The Heartbeat on Smash Notes

The Heartbeat podcast.

December 28, 2019

A podcast about leadership – hosted by Claire Lew, CEO of Know Your Team. In each episode, Claire has a heart-to-heart interview with an industry leader she respects, distilling their most valuable leadership lessons, business learnings, and management advice.



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As COO at 1Password, Matt Davey talks about eschewing perfectionism, being an empathy lead business, why it’s important that everybody has a hand in the customer service company pot to varying degrees, and their real company values being security, privacy, community, and kindness. Have you been enjoying these Heartbeat episodes, lately? If so, it’d mean the…

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As a leading conflict expert who’s worked with leaders and teams at organizations such as IBM and the United Nations, Dr. Jennifer Goldman-Wetzler, Ph. D., talks about embracing hard work, freeing yourself from conflict, resolving conflict, and ideal values vs shadow values. Currently, Dr. Goldman-Wetlzer is the Author of Optimal Outcomes and Founder + CEO…

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As Founder of Farnam Street, Shane Parrish talks about leaders’ tendencies to ignore positive outcomes and focus on the negative ones, being receptive to feedback, and the important concepts of “living life backwards,” and “outcome over ego.” Have you been enjoying these Heartbeat episodes, lately? If so, it’d mean the world to me if you wrote…

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As Coach and CEO at RebootHQ, Jerry Colonna talks about just because you feel like shit doesn’t mean you are shit, that there’s a very tight correlation between high achievers and impostor syndrome, and that cringe-worthy moments are great moments of learning. Have you been enjoying these Heartbeat episodes, lately? If so, it’d mean the world…

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This week, Jason Fried, CEO and Co-Founder of Basecamp and I, your host, Claire Lew, CEO of Know Your Team, interview each other for this special milestone episode #50 of The Heartbeat. We talk about learning how to be like yourself earlier, thinking about long-term views as leaders, how leadership roles change over time, and…

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As CEO and Co-Founder of Lullabot , Matt Westgate talks about starting a company from scratch, teaching himself what he needed to know about business, leading with authenticity, and encouraging his company to talk openly about mental health. Every few weeks as part of The Heartbeat, I ask one question to a founder, CEO, or…

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As Co-Founder and Head of engineering at Gusto, Edward Kim talks about transitioning from a developer to a leader and the difficulty he had doing so, how founders see your company versus how early employees see your company, and failing as a learning opportunity. Every few weeks as part of The Heartbeat, I ask one…

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As VP Platform Engineering at Stitch Fix, Former VP Engineering at DocuSign, Pooja Brown talks about how every experience is a learning opportunity, people management, and why it’s important to “keep your listening ears on as a leader.” Every few weeks as part of The Heartbeat, I ask one question to a founder, CEO, or…

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As Founder and CEO of O’Reilly Media, Tim O’Reilly talks about valuing your financial people, the fact that leadership isn’t just about your own company, and considering how leadership creates context for other people to act. Every few weeks as part of The Heartbeat, I ask one question to a founder, CEO, or business owner…

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As Head of Foundation Engineering at Stripe, and Author of An Elegant Puzzle, Will Larson talks about that not all decisions are final and/or permanent, being self- aware, and modeling your behavior in a way that you would like to personify your organization. Every few weeks as part of The Heartbeat, I ask one question…

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As an Organizational Dynamics Expert, Consultant, and Author, Esther Derby talks about the fact that organizations should not strive to become well-oiled machines and that in order to be listened to, you must listen to others. Every few weeks as part of The Heartbeat, I ask one question to a founder, CEO, or business owner…

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As an Entrepreneur and NYTimes Best-Selling Author, Chip Conley talks about how your emotions as a leader are contagious, candid confidence, and his belief that a great leader is a kind of servant leader. Every few weeks as part of The Heartbeat, I ask one question to a founder, CEO, or business owner I respect…

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As the Senior Vice President of Engineering at Salesforce, Ritu Bhargava talks about learning to say no, preparing for hard meetings, and being loyal to your organization. Every few weeks as part of The Heartbeat, I ask one question to a founder, CEO, or business owner I respect about their biggest leadership lesson learned. This…

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As the CEO and Co-Founder of Help Scout, Nick Francis talks about being self-aware of all the things that you don’t know as a leader, hiring people in a remote culture, having and recognizing your own flaws, and that the real measure of a good leader is what happens when you’re not around. Every few…

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As the Managing Director of Two Sigma, and Author of The Manager’s Path: A Guide for Tech Leaders Navigating Growth and Change, Camille Fournier talks about making teams effective and delivering outcome for business, hiring and getting the right people in the door in the first place, and aligning yourself with the values of your…

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As the CEO and Founder of Pipeline, Katica Roy talks about knowing your own values as a leader, the delineation between worthiness and confidence, and being intentional about the type of leader that you want to be. Every few weeks as part of The Heartbeat, I ask one question to a founder, CEO, or business…

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As the CEO and Founder of Gumroad, Sahil Lavingia talks about the presumption of success and defying statistical odds, the fact that success and failure are contextual, and getting yourself to a place where you are able to do what you love confidently, openly and authentically. Every few weeks as part of The Heartbeat, I…

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As the founder of Indie.vc, and Co-Founder of O’Reilly AlphaTech Ventures, Bryce Roberts talks about the importance of accepting your mediocrity when you first start out as a leader, not relying on having a mentor to save you, and being open and honest with yourself in order to evolve in a leadership role. Every few…

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As the CEO of Sparktoro, author of “Lost and Founder”, and former CEO of Moz, Rand Fishkin talks about the economic and power structure that comes with financing a business, and discovering a solid understanding of yourself: what you like to do, what you don’t like to do, and how you want to (or don’t…

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As the co-author of the book, “No Hard Feelings,” and senior organizational designer at IDEO, Mollie talks about over and under emoters, vulnerability as a leader, and how it is okay to talk about your feelings at work. Every few weeks as part of The Heartbeat, I ask one question to a founder, CEO, or…

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As the founder of the leadership consultancy Practical Works (and former VP of Design at Buzzfeed, to boot), Cap shares what he wishes he would’ve learned earlier about our reliance on instincts instead of tools as a leader, and how being “people first” can actually be a pitfall. Every few weeks as part of The…

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As the CEO and Co-Founder of a $35MM+ revenue company with over 2 million users, Wade shares what he wishes he would’ve learned earlier about intellectual honesty in management, feedback, and running a remote company. Every few weeks as part of The Heartbeat, I ask one question to a founder, CEO, or business owner I…

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As the founder and CEO of a company serving over 100,000 people all over the world, Natalie shares the one thing she wish she would’ve learned earlier after 18 years running her company. Every few weeks as part of The Heartbeat, I ask one question to a founder, CEO, or business owner I respect about…

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Running a $19MM+ remote company with 82 employees, serving millions of people, Joel shares his greatest leadership lesson. Every few weeks as part of The Heartbeat, I ask one question to a founder, CEO, or business owner I respect about their biggest leadership lesson learned. This week, I interviewed Joel Gascoigne, CEO and Co-Founder of Buffer. Joel Gascoigne is…

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With over 13 million customers all over the word, Amir talks about his motivations as a leader and the importance of constant learning. Every few weeks as part of The Heartbeat, I asks one question to a founder, CEO, or business owner I respect about their biggest leadership lesson learned. This week, I interviewed Amir Salihefendić is the…

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A second-time founder who scaled a business to $5MM+ annual revenue and appeared on SharkTank (getting an offer from Mark Cuban, no less), Desiree shares her greatest challenges as a leader. Every two weeks as part of The Heartbeat , I asks one question to a founder, CEO, or business owner I respect. This week, I interviewed Desiree…

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As the founder + CEO of a company serving 75 million people worldwide, Kathryn shares her biggest leadership lessons around trusting your gut. Every two weeks as part of The Heartbeat podcast, I asks one question to a founder, CEO, or business owner I respect. This week, I interviewed Kathryn Minshew, Founder + CEO of…

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As the founder of a 10-year old $6.3+MM bootstrapped company, Peldi talk about how your greatest strength can be your greatest weakness. Every two weeks as part of The Heartbeat, I asks one question to a founder, CEO, or business owner I respect. This week, I interviewed Peldi Guilizzoni, Founder + CEO of Balsamiq. Peldi…

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As the founder of a company that’s helped 850,000 people learn to code, Ryan talks about the value of trust as a leader . Every two weeks as part of The Heartbeat , I asks one question to a founder, CEO, or business owner I respect. This week, I interviewed Ryan Carson, Founder and CEO of Treehouse. Watch & read…

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As a serial entrepreneur who has been featured on CNN, USA Today, BBC, and the Wall Street Journal, Wayne talks frankly about self-awareness and depression as a leader in our interview. Claire: Hi everyone, I’m Claire, and I’m the CEO of Know Your Company. Today, I am super excited to have with me, Wayne Sutton, who is a…

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As the founder of multiple successful SaaS companies, Hiten shares the pitfalls of being too nice as a leader. Every few weeks as part of The Heartbeat, I asks one question to a founder, CEO, or business owner I respect about their biggest leadership lesson learned. This week, I interviewed Amir Salihefendić is the founder and CEO of Doist.…

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As a Forbes 30 under 30 founder of a two-year-old snack company now sold in Whole Foods, Jordan shares the importance of vision. Every few weeks as part of The Heartbeat, I asks one question to a founder, CEO, or business owner I respect about their biggest leadership lesson learned. This week, I interviewed Amir Salihefendić is the…

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An expert on employer brand and recruiting at the 900+ person company, Mailchimp, Aynn shares what she wishes she learned earlier. Every few weeks as part of The Heartbeat, I asks one question to a founder, CEO, or business owner I respect about their biggest leadership lesson learned. This week, I interviewed Amir Salihefendić is the founder and…

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As the creator of a luxury chocolate empire exceeding $35MM annually, Katrina shares insights on what not to forget as a leader. Every few weeks as part of The Heartbeat, I asks one question to a founder, CEO, or business owner I respect about their biggest leadership lesson learned. Katrina Markoff is the Founder and CEO of Vosges Haut-Chocolat,…

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Rob Walling is the Founder of Drip, an email automation platform. A serial entrepreneur who has published books, runs MicroConf, and hosts a podcast, Rob shares the importance of deliberate hiring, and focusing on trust instead of loyalty in teams. Claire: Hey everyone, I’m Claire Lew, and I’m the CEO of Know Your Company, and today I have a really special guest. I…

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David Cancel is the CEO of Drift, a conversational sales platform that has over 100,000 customers. Having started five companies previously, David shares lessons learned as a leader – including the importance of people, one-on-ones, and “no consensus” in teams. Claire: Hi, everyone. I’m Claire Lew and I’m the CEO of Know Your Company. Today we have a super special guest…

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An acclaimed nonprofit leader featured on the TODAY show, Steve shares his biggest lessons learned around empathy, self-care, and self-awareness as a leader. Claire: Hi everyone. I’m Claire Lew, and I’m the CEO of Know Your Company. I am here in Chicago with honestly one of my favorite people in this city. We have Steve Larosiliere, whose…

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With a focus on diversity and inclusion, the CEO of a Chicago-based media company focused keeps it real about the myths and struggles of leadership. Claire: Hi everyone, I’m Claire Lew and I’m the CEO of Know Your Company and it is my honor today to introduce a very good friend of mine who is on the heartbeat, the…

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Daniel Houghton is the CEO of Lonely Planet, the largest travel guide book publisher in the world. As a 29-year-old CEO with almost 400 employees across five different continents, Daniel shares how it is personal skills, more than anything, that has helped him survive and thrive as a leader. Claire: Hi everyone! I’m Claire Lew, and I’m…

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As a creative leader who’s worked with everyone from Apple to ESPN, Dan shares his biggest leadership lessons on servant leadership and how to ensure teams work well together. Claire: Hi everyone. I’m Claire Lew and I’m the CEO of Know Your Company. Today, I’ve got a good friend of mine with me that I’m so excited to…

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Laura Roeder is the founder and CEO of MeetEdgar, a social media scheduling platform tool with over 7,000 customers. As a founder who bootstrapped her company to $4MM in annual recurring revenue in 2.5 years, Laura shares her biggest leadership lessons around letting go as a manager. Claire Lew: Hi everyone, my name is Claire Lew and I’m…

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As a prominent expert who wrote the book on workplace conflict (literally), Amy shares her biggest leadership lessons learned on healthy work relationships and working with conflict. Amy Gallo is a Contributing Editor at Harvard Business Review, and the author of the HBR Guide to Dealing with Conflict. Claire Lew: Hi, everyone. My name is Claire Lew, and I’m…

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Running Olark, a company with 12,000+ customers, Ben shares the biggest leadership lesson he wishes he learned: The importance of self-awareness and emotional intelligence as a leader. Claire: Hi everyone, I’m Claire Lew and I’m the CEO of Know Your Company, and today I’ve got a really special guest. We have here Ben Congleton who is the…

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As the VP Engineering of Slack and prolific author on technical leadership, Michael discusses why being busy is a bad thing as a leader and how to delegate well. Claire: Hi everyone. I’m Claire Lew, and I’m the CEO of Know Your Company, and today I’ve got a very special guest. I have with me Michael Lopp, who might…

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As the founder + CEO of a 100+ person remote company, Sara reveals the importance of gut instinct in leadership, and how she learned that the hard way when starting her first company at 21 years old. Claire: Hi, everyone. My name is Claire Lew, and I’m the CEO of Know Your Company and today I have a really special…

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As the founder of a 100+ person company who recently turned down an 8-figure offer for sale, Wil talks about naiveté, transparency as a leader, and not enabling your employees to lie to you. Claire: Hi everyone, I’m Claire Lew, and I’m the CEO of Know Your Company, and today I’ve got a real special guest with me. I…

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As the CEO of Jellyvision, a 400-person software company, Amanda Lannert has won just about every “best CEO” award in Chicago, and is someone I’ve admired for years. In this 12 minute interview, Amanda admits the one lesson she wishes she learned earlier as a leader. Watch or listen to the full interview… Claire: Hi, everyone! I’m Claire Lew,…

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As the Creator of Ruby on Rails and Founder & CTO of Basecamp, David Heinemeier Hansson shares with me what he wishes he learned earlier as a leader. We chat about empathy, illusions of disagreement, and why best intentions are bullshit. Listen or watch the full interview… Claire: Hi, everyone. I’m Claire Lew, and I’m the CEO…

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As the Founder of Copy Hackers and Airstory, Joanna gets real about her biggest struggles as a leader. Joanna Wiebe is the founder of Copy Hackers – an acclaimed site + service that helps businesses write better. She also most recently co-founded Airstory. I’m a big fan of her work. In this interview, she opens up about what she…

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As an acclaimed nonprofit leader and public speaker, Halleemah Nash reveals what “authentic leadership” really means… Claire Lew: Hi everyone! I’m Claire Lew, and I’m the CEO of Know Your Company. Today, I am incredibly excited because I have a very special guest and dear friend with me today. I have Halleemah Nash, who is the Executive Director…

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As the founder of a 300+ software company, Des talks about the silence cost to being nice, the pitfalls of transparency as a leader, and the power of consistency. Claire Lew: Hi everyone, I’m Claire and I’m the CEO of Know Your Company. I’m really excited today to have a special guest with me, Des Traynor, the founder of Intercom. Des…

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As the CEO and co-founder of Stripe, a payments company processing billions of dollars each year, Patrick Collison shares with me what he wishes he learned earlier as a 28-year-old leader of an almost 900-person company. You cannot be all things to all people. This is true of building products, socializing with others — and true of leading a company. Patrick Collison,…

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As a world-renowned designer, thinker and executive, John Maeda shares with me what he wishes he learned earlier as leader. “Just execute.” In a world where there is no shortage of self-help literature, management books, and conferences for leaders, John Maeda reminds us that no book, article, or talk can replace simply doing the thing, messing…

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Every few weeks as part of The Heartbeat, I asks one question to a founder, CEO, or business owner I respect about their biggest leadership lesson learned. In the inaugural interview, I spoke with Jason Fried. As CEO and co-founder of Basecamp and a NYTimes best-selling author, Jason shares three things he wish he learned earlier in running Basecamp for the past 18 years. Watch or listen to the full…

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