Guy Kawasaki: Win Every Pitch Using These Timeless Sales Principles | Sales | YAPClassic

Young and Profiting with Hala Taha

YAP Media Network | Hala Taha

Entrepreneurship, Business, Marketing

4.8 • 1.5K Ratings

🗓️ 2 January 2026

⏱️ 63 minutes

🔗️ Recording | iTunes | RSS

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Summary

Guy Kawasaki learned sales the hard way in the jewelry business, where every deal felt like hand-to-hand combat. With no technical background, he later joined Apple and turned those street-level selling skills into world-class software evangelism. He went on to become Chief Evangelist at Canva, shaping how the world thinks about selling ideas. In this episode, Guy breaks down why selling is the most critical skill for entrepreneurs, the sales strategies that helped him win pitches, and how to identify products or ideas that sell. In this episode, Hala and Guy will discuss: (00:00) Introduction (01:29) From Sales Rookie to Apple Evangelist (07:35) How to Get Your Big Break (11:49) Leadership Lessons From Apple and Beyond (17:51) The Art of Knowing When to Quit (24:53) How Big Career Risks Shape Success (33:22) Mastering the Sales and Pitch Strategy (42:07) Evangelism Strategy: Pitch Everyone, Always (47:43) Building Likability, Trust, and Competence Guy Kawasaki is a bestselling author, keynote speaker, and the Chief Evangelist of Canva. He previously served as the Chief Evangelist at Apple, where he popularized the concept of secular evangelism and helped make the Macintosh a household name. Guy is also the creator and host of the Remarkable People podcast, featuring world-class entrepreneurs and innovators. Sponsored By: Indeed - Get a $75 sponsored job credit to boost your job's visibility at Indeed.com/PROFITING Shopify - Start your $1/month trial at Shopify.com/profiting. Spectrum Business - Visit Spectrum.com/FreeForLife to learn how you can get Business Internet Free Forever. Northwest Registered Agent - Build your brand and get your complete business identity in just 10 clicks and 10 minutes at northwestregisteredagent.com/paidyap Framer - Publish beautiful and production-ready websites. Go to Framer.com/profiting and get 30% off their Framer Pro annual plan. Intuit QuickBooks - Start the new year strong and take control of your cash flow at QuickBooks.com/money Quo - Run your business communications the smart way. Try Quo for free, plus get 20% off your first 6 months when you go to quo.com/profiting Working Genius - Take the Working Genius assessment and discover your natural gifts and thrive at work. Go to workinggenius.com and get 20% off with code PROFITING Resources Mentioned: Guy’s Website: remarkablepeople.com Guy’s Book, Wise Guy: bit.ly/-WiseGuy Guy’s Book, Enchantment: bit.ly/-Enchantment Guy’s Podcast, Remarkable People: bit.ly/RP-apple Active Deals - youngandprofiting.com/deals Key YAP Links Reviews - ratethispodcast.com/yap YouTube - youtube.com/c/YoungandProfiting Newsletter - youngandprofiting.co/newsletter LinkedIn - linkedin.com/in/htaha/ Instagram - instagram.com/yapwithhala/ Social + Podcast Services: yapmedia.com Transcripts - youngandprofiting.com/episodes-new Entrepreneurship, Entrepreneurship Podcast, Business, Business Podcast, Self Improvement, Self-Improvement, Personal Development, Starting a Business, Strategy, Investing, Sales, Selling, Psychology, Productivity, Entrepreneurs, AI, Artificial Intelligence, Technology, Marketing, Negotiation, Money, Finance, Side Hustle, Startup, Mental Health, Career, Leadership, Mindset, Health, Growth Mindset, Online Selling, Economics, E-commerce, Ecommerce, Prospecting, Persuasion, Inbound, Value Selling, Account Management, Scale, Scaling, Sales Podcast Learn more about your ad choices. Visit megaphone.fm/adchoices

Transcript

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0:00.0	Hello, young and profitors. We're kicking off the first Yap classic of the new year,
0:15.8	so welcome to 2026. And there's no better way to start off a year of growth, opportunity, and leveling up than
0:22.6	by exploring the fundamentals of what truly drives a remarkable career. We're rewinding to my
0:28.2	conversation with Guy Kawasaki, legendary marketer, former chief evangelist at Apple, and current
0:33.9	chief evangelist at Canva. Guy's career is full of bold pivots, unexpected opportunities,
0:39.7	and practical lessons drawn from decades in Silicon Valley. In this interview, he breaks down
0:44.5	what true evangelism means, why sales is the most important skill in business, and how to pitch
0:50.0	and demo like a pro. Guy also shares candid stories about working with Steve Jobs, the role
0:55.8	luck played in his biggest breaks, and how stacking skills from every job can transform your
1:00.4	future. By the end of this conversation, you'll have a clearer picture of how exceptional
1:05.1	careers are truly built. So let's dive right into my chat with Guy Kawasaki.
1:12.8	Hey, Guy, welcome to Young and Profiting Podcast.
1:16.2	Thank you for having me.
1:17.6	It is such an honor to have you on the show.
1:19.9	It seems like I hear your name all the time.
1:22.4	You are also rocking the podcasting space.
1:25.1	You're a host of the Remarkable People podcast. You're also a very in-demand
1:29.8	keynote speaker, the author of 15 books. And as for your day job, you are currently the chief
1:34.3	evangelist of Canva, which I love that software. And previously, you're also the chief evangelist
1:40.7	at Apple, and you're well known for helping Apple become a household name.
1:44.9	In fact, you are known to have popularized secular evangelism during your time at Apple.
1:49.1	And so I feel like Apple is a great place to start this conversation when it comes to your
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