends beyond the boardroom — she's a **CMO Summit Speaker**, a recipient of **Girls in Tech's 40 Under 40** award, and a community builder with over **9,000 email subscribers**, a **50,000-member Facebook group**, and **25,000+ LinkedIn followers**. She recently appeared on **Learning with Lowell**, where she shared insights on entrepreneurship, AI, and building at scale.
In this episode, Taelor discusses the long-awaited life update & hot topic in this community… repair & reconciliation after no contact with all family for yearsTaelor shares from lived experiences of the hard choice to be completely alone, and her journey that ended up shockingly in repair, healing, and breaking generational cycles (for more than just the cycle breaker!) It is because of Taelor's inner work, that she's been able to facilitate these hard conversations and hold space with objectivity and compassion for reconnection with the “good parent” side of the family. She would like to reiterate that no contact, while highly discussed in survivor and mental health spaces and can be controversial, is an individual choice for everyone. It also is (hopefully) not the end point, though in some cases, it absolutely can be and is the right choice for that person (they know best). Please see other episodes on no contact and her journey throughout the years earlier in the podcast. Taelor has a unique experience with both extended & indefinite no contact with the paternal side of the family, and intermittent no contact with the maternal side of the family… with, spoiler alert, a happy ending & shifting of cycles. Why was this all possible? Listen to the episode for some great takeaways and sprinkles of lessons throughout. — To continue the connection & conversation around all things healing, growth, & Overcoming, be sure to follow along our podcast page @OvercomingPod, https://www.instagram.com/overcomingpodAlso, feel free to check out http://bio.site/soswithdrtaelor for up-to-date to social media, collaborations, and services, including our self-paced growing course library, “The Overcoming Academy,” bringing you more depth, accessibility, and autonomy within various trauma education topics. Thank you, again, for your continued support, shares, & feedback. We're honored you choose to include us within your Overcoming & self-healing journey.***Disclaimers: All information contained within Survivors Overcoming Silence (SOSwithDrTaelor), “Overcoming: The Podcast”, and associated websites, services, and social media content, are for educational purposes, NOT medical or individual advice, nor substitute for individualized mental or physical health services. Additionally, views shared within podcast episodes or within other (social) media platforms are individual and independent of any associated communities, institutions, or collaboration. If in crisis, please immediately contact local emergency services (911) or suicide hotline (988). TW: re - trauma, abuse, mental health. You know yourself best; please interact at your own risk.
In this episode, Taelor discusses how she's faced dating, attachment, and relationship wounds after a complex relational trauma history. She also shares how her healing in & out of therapy has influenced her approach to dating and relationships. See episode 45 here for past experiences w/ relationship issues & attachment trauma impacts https://open.spotify.com/episode/4lLI1AkBxk2XZtoLW6zZOd?si=xrFsJce4R4uGcq9K8X56zQ Taelor shares from lived experience, provides some valuable insights for trauma survivors, and reflects on her next steps of healing after dating a hidden and deceptive child s3xual predator. Taelor has been on a healing hiatus, yet is stepping back behind the camera again, ready to share more insights, stories, and lived experiences of multi-dimensional healing along the way. Stay tuned!— To continue the connection & conversation around all things healing, growth, & Overcoming, be sure to follow along our podcast page @OvercomingPod https://www.instagram.com/overcomingpodAlso, feel free to check out https://bio.site/soswithdrtaelor for up-to-date to social media, collaborations, and services, including our self-paced growing course library, “The Overcoming Academy,” bringing you more depth, accessibility, and autonomy within various trauma education topics. Thank you, again, for your continued support, shares, & feedback. We're honored you choose to include us within your Overcoming & self-healing journey.***Disclaimers: All information contained within Survivors Overcoming Silence (SOSwithDrTaelor), “Overcoming: The Podcast”, and associated websites, services, and social media content, are for educational purposes, NOT medical or individual advice, nor substitute for individualized mental or physical health services. Additionally, views shared within podcast episodes or within other (social) media platforms are individual and independent of any associated communities, institutions, or collaboration. If in crisis, please immediately contact local emergency services (911) or suicide hotline (988). TW: re - trauma, abuse, mental health. You know yourself best; please interact at your own risk.
Anya Cheng, founder and CEO of Taelor, and a former Head of Product for Meta, eBay, Target, and McDonalds, shares an eye-opening story about the prejudices that still exist for women in the startup world, and some actionable tips for how to overcome them.Hear Anya's full interview in Episode 484 of The Action Catalyst. Special for Action Catalyst listeners:Taelor: Get 25% OFF your first month of men's clothing subscription.Use code: PODCAST25Sign up at: https://taelor.style/pages/membershipArmoire: Get 50% OFF your first month of women's clothing subscription.Use code: ArmoirexTaelorSign up at: https://www.armoire.style/refer/ArmoirexTaelorTaelor Gift Cards: Get 10% OFFUse code: PODCASTGIFTPurchase at: https://taelor.style/products/menswear-rental-gift-card
【從Meta高管到矽谷創業家，她如何打造AI新創品牌？】 一位曾是新聞記者的台灣女生，跨越媒體、科技與創業三大領域。從政大到矽谷，從Meta到創辦AI新創Taelor，走出一條屬於自己的創夢之路！本週三晚間9點，《精油女王香談室》直播特別單元邀請到—矽谷阿雅｜鄭雅慈，現任美國AI新創 Taelor 執行長、前 Meta 全球電商資深產品經理，來聊聊她如何一步步為夢想舖路。
With an impressive background at Meta, eBay, McDonald's, and Target, Anya shares her transition from corporate to startup life, the emotional rollercoaster of entrepreneurship, and her mission to reinvent fashion for men who want to look great without the hassle.From her Taiwanese roots and experience in Silicon Valley to building one of the most innovative fashion-tech brands for men, Anya discusses product iteration, AI styling, brand partnerships, sustainability, and the vision to make Taelor a global platform for modern professionals.
Anya Cheng, founder and CEO of Taelor, and a former Head of Product for Meta, eBay, Target, and McDonalds, shares the absolutely insanely tenacious path of networking to her first job, getting to Silicon Valley by accepting a job in Minnesota, an eye-opening story about the prejudices that still exist in the startup world, how to turn office busywork into project management, how to amplify yourself by amplifying others, the value in finding out that your business may actually have a different clientele than you imagined (and why that's OK), and the TRUE way to eat oatmeal in Japan. Special for Action Catalyst listeners:Taelor: Get 25% OFF your first month of men's clothing subscription.Use code: PODCAST25Sign up at: https://taelor.style/pages/membershipArmoire: Get 50% OFF your first month of women's clothing subscription.Use code: ArmoirexTaelorSign up at: https://www.armoire.style/refer/ArmoirexTaelorTaelor Gift Cards: Get 10% OFFUse code: PODCASTGIFTPurchase at: https://taelor.style/products/menswear-rental-gift-card
Anya Cheng is an accomplished and award-winning Product Head with extensive experience in leading product initiatives for top technology, eCommerce, food-delivery, and retail organizations. As the Founder and CEO of Taelor, Anya specializes in creating product vision, strategy, and roadmaps while building and managing high-performing teams. Her expertise spans product management, design, development, go-to-market strategies, and monetization processes. As a product management and marketing guru, helped build Meta (Facebook/Instagram) Shopping and worked on eBay's emerging business and AI, Target's (the 2nd largest retailer in the U.S.) mobile/table eCommerce app, and McDonald's global food delivery business. Anya is adept at managing stakeholders and responding to industry trends in fast-paced, dynamic, and ambiguous environments. Her achievements have earned her over 20 awards, including the Girls in Tech "40 Under 40" and the Webby Award for Best App of the Year. A TEDx Talk speaker, she also teaches at Northwestern University and brings a strong background in website and app product management, growth/product marketing, and analytics. During the show we discussed: Inspiration behind starting Taelor and the growth journey. Challenges faced while scaling and how they were overcome. Technology driving business growth and efficiency. The role of data in decision-making. Expanding into new markets. Using AI to improve customer experience. Key tech trends businesses should adopt. AI's impact on streamlining operations. AI's potential beyond eCommerce. Lessons from working with global brands. How Taelor stands out in fashion rental through technology. Leading successful teams in fast-changing environments. Advice for aspiring tech and business leaders. Resources: https://taelor.style/
In this episode, Troy Trewin interviews Anya Cheng, founder of Taylor.Style, an AI-powered men's fashion startup. Anya shares how she scaled the business from 2 founders to over 20 team members, achieving 10x growth and generating millions in revenue. She discusses how AI-driven clothing subscriptions provide a hassle-free shopping experience while promoting sustainability. With insights from her leadership roles at Meta, eBay, and McDonald's, Anya offers valuable lessons on innovation and scaling a fast-growing startup. Don't miss this inspiring conversation on building a tech-driven, customer-focused business. Anya Cheng, CEO of Taylor.Style, is a Silicon Valley entrepreneur recognized in "Girls in Tech 40 Under 40" for her expertise in AI, product management, and marketing. She played a key role in launching Facebook and Instagram Shopping, led new business at eBay, and advanced McDonald's global delivery. A best-selling author, TED speaker, and professor, she teaches at Northwestern University and 500 Global. Taelor has won top awards, including Draper University's Startup Competition and a "Startup to Watch" title. Mention code “PODCAST” for 25% off your first order! Why would you wait any longer to start living the lifestyle you signed up for? Balance your health, wealth, relationships and business growth. And focus your time and energy and make the most of this year. Let's get into it by clicking here. Troy delves into our guest's startup journey, their perception of success, industry reconsideration, and the pivotal stress point during business expansion. They discuss the joys of small business growth, vital entrepreneurial habits, and strategies for team building, encompassing wins, blunders, and invaluable advice. And a snapshot of the final five Grow A Small Business Questions: What do you think is the hardest thing in growing a small business? Anya Cheng believes the hardest part of growing a small business is balancing priorities amidst an overwhelming workload. As a startup founder, everything feels important, making it challenging to focus. She emphasizes the value of seeking guidance from investors and external perspectives to step back, reassess, and make strategic decisions effectively. What's your favourite business book that has helped you the most? Anya Cheng's favorite business book is "Get to Aha!" by Andy Cunningham. She appreciates how the book emphasizes the importance of clear positioning, using examples like Disney's "Happiest Place on Earth" and Amazon's "Most Customer-Centric Company." It has guided her in maintaining focus and defining her company's unique value proposition. Are there any great podcasts or online learning resources you'd recommend to help grow a small business? Anya Cheng recommends leveraging founder meetups and networking events, such as those hosted by Startup Grind and Open Future Forums in the Bay Area. She finds these opportunities invaluable for gaining insights, sharing experiences, and learning directly from other entrepreneurs in the small business and startup ecosystem. What tool or resource would you recommend to grow a small business? Anya Cheng emphasizes the importance of leveraging tools that enhance emotional well-being for small business growth. She recommends the "How We Feel" app, which helps track and manage emotions, fostering mental clarity and resilience. According to Anya, a healthy and focused mindset is vital for effective leadership and team success. What advice would you give yourself on day one of starting out in business? On day one, Anya Cheng would advise herself to prioritize building relationships and engaging with the community early. She emphasizes that success in business requires strong connections and collaboration, not just focusing on executing tasks. By networking and integrating into the business ecosystem sooner, she believes she could have accelerated growth and created more opportunities for her startup. Book a 20-minute Growth Chat with Troy Trewin to see if you qualify for our upcoming course. Don't miss out on this opportunity to take your small business to new heights! Enjoyed the podcast? Please leave a review on iTunes or your preferred platform. Your feedback helps more small business owners discover our podcast and embark on their business growth journey. Quotable quotes from our special Grow A Small Business podcast guest: Success is not about doing everything; it's about focusing on what truly matters – Anya Cheng The key to scaling a business is leveraging technology to enhance efficiency and customer experience – Anya Cheng True impact comes when you step out of your bubble and see the world through others' eyes – Anya Cheng
“Believe in yourself” on the Daily Grind ☕️, your weekly goal-driven podcast. This episode features Kelly Johnson @kellyfastruns and special guest Anya Cheng. Anya is founder and CEO of Taelor @taelor.style, an AI platform that uses AI to help people choose outfits, and rent them, a mentor at ‘500 Startups,' and Adjunct Lecturer of Product Management, Marketing, Entrepreneurship at Northwestern University. S6 Episode 49: 03/18/2025 Featuring Kelly Johnson with Special Guest Anya Cheng Audio Credit Intro and Outro: Daniel Chayra Follow Our Podcast: Instagram: @dailygrindpod https://www.instagram.com/dailygrindpod/ X: @dailygrindpod https://www.twitter.com/dailygrindpod Podcast Website: https://direct.me/dailygrindpod Follow Our Special Guest: Linkedin: https://www.linkedin.com/in/anyacheng/ Instagram: @taelor.style https://www.instagram.com/taelor.style/ Facebook: https://www.facebook.com/AnyaChengSiliconValleyWebsite: https://taelor.style/
SummaryIn this episode of Startup Junkies, hosts Caleb Talley and Harrison Kitson connect with Anya Cheng, the founder of Taelor, a men's clothing service that uses AI technology. The discussion starts with Anya detailing her journey from working in big tech companies like Meta and eBay to founding Taelor, inspired by her own wardrobe challenges while being a leader in those organizations. Taelor simplifies fashion for men who dislike shopping, using AI to select outfits based on users' preferences and needs and offering rental services.Throughout the episode, Anya illustrates Taelor's success, noting its impressive growth and partnerships with renowned companies and influencers. The company integrates global brands and works even with emerging designers, offering high-quality clothing. Taelor collaborates with women's rental services and dating sites to reach more consumers. Anya highlights how Taelor aids sustainability by reducing waste from unsold inventory through a circular fashion model.The conversation discusses the importance of customer feedback and AI in evolving the business, as well as the secret to startup success—believe in yourself and trust your knowledge of the problem you aim to solve. Moreover, Anya emphasizes the value of curiosity and open-minded networking for entrepreneurial growth. The episode concludes with details on how listeners can explore Taelor, offering discounts for a firsthand experience of their service. Overall, the episode provides a deep dive into the challenges and triumphs of combining fashion with cutting-edge technology in a startup venture!Show Notes(00:00) Introduction(04:28) Post-Holiday Wardrobe Updates(09:14) Online Personalized Style Consultations(10:54) Everyday and Occasion Fashion Styling(14:21) A One-Stop Shop for Men's Needs(19:00) Global Partnerships with Quality Brands(22:13) Startup Resilience and Self-Belief(23:16) Interactive Development and Feedback Importance(27:01) Embracing Curiosity and Not Just Strategy(27:45) Closing ThoughtsLinksCaleb TalleyHarrison KitsonStartup JunkieStartup Junkie YouTubeAnya ChengTaelor
Summary In this episode of Startup Junkies, hosts Caleb Talley and Harrison Kitson connect with Anya Cheng, the founder of Taelor, a men's clothing service that uses AI technology. The discussion starts with Anya detailing her journey from working in big tech companies like Meta and eBay to founding Taelor, inspired by her own wardrobe challenges while being a leader in those organizations. Taelor simplifies fashion for men who dislike shopping, using AI to select outfits based on users' preferences and needs and offering rental services. Throughout the episode, Anya illustrates Taelor's success, noting its impressive growth and partnerships with renowned companies and influencers. The company integrates global brands and works even with emerging designers, offering high-quality clothing. Taelor collaborates with women's rental services and dating sites to reach more consumers. Anya highlights how Taelor aids sustainability by reducing waste from unsold inventory through a circular fashion model. The conversation discusses the importance of customer feedback and AI in evolving the business, as well as the secret to startup success—believe in yourself and trust your knowledge of the problem you aim to solve. Moreover, Anya emphasizes the value of curiosity and open-minded networking for entrepreneurial growth. The episode concludes with details on how listeners can explore Taelor, offering discounts for a firsthand experience of their service. Overall, the episode provides a deep dive into the challenges and triumphs of combining fashion with cutting-edge technology in a startup venture! Show Notes (00:00) Introduction (04:28) Post-Holiday Wardrobe Updates (09:14) Online Personalized Style Consultations (10:54) Everyday and Occasion Fashion Styling (14:21) A One-Stop Shop for Men's Needs (19:00) Global Partnerships with Quality Brands (22:13) Startup Resilience and Self-Belief (23:16) Interactive Development and Feedback Importance (27:01) Embracing Curiosity and Not Just Strategy (27:45) Closing Thoughts Links Caleb Talley Harrison Kitson Startup Junkie Startup Junkie YouTube Anya Cheng Taelor
#268 Busy professionals want to look sharp but hate shopping — so what if AI could handle it for you? In this episode hosted by Kirsten Tyrrel, Anya Cheng, founder of Taelor, shares how she built an AI-powered styling service that eliminates decision fatigue for men who want to dress well without the hassle. Anya dives into her transition from corporate leadership at Meta, eBay, and Target to launching a startup, the unexpected ways she leveraged partnerships to grow, and how a service-based mindset helped her secure funding. She also gets real about the highs and lows of entrepreneurship, proving that success isn't just about innovation — it's about persistence. Plus, don't miss a special listener discount to try Taelor for yourself! What we discuss with Anya: + The inspiration behind Taelor – AI-powered styling for men + From corporate to startup – Anya's journey from Meta, eBay, and Target + AI in fashion – Reducing decision fatigue with smart styling + Startup challenges – Bootstrapping, funding, and unexpected hurdles + Strategic partnerships – Growth through dating apps, schools, and brands + Fashion sustainability – Reducing waste and extending clothing life + Knowing your customer – Solving real problems with a niche focus + Funding and investors – How Anya secured a $1M investment + Lessons in resilience – The reality of startup life Thank you, Anya! Check out Taelor at Taelor.style. Use coupon code PODCAST25 to get 25% off your first month or PODCASTGIFT to get 10% off a gift card. Watch the video podcast of this episode! And follow us on: Instagram Facebook Tik Tok Youtube Twitter To get exclusive offers mentioned in this episode and to support the show, visit millionaireuniversity.com/sponsors. Want to hear from more incredible entrepreneurs? Check out all of our interviews here! Learn more about your ad choices. Visit megaphone.fm/adchoices
Breaking Barriers in Tech & Entrepreneurship! Meet Anya Cheng, the powerhouse entrepreneur and tech innovator behind Taelor, an AI-driven menswear rental platform revolutionizing fashion and sustainability. From building Facebook and Instagram Shopping at Meta to leading global eCommerce at eBay and McDonald's, Anya's expertise spans product innovation, AI, and business growth. As a TEDx speaker, best-selling author, and Northwestern University lecturer, she's on a mission to empower future leaders in tech and business. Tune in to the Neuro Performance Podcast as we dive deep into Anya's journey, the future of AI in business, and the mindset behind her success. Want to unlock your own infinite income potential? Join me in the Infinite Income Live Series, where I reveal elite strategies for building influence, impact, and wealth. Join the Infinite Income Live Series: https://events.zoom.us/eo/AtFbdjgAdnfc27BTxhWlllPLc-FsB_8iC7vQuwAVfBJJ8-0b05ak~AggLXsr32QYFjq8BlYLZ5I06Dg Taelor — Men's wardrobe rental with expert styling. 30% off first month with code: Neuro30. using link: https://taelor.style/pages/membership?utm_source=podcast&utm_medium=podman&utm_campaign=neuro Give the gift of time and confidence! Taelor Gift Card: https://taelor.style/products/menswear-rental-gift-card?utm_source=podcast&utm_medium=podman&utm_campaign=neuro 10% off gift card with code: NeuroGift10 YouTube Channel: https://www.youtube.com/@AndyMurphyperformance Podcast Website: https://neuroperformancepodcast.com 8 Figure Thinker Private Members Club: https://8figurethinker.com/ Who Has Worked with Andy Murphy: https://andymurphy.online/clients Concierge Team WhatsApp Group: https://chat.whatsapp.com/CZK5DMetn34Ba4tfAN39gC LinkedIn: https://www.linkedin.com/in/andymurphyperformance Instagram: https://www.instagram.com/andymurphyperformance Keynotes: https://andymurphy.online/media ABOUT PODCAST 3+ MILLION DOWNLOADS FAVORITE GUESTS: 3 Million + downloads: Mathew Knowles (Beyonce's dad), UFC Bruce Buffer, Dennis Mckenna, Tony Jeffries, Matt Gallant, Nick Onken, Sanjiv Chopra (Deepaks brother) Jordan Harbinger, Nathan Latka, Michael O'Neil, Shanda Sumpter, Ari Meisel, Dennis Mckenna, Jill Stanton, Bio Optimizers, Yuri Elkaim, Jayson Gaignard, Tony Jeffries, Shawn Wells, Theresa Depasquale, Ilan & Guy Ferdman, Hither Mann, Peter Sage, Jayson Gaignard, Jeff Woods, Matt Gallant, Nick Onken, Scott Oldford and many more. ABOUT ANDY MURPHY Andy Murphy is a world-leading neuro-performance expert, who for 22 years has developed his cutting-edge protocols by working with the best in sports, health, online, finance, and royalty, to now focusing his passion on the next generation to assist them in being at their peak performance during the great wealth transfer so that they can create an incredible future for us all. https://andymurphy.online/clients
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