
671: Jimmy Wales (Founder of Wikipedia) - To Get Trust Give Trust, Why Nupedia Failed, Assuming Good Faith, Walking the Walk, Transparency vs. Sharing Everything, Curiosity as the Ultimate Love Language, and Attracting Trustworthy People
The Learning Leader Show With Ryan HawkShow Notes
Go to www.LearningLeader.com for more This is brought to you by Insight Global. If you need to hire one person, hire a team of people, or transform your business through Talent or Technical Services, Insight Global's team of 30,000 people around the world has the hustle and grit to deliver. www.InsightGlobal.com/LearningLeader Jimmy Wales is the founder of Wikipedia, the free encyclopedia that anyone can edit. After his daughter Kira's birth faced medical challenges and he couldn't find reliable information online, Jimmy launched Wikipedia in January 2001. In this conversation, Jimmy shares why extending trust before it's earned creates better outcomes, how to deal with bad actors, and the seven rules for building things that last. Notes: Key Learnings (in Jimmy's words) Wikipedia launched 20 days after my daughter was born. When Kira was born, I realized that when you go on the internet, and you've got a question like, "what is this condition my daughter has?" It just wasn't there. There were either random blogs or academic journal articles that were way above my head. Kira was born on December 26th, and I opened Wikipedia on January 15th. Nupedia failed because of the seven-stage review process. Before Wikipedia, we worked on Nupedia. We recruited academics to write articles. You had to send in your CV showing you were qualified before you could write anything. We had very slow progress. I was on the verge of giving up. This top-down approach with a seven-stage review process before you publish anything that's no fun, and nobody's doing it. We let anyone edit and figured we'd add structure later. We thought we'd have to figure out who the editor-in-chief of the chemistry section is. You're gonna have to have some kind of authority and hierarchy. But I thought, let's just not have too much structure for as long as possible. "It's fun. You could be the first person to create a page." There was a point in time when you could write, "Paris is the capital of France". That's amazing. It's not much of an encyclopedia article, but it was fun. It's like, oh, we can just start documenting whatever we know. People started just doing all kinds of stuff. The magic is when you come back and see others improving your work. You could just write a few facts down and hit save, and it's not very good yet. But you'd go back a few days later and see somebody dug in, and they added more information. That element has always been really important. Is it fun? Do you enjoy the activity? Do you meet interesting people? You spend one afternoon, you add a few facts, and then you think, you know what? The world's just ever so slightly better. Trust is conditional, not naive. Out of every thousand people, probably a small handful are gonna be really annoying. But it's really rare to have somebody who's actually malicious. The idea of assuming good faith, as we call it in Wikipedia, is extending trust first before it's been earned. It's conditional. You extend that friendly hand of trust. And if the person proves themselves to be super problematic, then you have to deal with it. To get trust, give trust. Most people are decent. It also creates an environment where trustworthy behavior is rewarded. As a boss, wouldn't it be fantastic if you said, I'm going to go off and do this other thing, but I just trust my people are so good, they're gonna crack on with the work? Sometimes they'll make a call I would've made differently. That's okay. They're smart. Sometimes they're going to get it better than I did. "You haven't earned my trust." When somebody looks you dead in the eye and says, "You haven't earned my trust," that's destruction. It's the opposite of building a culture where people can thrive. Extending trust works in parenting, too. When teenagers say, "Well, it doesn't matter what I do, they're going to think the worst anyway, so I might as well do the bad thing." That's really unfortunate. As opposed to saying to your teenager, "Yeah
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The Learning Leader Show with Ryan Hawk www.LearningLeader.com Connect on socials: Twitter/X - https://x.com/RyanHawk12 Instagram - @RyanHawk12 LinkedIn - @RyanHawk My new book, The Price of Becoming, is a USA Today, LA Times, Success Magazine, and Publishers Weekly Best-Seller! I think you'll find it useful. This is brought to you by Insight Global. If you need to hire one person, hire a team of people, or transform your business through Talent or Technical Services, Insight Global's team of 30,000 people around the world has the hustle and grit to deliver. My Guest: Seth Godin is the author of more than 20 bestselling books, including Purple Cow, The Dip, and This Is Marketing. He has written a blog post every day for more than two decades, and it remains one of the most widely read blogs in the world. Before the books, Seth founded Yoyodyne, one of the first internet marketing companies, and sold it to Yahoo in 1998. He later created the altMBA. His new book is The Knot: Problems Can Be Solved. Key Learnings Being early is a courtesy, not a personality trait. "I don't understand why someone would willfully waste somebody else's time." The knot is the point. You can't have a pretzel without the knot, and if you try to undo it you end up with crumbs. Real life isn't like that. Our knots can actually be untied. Teach so that people teach themselves. Seth builds everything around a metaphor that gives people scaffolding, because "the only kind of learning that really happens is autodidact self-learning." Give someone the structure to figure it out and they'll never forget it. Name the baggage, drop the baggage, ship the work. The easiest thing to do with our freedom is pretend it doesn't exist. A man with nine million dollars in the bank told Seth he has to keep doing the work he's known for, because he needs to make a living. No, you don't. Same with the student three years into a four-year degree he hates who says he has to finish. You can choose to finish. Nobody is making you. We stay stuck because it's comfortable. It keeps us safe, guarantees an excuse, takes us off the hook. No agency means no responsibility. It isn't friction, it's hidden entanglements. Friction sounds like a law of nature you can't argue with. Entanglements are long-told stories about how the world is, who we are, what we fear, where our status sits. They form an invisible web, and unlike physics, they're ours to cut. The tell is when a problem gets treated like a situation. In Canadian Inuit territory, people are 500 times more likely to contract tuberculosis than someone in Toronto. We know how to cure it, for a tiny fraction of the healthcare budget. Calling it a situation is what lets everyone off the hook. The blue sweater. As a high school sophomore, Jacqueline Novogratz wore her favorite sweater, a gift from her uncle, blue and white wool with the Alps on it. Cheerleaders teased her for it. She went home and dropped it in a Goodwill box. Fifteen years later, running through the streets of Rwanda at 7:00 in the morning, she saw a seven-year-old boy wearing it. She chased him down, looked in the collar, and found her own name on the tag. That was the moment she let go of being the Stanford grad on the fast track at a New York bank. She has spent the decades since building Acumen and its patient capital model, and by Seth's last count, 600 million of the poorest people on earth live better because of it. What makes someone a leader: they decide to. It has nothing to do with your title. You can lead from anywhere in an organization. Seth gets stuck every single day, and most of the time he stays stuck. That's fine. What matters first is clarity: who is this for, and what is it for? Getting unstuck always means leaving something else behind. The woman with more figure skating gold medals than anyone in history didn't get them by having a life. She got them by having no life for fifteen years. Completely unstuck on gold medals. De
The Learning Leader Show with Ryan Hawk www.LearningLeader.com New Book - The Price of Becoming www.LearningLeader.com/Becoming Connect with me on socials Twitter/X - @RyanHawk12 Instagram - @RyanHawk12 Join 10's of thousands of leaders, subscribe to Mindful Monday My guest: Ravi Gupta is the founder of RePublic Schools, whose flagship Nashville schools became the first in Tennessee to rank in the top 5% statewide for both growth and achievement. He co-founded Arena, which trained more than 7,000 political staffers, worked on the first Obama campaign, and wrote speeches for UN Ambassador Susan Rice. Today he runs The Branch, a media company fighting polarization. His new book is The Invisible List: One Passion a Year, Every Year. Key Learnings One new passion a year, every year. When Ravi left his job running schools, he decided to treat every year like a school year with himself as the only student. He's done it for seven years. Surfing, tennis, screenwriting, a novel, Italian cooking. Be an anti-dabbler. The seductive version is a little boxing, a little salsa dancing, a little cooking. You get fifteen years of sampling and none of the skill. Pick the thing, commit to the year, see it through even if you come to regret the pick. The rule that makes it work: no new thing midyear. You can maintain old passions. You cannot start a new one. He broke his own rule and learned why it exists. Bored one day and avoiding his cooking, Ravi walked into a Muay Thai gym on his corner. He loved the class, walked out, and told himself it was off the table until January 1. The pull wasn't interest. It was the rush of early wins, and that rush is the most convincing form of procrastination there is. Trying something and quitting can be worse than never trying. Once you've tasted it, you start seeing it everywhere, and you replay the version of your life where you stuck with it. Pair a reasonable goal with a delusional one. Ravi almost always hits the reasonable one. He almost never hits the unreasonable one right away, but he often gets there eventually. The pairing is the point. Tim Ferriss's observation on why that works: there's less competition for big crazy goals, because so few people think that way anymore. December is the meta-learning month. Thanksgiving to New Year's, Ravi wraps up the current year and pulls together the next one: the books, the experts, the sequence, what it actually means to be great at the thing. Don't start researching it in August. He has next year's candidates in his head by late summer, but he refuses to buy books or line up coaches until December. Planning next year's passion is an elaborate way to avoid this year's. Output goals need a skill set attached. Example: hiking an outrageous number of national parks. Ravi's counter: keep the output goal, but build the skills underneath it. Pitching a tent, starting a fire, navigation, survival prep. Then the year leaves you with something beyond a number. Each year becomes a chapter. 2020: surfing. 2021: tennis. Childhood is memorable because it's divided into grades with names attached. Adult years blur into one undifferentiated stretch, and Ravi thinks that blur is part of why people get depressed looking backward and forward. The reframe on aging: turning 50 in seven years is only grim if those are seven blank years. Seven more passions is a different sentence entirely. Join an accountability group. The Invisible Posse is a group of readers all pursuing their own skills at the same time, at readinvisiblelist.com. New challenge every two weeks, a leaderboard, points for doing the work. The list is a solo project. The accountability isn't. Do the thing publicly in the first two weeks. The group's first challenge was to do your new skill in front of people immediately. The winner was a man learning to sing who sat his cousins down on vacation and performed a whole song. Once you're past being judged, you're doing it instead of planning it. T
The Learning Leader Show with Ryan Hawk www.LearningLeader.com New Book: The Price of Becoming www.LearningLeader.com/Becoming Connect with me on X: @RyanHawk12 Instagram: @RyanHawk12 LinkedIn - Ryan Hawk Receive "Mindful Monday" (free) This is brought to you by Insight Global. If you need to hire one person, hire a team of people, or transform your business through Talent or Technical Services, Insight Global's team of 30,000 people around the world has the hustle and grit to deliver. My Guest: Vanessa Van Edwards is a behavioral researcher, Harvard instructor, and founder of Science of People. Her books Captivate and Cues have been translated into 18 languages, and her work reached more than 300 million people last year. Her new book is Conversation: How to Connect with Anyone and Make Every Interaction Count. Key Learnings Small talk is required for big talk. You can't skip it. You can do it better. Conversation is a skill with micro skills underneath it, and small talk is one chapter. Two traps make small talk painful. Autopilot (asking questions without actually connecting) and going for facts instead of stories. Awe is the best small talk ingredient. "Wow, that's amazing," or "What is that?" Positive awe is wow. Negative awe is compassion: "Everything okay? Can I help?" Both solicit stories. Both work only if you mean it. Awe beats a compliment. A compliment lands. Being visibly wowed by something invites the story behind it. Be story ready. When someone asks how you are, don't hand back good, fine, busy. Have something loaded: "Today the craziest thing happened." You break the script with your answer before anyone has to break it with a question. Flip your questions into story hunters. Not "how are you" but "What's been good?" or "Tell me something good." Slight change, big shift toward optimism. Or check in on something specific from before. "I noticed you dedicated the book to your daughters. How old are they now?" The update question does the work that the generic one can't. Katie Couric never asks "what do you do?" She asks "What do you like to do?" Vanessa found it in Couric's memoir. One-word swaps have major potential. Turn small talk into a treasure hunt. Everyone has gold. You don't know what it is yet. Your job is to ask the questions that find it. Treasure hunting also kills the awkwardness. Vanessa calls herself a recovering awkward person. Her problem for years was that her goal in conversation was to be impressive. No good conversation comes from that. Curiosity has to be innate. Vanessa thinks nearly everything is teachable. Not this. If you aren't actually curious about the person, the techniques will read as manipulative, and eventually you get found out. The rule on using someone's name: if you're already thinking about it, use it. If you're not thinking about it, don't. That's the whole test. Three levels of connection, and you have to go in order. From Dr. Dan McAdams. Level one is general traits: occupation, hometown, family status. Level two is personal concerns: goals, motivations, values, what drives and worries someone. Level three is self-narrative. Put your work relationships in level two. That's the practical instruction. Most people stall at level one and assume level two isn't work-appropriate. It is, and conversations get more engaged, collaborative, and productive once you're there. Level three is about frames, not facts. Two people can have identical facts and completely different stories about what those facts mean. Self-narratives are self-creating. People who see themselves as lucky approach the world as lucky people. They spot more opportunities, think more laterally, and create more surface area for good things. Unlucky people do the same thing in reverse. Narratives are editable. They're not Enneagram or Myers-Briggs. They shift, usually on an annual scale, most often through conversation with someone you trust. Journaling alone rarely does it. The five r
The Learning Leader Show with Ryan Hawk www.LearningLeader.com My new book, The Price of Becoming, is a USA Today, LA Times, Success Magazine, and Publishers Weekly bestseller! I think you'll find it useful. Connect with me on Twitter/X: @RyanHawk12 Instagram: @RyanHawk12 Sign up for Mindful Monday (it's free): This is brought to you by Insight Global. If you need to hire one person, hire a team of people, or transform your business through Talent or Technical Services, Insight Global's team of 30,000 people around the world has the hustle and grit to deliver. My guest: Danny Meyer is the founder of Union Square Hospitality Group and one of the most influential restaurateurs of his generation. He built New York landmarks like Union Square Cafe and Gramercy Tavern, and Shake Shack... He's the author of the classic Setting the Table and the new What Could Possibly Go Right? Key Learnings "Business, like life, is all about how you make people feel. It's that simple and it's that hard." "Optimists and pessimists die the same way. They just live differently." Shimon Peres. Danny prefers to live as an optimist. Most people respond to hope. A few will come out of a dark closet hopping on a pogo stick and a few will walk on the shady side no matter what. Most people start the day intending to make it better than yesterday, and they'll follow someone who shows them how that could happen. A growing business needs funding and leadership. It also needs soil. Like a plant needs sun and water and still needs something to grow in. The soil is the culture, and it determines whether anything you plant actually grows. Be explicit about which behaviors you celebrate and which you won't tolerate. Then be relentlessly consistent about both. That's how culture survives you not being in the room. Everyone is watching who gets hired, promoted, and paid. Every time you compromise on either the skills or the character, you send a message that you didn't mean any of the words. Probably unwittingly, but you send it. Curiosity is the behavior Danny celebrates most. If you want a team that treats every day as a chance to be better than yesterday, someone has to actually wonder what could be done differently. Entrepreneurs are upsighted. Danny's word. They only see what's up, only see what could possibly go right, and they look at existing problems that would make the world better if solved. A bad salesperson answers questions you never asked. Danny remembers a shoe store that hauled out everything from the back room regardless of what he wanted. The only two questions that mattered were does it fit and do I like it. A great one gets into your shoes and asks what you'd want. Sometimes they help you get to the question you actually have. There's no job that doesn't benefit from good sales skills, and good writing skills. Entrepreneurial athleticism is the trait Danny looks for in every leader. Talent gets you in the door. Athleticism is dedicating yourself to train plus the mental and emotional mettle to find a way to win. Day one mentality. The day a restaurant opens, nothing is scratched, every door works, nothing is smudged, and you assume everyone might be a critic. Day one of year 10 should be better than the original, because you have ten years of learning. Without that, it only goes backwards. The hiring formula is 49 and 51. Forty-nine percent is how well he thinks you can do the job, which is mostly technical and different for every role. Fifty-one percent is who you are. That 51 percent is Hospitality Quotient. The composite of optimistic warmth, curious intelligence, determined work ethic, empathy, self-awareness, and integrity. Someone with a high HQ is happier themselves when they make someone else feel better. "Cooking a great piece of fish only gets you to the 49-yard line." You need all 100, and it isn't just the servers who need it. It's everybody. A high HQ is a liability in an interview. Danny sometimes has to park
The Learning Leader Show with Ryan Hawk www.LearningLeader.com New Book: The Price of Becoming www.LearningLeader.com/Becoming This is brought to you by Insight Global. If you need to hire one person, hire a team of people, or transform your business through Talent or Technical Services, Insight Global's team of 30,000 people around the world has the hustle and grit to deliver. My guests: Andy Stanley is the founder of North Point Ministries, which he started in Atlanta in 1995 and has grown into 8 churches across metro Atlanta and a network of more than 225 churches globally, serving over 200,000 people weekly. He's the author of more than 20 books, including Next Generation Leader, Visioneering, and Deep & Wide. His newest is What Great Leaders Do: 7 Essentials for Enduring Impact. He and his wife Sandra have three grown children and live in Atlanta. Sam Kaufman is the Chief Revenue Officer of Insight Global, a $5.3B talent, technical, and AI services firm. He started as an entry-level recruiter in 2004 and rose through the ranks to lead the company's core sales divisions. He's played a central role in Insight Global's transformation into a global talent and technical services organization, helping the company double in size over the past five years, and in 2026, he was named to Staffing Industry Analysts' Staffing 100 North America list, recognizing the most influential leaders in staffing. He has a degree in electrical engineering from Bucknell. Key Learnings Somebody saw it in him before he saw it in himself. Andy and Louie Giglio were the troublemakers in his dad's youth group. One morning after they'd disrupted everything, Mother Mary sat them down and told them they were leaders and needed to lead. Andy's reaction at the time: then I don't want to be a leader. She should have kicked them out, but she didn't. She kept giving them chances they didn't deserve and didn't handle well. She's about to turn 101 years old. She never had children of her own and to this day she calls them her sons. Now Andy does it for others. When he sees someone with a leadership gear, he tries to speak life into it and fan the flame, because that's what was done for him. Leadership is the most wonderful, dangerous gift. Every great thing that's happened in the world had a leader behind it. So did every terrible thing. People followed both for the same reason: the leader brought clarity to a dilemma, made a promise, and people leaned in. Andy thinks leaders are born, not made. His evidence: he's never met a leader who accomplished anything extraordinary who said they weren't a leader, then read two books or went to a conference and became one. Anyone can get better. "But you can make him a better singer and still never hand him a microphone." Problems to solve vs tensions to manage. Work-life balance is a tension. You don't solve it, you manage it. Every industry and every company has its own. "When you solve a tension, you create a problem." You can spot tension by the calendar. If it keeps reappearing on the agenda and somebody keeps saying didn't we just talk about this, you've been trying to solve something that was never a problem. Naming it changes the conversation. Once a team agrees they're looking at a tension, nobody is right and nobody is wrong, and people stop treating each other like enemies. Andy's team asks the question out loud once a month. Sam heard Andy teach this on a podcast and it moved through Insight Global in a week. He listened on the drive in, recognized the pattern live in his CEO's Thursday meeting, and shared it with 40 leaders in the room. It reached a 40,000 person company within days. Sam's read on why: they'd been having the same conversation for years and had never had the language for it. Nobody can promise certainty. You can give clarity. The only way to promise certainty is to know the future in detail. And the greater the uncertainty, the more the need for clarity is heightened. If the