Guy Kawasaki: Win Every Pitch Using These Timeless Sales Principles | Sales | YAPClassic
58 min
•Jan 2, 20265 months agoSummary
Guy Kawasaki, legendary marketer and former Apple evangelist, shares timeless sales and career principles with host Hala Taha. The episode covers the fundamentals of evangelism, why sales is the most critical business skill, pitching strategies, decision-making, and how to build a remarkable career through preparation, skill-stacking, and embracing luck.
Insights
- Sales and making are the only two essential functions in business; everything else is secondary. Entrepreneurs must master selling regardless of their primary role.
- Preparation is non-negotiable for pitching success. Steve Jobs prepared for weeks for keynotes, so founders without his genius need months of preparation and practice.
- Getting your foot in the door matters less than what you do once inside. Pedigree and connections fade immediately; only demonstrated value and productivity sustain careers.
- Luck is a critical success factor, but it requires showing up consistently and positioning yourself in the right place at the right time through deliberate action.
- Empathy—truly understanding customer experiences by living them—is a more powerful market research tool than traditional data collection methods.
Trends
Conscious business and purpose-driven alignment becoming mainstream expectation for entrepreneurs and brandsShift from single long-term employment to portfolio careers with 10-15+ jobs across a lifetimePreparation and deliberate practice increasingly recognized as differentiator in competitive pitching and sales environmentsLinkedIn becoming essential due diligence tool for entrepreneurs before pitching or networkingPodcasting emerging as preferred medium for thought leadership and building personal brand equityDemocratization of professional tools (design, publishing, commerce) lowering barriers to entry for entrepreneursEmphasis on hiring people better than yourself as mark of confident, effective leadershipDefault-to-yes mentality creating unexpected opportunities and serendipitous connections in business
Topics
Sales Skills Development and TrainingPitching and Demo Best PracticesEvangelism and Product MarketingCareer Pivots and Job TransitionsHiring and Team Building StrategyPreparation and Practice for SuccessLuck and Serendipity in EntrepreneurshipDecision-Making Under UncertaintySkill Stacking and Career DevelopmentEmpathy and Customer UnderstandingPersonal Branding and Thought LeadershipQuitting and When to Leave OpportunitiesEnchantment and Likability in BusinessPurpose-Driven Business ModelsPodcast Interviewing Techniques
Companies
Apple
Kawasaki's formative role as software evangelist helping develop Macintosh platform and working directly with Steve Jobs
Canva
Current employer where Kawasaki serves as chief evangelist; democratized design software mentioned as major success
IBM
Referenced as competitive threat that Macintosh developers could reduce dependence on through platform diversity
Tiffany
High-end jewelry retailer customer during Kawasaki's early sales experience at jewelry manufacturer
Salesforce
Example of company where early employees left prematurely, missing long-term wealth creation opportunity
Yahoo
Kawasaki was offered CEO position but declined, representing major decision with significant financial implications
Goldman Sachs
Referenced as prestigious employer in discussion of pedigree versus demonstrated value in entrepreneurship
McKinsey
Consulting firm mentioned as example of prestigious background that doesn't guarantee entrepreneurial success
Photoshop
Professional tool that Canva's democratization of design aims to replace for non-expert users
Pupari
Entrepreneur company featured on Kawasaki's Remarkable People podcast as example of diverse business stories
People
Steve Jobs
Kawasaki's former boss at Apple; key influence on his understanding of innovation, hiring, and demanding excellence
Steve Wozniak
Apple co-founder featured on Kawasaki's Remarkable People podcast as example of remarkable entrepreneur
Angela Duckworth
Author of Grit; featured on Kawasaki's podcast; story illustrates value of saying yes to unexpected opportunities
Marshall Goldsmith
Executive coach and client of Hala Taha; declined podcast opportunity after experiencing Kawasaki's interview quality
Jeff Bezos
Amazon founder discussed in context of luck versus intelligence in entrepreneurial success
Mark Zuckerberg
Facebook founder referenced in discussion of luck's role in major entrepreneurial successes
Elon Musk
Tesla/SpaceX founder mentioned as example of both smart and lucky entrepreneur; potential pitch target
Jane Goodall
Primatologist featured on Kawasaki's Remarkable People podcast as example of remarkable individual
Neil deGrasse Tyson
Astrophysicist featured on Kawasaki's Remarkable People podcast
Arianna Huffington
Media entrepreneur featured on Kawasaki's Remarkable People podcast
Kristi Yamaguchi
Olympic figure skater featured on Kawasaki's Remarkable People podcast
Suzy Batiz
Entrepreneur featured on Kawasaki's podcast; founder of Poo-Pourri mentioned as example of diverse business
Jordan Harbinger
Podcast host and Hala Taha's mentor; interviewed Kawasaki about luck in entrepreneurship
Colin O'Brady
Endurance athlete interviewed by Hala Taha; shared framework about life scale and comfort zone avoidance
Jason Waller
Billionaire who became Hala Taha's first major client based on PowerPoint pitch without formal business setup
Quotes
"The key to sales and evangelism is that you're selling and evangelize something good because it's easy to evangelize and sell something good. It's hard to evangelize and sell shit."
Guy Kawasaki
"It does not matter how you get in. It's what you do once you get in because the day after I started at Apple, nobody gave a shit that I worked for this guy or that I went to college with this guy."
Guy Kawasaki
"If you look around the room and everybody in the room does their job better than you could ever, and you're the CEO, you might think, oh my God, I'm supposed to be the big dog and I'm not. Well, I think the ultimate confirmation of you being the big dog is you're big enough to hire people who are better than you."
Guy Kawasaki
"Steve Jobs needed weeks. You probably need months. And I have to say having a good pitch skills being able to demo your product. This is so key."
Guy Kawasaki
"You have to go start the apple. You have to go fail a few times. And that's just the way it works. If it was easy to be an entrepreneur, believe me, more people would be one."
Guy Kawasaki
Full Transcript
Yeah, fam. I have really exciting news after almost eight years of running this podcast. I finally was nominated for an I heart podcast award, which is like the Grammys of podcasting. I'm heading up against the diary of the CEO acquired earn your leisure and all these amazing shows for the best business and finance podcast. If you love young and profiting and you love the show and you want me to win, the best way to help me is to write me a five star review on Apple podcast and also to subscribe to my YouTube channel and engage on our videos. I also was nominated for an indie pack award. It's the first ever independent podcast and creator awards. That's also happening in a couple weeks and I was nominated for the best business and entrepreneurship podcast. I'm competing against ice coffee hour and a number of awesome shows. And again, if you want to help me win these awards, please write me a five star review on Apple podcast and follow our YouTube channel and engage on our videos. I appreciate any support. If you guys have been to my free webinars, if you learn from the podcast and you guys know that I never ask you for anything. This is the one time I'm asking you guys to support the show by writing us a review or engaging on our YouTube channel. I hope to take home these wins and thanks again for supporting the show. Hello young and profitors. We're kicking off the first app classic of the new year. So welcome to 2026. And there's no better way to start off a year of growth, opportunity and leveling up than by exploring the fundamentals of what truly drives a remarkable career. We're rewinding to my conversation with Guy Kawazaki, legendary marketer, former chief evangelist at Apple and current chief evangelist at Canva. Guy's career is full of bold pivots, unexpected opportunities and practical lessons drawn from decades in Silicon Valley. In this interview, he breaks down what true evangelism means, why sales is the most important skill in business and how to pitch and demo like a pro. He also shares candid stories about working with Steve Jobs, the role, luck played in his biggest breaks and how stacking skills from every job can transform your future by the end of this conversation. You'll have a clear picture of how exceptional careers are truly built. So let's dive right into my chat with Guy Kawazaki. Hey guy, welcome to young and profiting podcast. Thank you for having me. It is such an honor to have you on the show. It seems like I hear your name all the time. You are also rocking the podcasting space. You're a host of the remarkable people podcast. You're also a very in demand keynote speaker, the author of 15 bucks and as for your day job, you are currently the chief evangelist of Canva, which I love that software. And previously, you're also the chief evangelist at Apple and you're well known for helping Apple become a household name. In fact, you are known to have popularized secular evangelism during your time at Apple. And so I feel like Apple is a great place to start this conversation when it comes to your journey far away. Yeah, it was a long time ago, but it's super relevant. Still, and I think lots of great lessons. And from my understanding, you had no technical background before you worked at Apple. You had a degree in psychology. You were a law school dropout and your former college roommate actually got you the job. And this was pre Apple that we know today. So 1983, the year before Mac and Josh came out and changed the world. And you were getting your MBA. You worked at a jewelry factory and you said what you learned at the jewelry factory actually translated to your new job at Apple. So I thought that was really interesting. I always talk about skill stacking. So take us back to your 20 year old Kawasaki days right before you landed your job at Apple. What were you like? How did you get your foot in the door? And how did your experience in sales translate to job at Apple? So I worked for jewelry manufacturer in downtown Los Angeles. And this manufacturer sold two retailers, Tiffany, Tivel, Bailey banks in Biddle, those kinds of high end jewelry store. And the jewelry businesses hand-to-hand combat manufacturer and retailer in terms of selling. So it's not at all like today's idea of selling where you know, let's test the blue line versus the red line to see if it increases click through or let's see if this background influences click through nothing like that. This was open up a suitcase of samples and pray for an order. That's what it was like. And from that experience, I truly learned how to sell and that selling skill because it was necessary either sold or you died. So that translated into evangelism and has helped me the rest of my career. Now you have many entrepreneurs listening to this and let me just cut to the chase here as an entrepreneur. There are only two important functions making it and selling it. And so if you're the engineer, you've got to make it. And if you're the salesperson marketing person evangelist, social media person, it's all about selling. And so the greatest example ever of this is was and jobs. So jobs couldn't design the motherboard and couldn't design the computer and was couldn't sell. So it worked out perfectly was could design and jobs could sell. And that's the genesis of Apple. So if you're not you're not you're not listening to this. You just need to understand that you fundamentally need two people want to sell and want to make and the rest is the rest is extra. I love that. I always say that sales skills is such an important job. And for me, I remember I worked like 10 or 12 different jobs in retail working at every store in the mall. And back then I was making minimum wage, but that's translated into millions 10 years later as I'm using the same skills as an entrepreneur, because my main job to your point is selling whether I'm planting sponsorships or selling social media to my clients. You've got to sell as an entrepreneur. So I'd love to hear about what were some of the key lessons you learned in terms of building trust and making sales at your time either at Apple or the jewelry factory like what are your biggest like sales tips. Well, one of the things that I learned at Apple and in the jewelry business is that fundamentally well, I call it guys golden touch. So guys golden touch is not whatever I touch turns to gold. I wish that was true. A guy's golden touches whatever's gold guy touches. And by that, I mean, the key to sales and evangelism is that you're selling and evangelize something good because it's easy to evangelize and sell something good. It's hard to evangelize and sell shit. So guess what? Don't affiliate with shit. Now, that is a does but you'd be amazed at how many people don't understand that. So that's I would say 80% of sales have a great product. Yeah. And so when you go on Apple, what was your actual job title? My actual job title was software evangelist. So my job was to convince companies to write software for Macintosh. And now you have to understand that evangelism comes from a Greek word meaning bringing the good news. So I was in the position of bringing the good news to developers that Macintosh was a new platform, new kind of reach to different kind of customer. It prevented you from having over dependence on IBM software, IBM market. And finally for the engineer, it offered the kind of richness and development environment that you could write the kind of software that you always wanted to write. And so this was good news for a company. It was new customers in new markets with cool potential for graphics. That was the good news of Macintosh in the developer sense in the consumer sense. The good news of Apple was democratizing personal computing that people who could not have used the computer because of the user interface challenges before could now use a Macintosh. And today I'm chief evangelist of Canva and it's the same thing. Canva has democratized design. So now you don't have to be an expert in Photoshop or have a graphic designer in your company or in your group or be a graphic designer. Now you can create your own beautiful graphics. Yeah, so I read your book called Wise Guy and you had a lot of lessons in there that I really liked and one of them was just getting a door, right? And you rose up the ranks in Apple. I think you ended up directly working with Steve Jobs and obviously you didn't start out that way. And so I'd love to hear your advice because I have so many young professionals trying to get their big breaks. They're looking for their dream job and they don't realize that it starts with maybe the internship and you work your ass off until you get your dream job. I think very few people initially get their dream job. Frankly, I'd make the case that when you're fresh out of college or you know in that bracket, you don't want what your dream job is. You don't have enough data to judge. So particularly for this generation, your generation over the course of your career, you'll probably have 10 or 15 jobs. So you know, you shouldn't exactly sweat that you don't like the first two or three because there's 12 more to come. And it's different in my age bracket and older, you know, if you went to work for IBM in the 70s or the 80s, you expected to retire or die at IBM or HP. And that's just not true for your generation. So I am proof of well, for one thing, there's okay several pieces of wisdom. So piece of wisdom number one is it does not matter how you get in. So I got in because of nepotism. I got in because of my college roommate. Other than that, I had very few qualifications, arguably, I may not have any qualifications. So I got in because of nepotism. But now the important thing to know about nepotism or however you got in is that it's not how you get in. It's what you do once you get in because the day after I started at Apple, nobody gave a shit that I worked for this guy or that I went to college with this guy. At that point, it was you either are productive and useful and valuable or you're not. It doesn't matter. And now that can work both ways, right? So if you have no background like me and you get in and you prove you're valuable, nobody cares that you didn't have a background. The flip side is also true. So you could have the most amazing pedigree Harvard MBA Yale undergraduate summer internship at Goldman Sachs. You work for McKinsey for a year. So you got this perfect, perfect background. But then you started a company and you are useless. Well, guess what? Nobody cares that you work for McKinsey or Goldman Sachs or you went to Harvard or Yale. You are just useless. And so that's a very important lesson. It doesn't matter how you got in. It matters what you do once you got in. I love that advice. And while we're on advice for like the younger bracket of my audience, I heard you once say and I wasn't planning on bringing this up. But I feel like it's very relevant. You're saying that people should stay in college as long as they can. You said it was pretty funny. You were like, try to stay five years, not four years if you can't. I'd love for you to touch on that a little. So of course this does not apply to my children. But I think that college is one of the last times in your life where you are truly free. Your biggest problem is your chemistry midterm or your English paper that's due. And so this is the last time that those things are seeming big challenges and crises. For the rest of your life, you're going to be worried about making money, paying off student loans, finding a lifelong partner, God help you when you have kids, then you completely lose control of your life. And so you should enjoy college as long as you can. And with hindsight, I graduated in three and a half years because I'm an Asian American. So I was like overly driven to graduate fast. And I didn't take advantage of things. So I could have gone to an overseas campus in a school that I went to had overseas in London and Brazil and Japan. And you know, you name it. They had an overseas campus. But no, I was the dumbass who wanted to graduate as fast as possible. I wish I had gone to an overseas campus. Well, the biggest regrets when people are dying are the things that they didn't do. But you turned out okay, guys. I think it's okay. I've overcome that. So let's turn it on the flip side. You've worked at Apple, you've worked at Canva. What are some of the biggest lessons that you've learned along the way when it comes to managing a team, employer recruitment, employer retention? I think maybe the most important lesson that I've learned in this regard is that you should hire people who are better than you at what they do. So if you look around the room, let's say you're in a management position or let's say you're the CEO of the CEO, and the founder, you should look around the room and say, you know what? That woman is better at marketing than I am. That other woman is better at finance than I am. That man is better than I am at engineering. And so everybody in that room should be better than you at what you do. So the biggest lesson that I learned in employee recruitment and retention and optimization really is to hire better than yourself. That it should be a source of pride that when you look around the room, the people you've hired are better at the function than you could ever be. As we said in the Macintosh division, you know, A players hire A players, B players hire C players, C players hire D players. I subsequently modified that so that A players hire A plus players. And this takes some self confidence. If you look around the room and everybody in the room does their job better than you could ever, and you're the CEO, you might think, oh my God, you know, I'm supposed to be the big dog and I'm not. Well, I think the ultimate confirmation of you being the big dog is you're big enough to hire people who are better than you. I love that advice and it's so true. You do kind of need confidence for that. Some people are too cocky to do that, but that's not how you get ahead. So speaking of bosses, I heard you on another show. I do a lot of research for this show. And you talked about the hardest bosses and teachers being the best bosses. You mentioned Steve Jobs being your hardest boss, which I just think it's so cool you got to work with him. And then also your English teacher in high school was your hardest boss, but you didn't say what they taught you. So I want to know what they taught you. Well, my English teacher taught me about grammar and writing, you know, no question. And grammar seems to be less and less important these days, but in those days he just drilled it into us. So I learned about writing the rigors of writing from Steve Jobs. Oh my God, I learned so much. I mean, I learned that you can't ask your current customers how to innovate because all they want is better faster cheaper. I learned that A players hire A players or even better A plus players. I learned that if people believe in what you believe in, they will go through all sorts of lengths to help you. That's evangelism. And I also learned some stuff from Steve Jobs in a sense of what not to do because he was extremely demanding even scary to work for. It's not clear to me that that's necessary to succeed. Interesting. I love that. And so like I said, I've been listening to a lot of interviews. So Jordan Harbinger is actually my mentor and one of my closest friends. And you guys were having a conversation about luck. And you guys got down this rabbit hole about how Steve Jobs, Jeff Bezos, Mark Zuckerberg, Elon Musk, they had a lot of luck with their journey. And you were arguing that they're smart, but they're not that much different than everybody else. And so I couldn't tell if this is motivating or like depressing because on one side, it's a good thing that we all could potentially achieve that kind of greatness. I don't know if I exactly said that Jeff Bezos, Steve Jobs and Elon Musk are not any smarter than any of us. The person I know best is Steve Jobs and he's on a different plane of intelligence. Okay, let's concede that. Having said that, if you gave me a choice of, here's a lucky CEO and here's a smart one. I probably would pick the lucky one based on what I know today. And now when you have a Steve Jobs who is both lucky and smart and could actually influence both sides. So if you're smart, you may influence your luck because you'll be in the right place at the right time. And if you're lucky, then you'll seem smart. It's not exactly either or you can be both and arguably those people are both. My point was that it's not just about you. There are plenty of smart people in the world and some of them have just been unlucky. Some of them have picked the wrong thing. Some have been in the wrong place at the wrong time, et cetera, et cetera. So if you start believing that you are God's given gift to entrepreneurship and you're going down a bad path, you should be humble enough to understand that it takes a lot of things to be successful. One of which is luck. Yes. And I'm sorry if I misconstrued your words. There wasn't my intention. It wasn't my intention. I wanted you to go to tell us that. And I want to understand. Do you feel like there's any way to like maximize our chances to get lucky? Well, part of it is just showing up. So you have to show up. I mean, look, there's a saying, a Chinese saying that you have to stand by the side of the river a long time before the ropes duck will fly into your mouth. Which is to say, you can't just depend on luck. You have to go make the luck happen and you have to be in the game. So if you're an entrepreneur, well, if you truly believe in luck too much, you may believe that you don't even have to be an entrepreneur that someday, I don't know what fortune will smile upon you and butter being butter bang your presented with the next apple. That's not going to happen. You have to go start the apple. You have to go fail a few times. And that's just the way it works. If it was easy to be an entrepreneur, believe me, more people would be one. Yeah, I totally agree. So let's talk about quitting. So another life lesson that you often talk about is quitting you quit law school. I think just a couple weeks in. And I agree the times that I've quit something in my life were some of the best decisions in my life because it opened up the opportunity to do something different. And sometimes you've got a lack of good to get something great. And it actually reminded me of something I interviewed this guy Colin O'Brady yesterday. He's this like endurance athlete. He's crossed over Antarctica, unassisted. He's rode through Drake's passage, which has claimed the lives of like 20,000 sailors. And he told me something that like really imprinted on me. And it was that life is a scale of one to 10. So tens are like the biggest milestones in your life. Crushing it with some sort of accomplishment, having a baby ones is like going bankrupt, getting divorced, all those bad things. And people tend to stay at five. You know what I mean? They're comfortable. They every day is just five, five, five. Because they're worried about hitting a one or a two. And they never get a nine or a 10 because they're just staying at five. And so I feel like that is very relevant to taking a chance to doing something like quitting because people are just so afraid of failing. So I'd love to hear your perspective on quitting and why it's not failing and just your thoughts on that. So several thoughts, some of which may conflict. First of all, quitting takes courage. I don't know about you, but for me, it took a lot of courage to quit because I was in such this Asian American path of going to this prestigious school and going to law school. And you know, it was all planned out being Dr. lawyer, dentist, right? So getting off that track and basically wasting the efforts of 2000 years of my family took some courage. Now I interviewed Angela Duckworth and she had a very interesting take on quitting, which is she says you can quit, but you should quit when it's a good day. So let's say I'll take an example. Let's say that you are taking the violin and you're not allowed to quit because you are not progressing on violin. You can quit if you're doing well with violin and you just decide that you don't like it. That's okay. But quitting before you even get to that point is not okay. It's a very interesting perspective on quitting. That's easy for her to say and me to say I'm not necessarily to do. But anyway, so that's an interesting thing about quitting. You just you have to quit in the right way for the right reason at the right time. That is interesting. I also think that, let's see, I quit that law school. I have no regret about that. I think it the concept of a slippery slope is vastly overrated. So you can make the case, oh, guy, you quit law school. So now you're a quitter. You're not going to be successful for the rest of your life. You're just going to be a bum because you quit law school. What didn't exactly work out that way. And I think if you look at many things, the referral to the slippery slope is vastly, vastly overblown. That if you require background checks to buy an A or 15, next thing you know, you're going to be taking away my guns. That's a slippery slope fear, right? But it ain't true. I mean, so you need to be aware of being too afraid of the slippery slope. Now, if you quit three or four things in a row, you probably should be worried about the sl, you know, you are going down that slope, but quitting one thing. I don't think so. Yeah, fam, you just realized your business needs to hire somebody yesterday. How do you find great candidates fast? Easy. Use indeed. When it comes to hiring, indeed is all you need. Stop struggling to get your job post seen on other job sites. Indeed, sponsor jobs help you stand out and hire fast. With sponsor jobs, your post jumps to the top of the page for relevant candidates. So you reach the people you actually want faster. And it works. According to indeed data, sponsor jobs posted directly on indeed get 45% more applications than non sponsor jobs. What I love about indeed is knowing that my job post is getting the visibility that it requires. Plus with indeed sponsor jobs, there's no monthly subscriptions, no long term contracts, and you only pay for results. There's no need to wait any longer. 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You're in the flow, you're confident the client seems super interested and then your screen freezes the audio cuts connection is lost actual nightmare. That's why I'm very intentional about who I trust for internet and why I use spectrum business spectrum business delivers high speed reliable connectivity built for any size business that just can't afford any downtime. The connection is fast and reliable, but what really keeps me loyal is their 24 seven US based customer support. If something does go wrong, I'm talking to a real person who understands what's at stake, not a bot. Yeah, fam, growing your business is already hard enough. Your internet should never be what holds you back visit spectrum dot com slash business to learn more again that spectrum dot com slash business restrictions apply services not available in all areas. I think in your case, you quit, but it's not like you decided you weren't going to work or like keep on hustling and trying to make it. You found something that you enjoyed more. So I totally agree there. I would say my observation is most people stay too long rather than quit too early, but I got to give you a huge caveat with that, but I also have come to believe that the concept that the grass is always greener is not true. And that sometimes you should fertilize and water the grass you're standing on, not try to find greener grass. Are you alluding to you leaving Apple by any chance exactly. Talk to us about that. Well, I left Apple twice actually once because I wanted to start a company, but actually both times because I wanted to start a company, but let's be honest, when you leave a company to start another company, you can talk about all the romance of entrepreneurship and you wanted to dent the universe and blah, blah, blah, blah. But it's fundamentally at some level, it means that you are not happy or you don't believe in where you are. I mean, there's got to be some piece of your decision that is tied to that. It cannot purely be all this amazing upside. And so listen, if you had told me when I quit in 87 and 97 that Apple would become a two trillion dollar company, I would have told you you are on hard business. Hard drugs. Like hard illegal drugs. There is no way. The first time I quit Apple, it's not clear that Apple would have survived. So who knows? Who knows? So sometimes you should just stick with it. Now, this might not play well with your generation, who I just said is going to have 12 to 15 jobs over their career. But at least my experience, you know, I know people who had a great one or two years at Salesforce and left because at that point Salesforce was already large publicly traded. They weren't handing out big options anymore. It was hard to see how they're going to make millions and millions of dollars and rise into this large organization. Well, it's too early to really assess that decision because I left Apple in 97 and it didn't become a trillion dollar company to 2017 or whatever it was. So it took 20 years. Now you might say, well, who wants to work for the same company for 20 years, but that's dependent on what you're doing and how you're growing, not necessarily just going to the same parking space for 20 years. So this interview is filled with inherent conflicts that I just want people to realize was listening that, yes, I'm conflicting myself. I know I'm conflicting myself, but you have to understand that that is how life goes. Yeah, it's not black and white. It's not black and white. And I am just one data point with entrepreneurs in particular, I'll give you a classic entrepreneurial thing that one theory says, you take your shot and then you pivot quickly. Another says, no matter what the negativity and naysaying is about your product. You believe you stick through it, you stick with it and you pop out the other side. Those are two completely different things, right? Pivot or gridded out both have worked. So it kind of depends on what's the last podcast I listen to exactly who is the last person I talked to about this. Exactly. I love it, but you know what? There's many paths to success. Like you said, people succeed one way or another and you succeeded even though you've made decisions that maybe you kind of regret. But at the end of the day, that maybe that wasn't your path. Let's talk about some of these decisions because you quit Apple twice. Then Steve Jobs, I think asked you back a third time. You said, no, you almost got to be the CEO of Yahoo. Well, that's an overstatement. I was asked to interview. Let's take the worst case. Let's say I got asked the interview and I was offered the job. So I could have been yes. You could have been this CEO of Yahoo. And I guess that was before Yahoo was Yahoo, right? Well, yeah. So that, you know, that right there, that's two billion. Those are billion dollar decisions. Yes. Have you learned anything about decision making where do you feel like you've gotten better at it? Or do you just feel like, again, it's this luck idea of luck? Well, who among us doesn't think they're getting better at decision making, but let's just say we're not all right. So I don't know. Listen, I turned down this opportunity with Yahoo. I quit Apple twice. I turned Steve Jobs down for another offer. So there, you know, there's four right there, right? So that would be roughly, I'd say, two and a half billion dollars total. And you know, two and a half billion here, two and a half billion there. That's up to real money after a while. So on the other hand, a lot of it is positioning and branding often in your own mind. So in my mind, the way I explain myself is, okay. So I worked at Apple and Canva. Who's going to say you're a failure? Apple and Canva. That's two very good acts. I think you are far from a failure. You are very successful. And Canva is becoming this huge company. You really found a unicorn. You do know how to pick them. Well, okay. Let's discuss that. Okay. Okay. Because it's very important that I think entrepreneurs truly understand what goes on. So I started with Apple because of nepotism, right? Okay. Then I left Apple. I started a company. I went back. I started another company. Those two companies you would not have heard of because they were moderate, if successful at all as a venture capitalist. I probably put down, I don't know, 15 bets or something. So if you just looked at the numbers, if you just were a numerical geek, you'd say, okay, guys, so you have Apple and Canva and you have 15 failures. So guys, two for 17. So that's one way of looking at it. The way I look at it is I may be two for 17, but look at the two. Look at the two. And everybody knows that you are your physical popular pot. You're being way too modest. 15 bucks. Come on. No, no, no. Well, you know, but listen, I'm not a true you and air. I'm not a billionaire. I'm, you know, I just like I'm a surfer. I just like the like the surf and podcast. That's what I do. I surf and podcast. That's my. I have decided that my podcast, I'm on a mission to make people remarkable with my podcast and it's not because of my wisdom. It's the wisdom of people I interview such as if you're an entrepreneur, I have interviewed Steve Wasney. I've interviewed the CEO of Pupari, which is a great story. Don't laugh at that story. Suzy Batiz, a fray farm. The most pumpkins hint water. So I have a lot of different kinds of entrepreneurs in my podcast. And I think my podcast is actually over the course of my lifetime. I've been an evangelist. I've been an investor. I've been an advisor. You know, whatever, et cetera, et cetera. The best work I've ever done is my podcast without question. It's also a lease appreciation. I might be able to help you there. I have to say my client, Marshall Goldsmith, went on your podcast and we were planning to put out a podcast and you were so good at the podcast that he literally came to me in a meeting and he was like, I don't think I want to do this podcast anymore. And I was like, why? Marshall, you were so excited about it. And he's like, I went on this guy's podcast guy, Kawasaki. And he was so good and so prepared. And this is just way too much work. I could not be doing this. And I was like, all right, we'll switch gears. Whatever you want, Marshall. This is a great story. So of course, I've been on the other side of this discussion. Right. So one day I get an email from Marshall Goldsmith. And I hope people out there understand who Marshall Goldsmith is. He's like the living Peter Drucker. Of course, they may not know who Peter Drucker is. But so Marshall Goldsmith is arguably the best executive coach in the world, maybe ever. And so he says when this email says guy, you changed my life. And I said, is this family? So he says, give me a call to schedule a time. So I call him. And it's really him. And he says, you know, guy, he tells me this story that he was on my podcast. And he listened to it. It's so well done. And I was so well prepared. He just doesn't want to do it anymore. He told me, God, you changed my life. You made my life better because I was going to try this. And it's too much work and it's too hard. I don't want to do it anymore. And so that is like one of the greatest forms of praise. I've ever had. How funny. So that is all coming full circle. And then I'm the one behind it. It's so funny. That's true. I lost you a client. I'm sorry. No, we're doing all his social. That's all good. I have a question for you. Sure. Because I've been on the other side of this conversation in a 175 times. Okay. Okay. So are you just so smart that you have remembered these details to ask me these questions? Or do you have notes in front of you? Oh, well, I have a teleprompter. Okay. So you're looking at the notes. I can flip back and forth. And usually when I say the question in the very beginning when I do the intro. I'm reading it because I don't want to butcher it. Okay. But then as we're going along, I'll peek at it. I'll read it. And then I'll flash it back down so that I just have my notes and very, very well prepared. So I have a little teleprompter. And I just flip back and forth. Well, listen, I've been on many of these interviews and nobody seriously, okay, no bullshit. I've never seen an interviewer who makes better eye contact and yet seemingly has all these facts memorized. Thank you. Never. So that's why I asked you how you did it because I was all set for you to tell me no guy. I did all my research and it's all up here. Well, a lot of it is a lot of the conversation has been all up here and a lot of the conversation like I'm just flipping through and being like, oh, yeah, I wanted to ask about that. And I don't have time to read it all, but I just see like little bits of it. And you know, part of the confidence is just writing it all out and preparing. So I hope that you don't edit this part of the conversation out, but I want all you people listening to this podcast that Hala is a fantastic interviewer. And I say that and I consider myself a fantastic interviewer. Oh, thank you. That's so sweet. Thank you so much. That's so nice. I won't cut it out because there's whatever I prepared. I always tell everybody you got to prepare. I go on interviews and you know what they do to me sometimes I hop on. How do you pronounce your name? Yeah. I'm like, oh, you say you haven't listened to one episode. Why am I on here? I have a theory. We're going down a deep hole right now. So we are. I have a theory that I like to start my podcast with a question that sets the interviewer back in the sense like, holy shit. I really read the entire book. Me too. He's not asking a question from the intro or chapter one. He's asking a question from the middle of the book. Or he's asking a question that God, he watched some YouTube video like 10 years ago that I did. He this is not just somebody stuck the Wikipedia entry in front of him and said, okay, go ask, you know, Jane good all these questions. 100% yeah, I do that too. I'll make sure that I say something just so that they felt comfortable. Like, okay, this is going to be a good interview because she actually like knows these little details. Yep. I didn't just read your Wikipedia page. Yeah. All right. So let's get back to the actionable advice for these young and profiting podcast listeners. Well, but that's actionable. All I mean, the lesson here is 99.9% of the people, whether it's podcasting or entrepreneurship or whatever. Don't freaking prepare. Yeah. They think they're just a very good example of this is pitching your company. So most entrepreneurs believe that their natural communicators, they're going to rise to the top. They're going to rise to the occasion and they're going to just pitch from their hearts that it's going to work out right because they're natural. And that's total unequivocal bullshit. And so you need to prepare. I want to stick on this. Yeah. So if Steve Jobs Steve Jobs used to prepare for weeks for a keynote. And if Steve Jobs needs to prepare for weeks, guess what? You are not Steve Jobs. Not you. How are you? Listening. You are not Steve Jobs. So Steve Jobs needed weeks. You probably need months. And I have to say having a good pitch skills being able to demo your product. This is so key. I have a funny story too. So when I was first starting yet media, I was just I had my podcast two years into it. I grew this brand. People were asking me to be their client. I kept pushing it away. And then finally it was like fine. I'll give this a shot. I had volunteers and interns and I was like, I'll hire them, right? Yeah. I remember I went. I had a billionaire that was interested in my services. His name is Jason Waller. Still my client. And I had no website. I had no logo. I wasn't even incorporated. I had no trademark. Nothing. All I had was my PowerPoint presentation skills. And I was a good presenter. And I did it for myself already. And so I went in. I gave a pitch. And I closed like my first deal was a $30,000 monthly retainer from a freaking PowerPoint presentation that I just designed really nicely. And so it just goes to show you like if you can pitch and demo, you can make so much out of literally nothing. Well, especially now if you use canva instead of PowerPoint, you had gotten a $50,000 retainer. I did use canva. I've been a user of canva for like I've been like I don't know how they're not sponsoring yet. I've been using canva for like five years. I work for them. They don't sponsor me. I literally made my presentation on canva. Great. But you know, the lesson there is when you prepared obviously right that's number one. I was preparing my whole life. It's like you prepare like preparing with so many different things like presenting at each P presenting at Disney presenting my MBA. It was just like many, many experiences that led up to that moment that changed my life. And so the lesson there is you got to show up and you got to be greedy. As I said before, standing by the side of the river, the roast duck is not going to fly in your mouth. Yeah, but I want to hear more advice about your pitching skills because I know that you talk about it a lot with evangelism. So like how should like what should we do? How should we prepare for a demo? Like what do we need to know? Okay, so first of all, I think the key to a pitch is the preparation and the preparation for an entrepreneur. Let's say you're pitching to a venture capital firm. So you have better know who's in that room where they came from. What school did they go to? What are their interests? What are they invested in? What boards are they on? Everything like that. You're looking for hooks that oh, we both went to Stanford. We both like to surf. You're on the bar of copper and I love copper. You know, as my CRM solution, you're looking for hooks to differentiate yourself from the other dumbasses that came in at eight, nine, 10, one, two, and three. You're the four o'clock appointment, right? So everybody said we have patent pending curve jumping paradigm, shifting way to dent the universe. We're going to provide you with unbelievable shareholder returns or enabling our employees to self actualize their life goals or exceeding the expectations of our customers. Every entrepreneur says that nobody says I'm a dumbass who's lazy. Okay. So you have to find hooks and the hooks are linked in his God's gift to pitching. Basically, if you don't study LinkedIn before pitch, something is wrong with you. You're an idiot. It was like, have a sign on your head. This is I am clueless. So that's the preparation. I think initial concept is you can never beat to brief. I've never sat in a presentation or a pitch. This was too short. It was too succinct. Something is wrong. I have never ever said that and I said it thousands of pitches. So I eat. There's the guy call. Socky 10 20 or 30 rule, which is 10 slides in 20 minutes 30 point font minimum. So that's a good sort of foundation or framework. The other metaphor that I would love for entrepreneurs to understand is the think of yourself as an airplane or a pilot in an airplane. And at two ends of the spectrum in airplanes, there is the 787 air air bus a380 at one end and at the other end, there's the F 15. There's the you know the F 18, the whatever. And so the a380 and the 787 they have two miles of runway and they go rumbling down. And then at the end of two miles they take off and everybody says how to help and half a million pounds ever exceed, but you know, it's a miracle that those planes take off. And the other end you're on an aircraft carrier. You get in this plane. You have 150 meters to get off the flight deck or you fall in the water and you die. And I think most entrepreneurs think they are piloting a 787. So they come into this picture and they say, well, let me tell you my life story. My great grandfather came over on the Mayflower and he landed in new cane and connected. And then he started a horseshoe business anyway. And then and then, okay, finally, so you know, then they made it rich. So they end out of a fellowship at Yale and I got into Yale and the first summer I worked at Goldman Sachs and then I got an Harvard MBA and I started at HP in the internship program. And then I took windows classes and finally I decided to start a company. Okay, that's the Airbus 838. The F 18 pilot has got to get off the deck and you should be an F 18 pilots on the first 30 seconds. Everybody in that room should understand what you do. I have sat in so many pitches where they're talking about their whole family heritage, their education, their strategy, the size of the internet. The internet is going to be big. You know that right. So let me explain how big the internet will be. Then this is right now. And so there this Airbus a 380 trying to get down this two mile runway and I'm sitting there. I'm thinking, is this hardware? Is this software? Is this e-commerce? Is this social networking? Is this AI? What the hell do they do? And so I think the most important lessons are be brief, prepare and get your ass off the tarmac as fast as you can. 30 seconds into it, they should understand. This is a software company. This is a cloud-based software company. What does Canva do? It democratizes designs so you don't need Photoshop. There I said it. 5 seconds. I love that in practice, right? I'll hop on Discovery calls. I know they can't afford my services and I'll just do it to practice, right? Practice your pitch. Hey, AppFam, question for you. When somebody Googles you right now, are you proud of what they say? Or would you say ignore that? It's under construction. For two years, I've been there. At one point our site didn't reflect the level we were operating at at all. It felt so outdated and every small update required way too much back and forth. That's why I love Framer. Framer lets you design and publish a premium professional website without writing a single line of code. It's fast and you can launch pages in minutes. You're in control, no waiting on developers and the designs look modern, clean and polished on any device. Serious founders know your website is your first impression. So let's upgrade it together. Learn how you can get more out of your dot com from a Framer specialist or get started building for free today at Framer.com slash profiting for 30% off a Framer pro annual plan. That's Framer.com slash profiting for 30% off. Framer.com slash profiting rules and restrictions apply. What's up young and profitors? We're still at the start of a new year and you know what that means. New goals, new ideas and maybe that little voice in your head saying this is the year that I finally start my business. But let's be real. The what does show up fast. What if I fail? What if this is the wrong move? I've been there and what I learned is that it makes a huge difference when you have the right partner from day one. And the hardest part is starting from many entrepreneurs that partner is shop of I shop of I is an all in one commerce platform that helps you build run and grow your business. 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Who we should pitch to so there's the right people on the wrong people and some of them are really uphill battle so I'd love to hear that well you may not agree with this piece of advice but I think that when you're starting out you should pitch to anybody who listen I don't think you can be proud now of course you know we'd all like to pitch to John door or the general partner the big cheese it's a coil or planner perkins or whoever right we'd love to pitch to Elon Musk we'd love to pitch to him. Coo et cetera et cetera but I'm telling you when you start off you just pitch to anybody who listen and it's for the reason that you mentioned that you know yeah you may be starting with the summer intern who's not going to make a decision to write you a check for five million bucks but 20 summer interns later you will be meeting with a partner at that point it's too late you need to have had 25 rejections and 25 practice sessions to be ready for this great meeting. And you have to pay the price yeah so what about like more generally though like it when it comes to evangelism and trying to market a product yeah you don't want to market a product to people who just don't believe in it you want to go agnostic I want to hear those lessons from you. So I would say that here we go with some sort of conflicting advice on the one hand I would say that you should pitch even a product to anybody who listen is good practice and you may never know you may think that this person is not qualified but this is a summer intern or secretary administrative aid customer service manager whatever near not the decision maker but guess what the decision maker is listening to this person because this person did really does the work. Or this person you're pitching to spouse is a decision maker at another company you just never know so I'm really into indiscriminate pitches I think it's also humbling that you should not think that you are so freaking important that unless you are talking to the CXO this company is not worthy of your time like frankly you know you're bullshit you're full of shit anyway so that's one thing now on the other hand as you say you could be wasting a lot of time doing what I'm doing. I'm saying and I freely admit that but I would say that yes go for it go do your qualification and figure out who the decision maker etc etc is yes and again LinkedIn is your greatest weapon in this but if you said okay guy should you pitch too much or too little should you evangelize too much or too little I would say too much air on the side of doing too much and this is completely in the face of the decision maker. The concept of select a few targets know them well get just the most highly qualified specific use a rifle I'm telling you use a shotgun yeah I mean this goes back to a lot of the things that we've been touting today like expanding your luck showing up getting practice preparing right it's just all those things combined because you never know who you pitched you like what that will end up being or who will end up being in 20 years even. Okay I'll tell you a great story that you as a podcaster will truly appreciate sure so do you know Angela Duckworth is yes a carthorow or winner you know grit right yes okay big deal maybe she's your client not my client but probably will be on my podcast soon okay so who among us as a podcaster would not want to have Angela Duckworth nobody nobody nobody in their right mind maybe you're all going on but anyway so I want Angela Duckworth right so I don't know her so I send an email to whatever you want to do. Whatever info at Angela Duckworth dot com no response weeks go by and I default to yes I kind of say I like I really didn't know exactly what I was getting into today but I default to yes. Now if you think that I did all the research and you had Marshall Goldsmith and you know how many followers are you the most influential person on LinkedIn and all and that's why I said yes you can believe that God bless you but that's not the truth. The truth is I default to yes. So I default to yes and one day I'm on this podcast as a guest and the person starts off by saying yes so you know hi my name is whatever tricksie Smith and I live in not a mobile Alabama and I am a freshman in high school. Oh, why? And so we're going to talk about whatever innovation right and I was in there saying God you are such a dumbass like why did you accept to waste an hour of your life on a podcast with a 14 year old person from Alabama not that I'm not going to do it. Alabama not that I have anything against Alabama but you know and she probably has five subscribers to her podcast mom and dad aunt uncle and younger brother okay but low and behold man she asks great questions. And then at the end of this podcast I say to her who else have you had on your podcast because I'm thinking who else was dumb enough to say it's right and she said oh two weeks ago I had Angela Duckworth and my freaking jaw is on the ground right. I said you had Angela Duckworth how did you get Angela Duckworth's because well Angela Duckworth really likes to help young women succeed so I as a young woman reached out to her she said yes. Oh, I said okay I said so how about this we ask Angela Duckworth to be on my podcast. She says yes so she 14 year old girl and like I said mobile Alabama with over the moon podcast she writes the Angela Duckworth. She sees me and low and behold Angela Duckworth answers and one thing leads to another and I get Angela Duckworth on my podcast amazing so that's people might think oh guy everybody knows who you are your big deal blah blah blah so that's how you even Angela Duckworth will be thrilled to be on your podcast you know she's probably just checking info at Angela Duckworth.com every half an hour looking for that invite but the truth is it was a 14 year old podcast there from mobile Alabama week five subscribers who got me on. Who got me Angela Duckworth not at every entrepreneur should listen to that story say huh got what's the point point is you never know you never know for all you know you know for you know her her grandfather was worn buffet who knows right exactly well that's cool I want to find out her name and and helper I can't remember now I want to be like Angela Duckworth and help this girl that's right. All right so let's talk about enchantment before we go I know we're wrapping up on time here but I love this concept of like like ability first impressions and making people like you more so I'd love to hear your best advice and guidance when it comes to being more enchanting. Okay so enchantment I think has several pillars one is like ability because it's hard to be enchanted by someone you don't like let's face it right so there's like ability there's also sort of competence that it's hard to like people who are incompetent bozos that's the second leg and the third thing is trustworthiness because you could like somebody you could like some tick-tock influencer that doesn't mean you trust that tick-tock influencers you could like Paris Hills. But I think it's a lot of it is just well this is written before the pandemic right so I think a lot of like ability is what is your handshake like is it like wimpy or are you trying to crush the person's hand or is it in the middle what is your smile like is it a great your teeth hold the pencil in your teeth kind of smile or is it a legitimate happy do shen smile are you showing close feet you're too young to have close with hollow but are you showing your close feet or not because close feet is a very good indication of sincerity and smiley so it's those kinds of things and a third thing in like ability is are you accepting people for what they are or are you trying to change them and so I think people can pick up when you know you like you can sense that this person thinks that I should be a Democrat or I should be a Republican or I should be something that I'm not it's hard to say I should be a Republican or I should be a Republican or I should be something that I'm not it's hard to say I should be a Republican or I should be a Republican or I should be a Republican or I should be a Republican or I should be a Republican or I should be a Republican or I should be a Republican or I should be a Republican or I should be a Republican or I should be a Republican or I should be a Republican or I should be a Republican or I should be a Republican or I should be a Republican or I should be a Republican or I should be a Republican or I should be a Republican or I should be a Republican or I should like people who don't accept you for what you are and I know that you say you also should be aligned to a good cause yes and I thought this is really interesting because you wrote the book in 2011 and in the last year I feel like every other conversation I have is like conscious business conscious leadership wants to talk about aligning purpose with a good cause. And it seems more recent, because I've been doing this for four or five years, and now everyone's talking about that. So I'd love to hear your thoughts on why you think we should align ourselves to a good cause, and you obviously thought this for a long time. Well, just to be clear, I'm not saying you should align yourself with a good cause because it's good marketing and good financial returns and good all. And that, although those of me be true, don't get me wrong. It's not just buy products, yeah. Yeah, it is a buy product, and I just believe that there is a comic scoreboard in the sky, and this comic scoreboard is telling what you do with your life. And if you jack people around and screw them, and you, you know, you like trashed your earth and all that, it's being counted someplace. Now, you can say, guy, you're so full of shit, you know, like, do you have any scientific proof of this comic scoreboard? Not at all. You can't prove God either, but I digress. But I'm just saying, it was something like this. Why take a chance? Why take a chance? I mean, you're only talking about your life, your reputation and who knows maybe your afterlife. So do you wanna be stuck in a 737 in a center seat in the smoking section? Or you wanna be in Singapore Airlines or Emirates Airbus 838? It's up to you. So I just think it's good karma. Yeah. I love your default. Yes, I'm the same way. I just say yes. If you can help somebody if you have the time, why not? Even if you don't have the time. Yeah. Well, this has been such a great conversation. Guy, I always end my interviews with the same couple of questions and then we do some fun stuff at the end of the year. So the first one is, what is a piece of actionable advice that my young and profitors can do today to become more profiting tomorrow? You can learn how to truly empathize. That is, this goes beyond market research. So market research is basically go and see. Go see how people live, go whatever. I would say if you want to do it even better, you go and be, which means you go and be the person. Like you, let's say you're doing a study of customer service. So you could go to the customer service center and you could see what happens on the call lines. Or you could actually put the headset on and be the customer service person. Or you could actually call into your company's customer service and be the customer. Empathy is a great skill and it'll just open your eyes to so many things. Oh my gosh, I love that advice. And what is your secret to profiting in life? And this doesn't have to be monetary. Profiting is whatever you believe it is. Listen to your wife. I'll say. Why? Because women are smarter than men. I truly do believe that. Like if you look at this world right now, men have screwed this world up from top to bottom for centuries. I think we should let women run the world. I mean, what a better place to stop the interview right then and there. And where can our listeners go to learn more about you and everything that you do? Well, if you truly want to see my best work, go to remarkablepeople.com. Just a word of caution here. Remarkable people is not guy spouting off about how to be remarkable. Remarkable people is guy getting people like Jane Goodall and Steve Wozniak and Neil deGrasse Tyson and Ariana Huffington and Kristi Amaguchi and I could just go on an Angela Duckworth on and on. I'm trying to get the wisdom from them into you. That's what I'm doing on remarkable people. I love it. Well, if you guys like my podcast, I think you're going to love guys. So make sure you check it out. Well, stick all of his links in the show notes and thank you so much for this amazing conversation. My pleasure and maybe I should have you on the podcast. I really love to be on the podcast. They call me the podcast princess. I built a media empire. I have 16 employees started it as a side hustle. I'd love to be on your podcast. I think you're the podcast queen. Forget the princess. Oh, thank you. I'm not saying you're old. No, I know. I feel like I want the princess for a few years and then I'll graduate to queen. Okay. All righty. All the best to you. Take care. Thanks, guy. Bye bye. Bye.