My Favorite Mistake: Business Lessons from Failures and Success

CEO of GreenPal Episode page with video, transcript, and more My guest for Episode #184 of the My Favorite Mistake podcast is Bryan Clayton. He is the Co-Founder and CEO of GreenPal, an online marketplace that connects homeowners with local lawn care professionals. GreenPal has been called the “Uber for lawn care” by Entrepreneur magazine and has over 300,000 active users completing thousands of transactions per day. Before starting GreenPal, 10 years ago, Bryan Clayton founded Peachtree Inc., one of the largest landscaping companies in the state of Tennessee, growing it to over 150 people and $10 million a year in annual revenue before it was acquired in 2013. Bryan‘s interest and expertise are related to entrepreneurism, small business growth, marketing, and bootstrapping businesses from zero revenue to profitability and exit. In this episode, Bryan tells his favorite mistake story about outsourcing the development of an app, thinking all he had to do was the marketing. What went wrong and how did he discover the mistake? What did he learn and what did he learn about mistakes, leadership, and culture in an organization more broadly? We also talk about questions and topics including: Where did you get the idea to outsource? When did you first start discovering that it was a mistake? Using “Lean Startup” principles? What was your Minimum Viable Product? What’s your mindset on mistakes that happen in the company now? From a culture standpoint, what did you learn from the first company that you applied to the second? “You get the company culture that you deserve as a leader” “I made every mistake you could make” – felt victimized “Took me a long time to self reflect about the mistakes I made.” Do you ask for feedback from employees about the culture? Mistakes people make when hiring a lawn care company? --- Support this podcast: https://podcasters.spotify.com/pod/show/favorite-mistake/support

Professor, author, and researcher on "self-compassion" My guest for Episode #183 of the My Favorite Mistake podcast is psychologist Dr. Kristin Neff. Episode page with video, transcript, and more She is the author of the books Self-Compassion: The Proven Power of Being Kind to Yourself, and the 2021 follow up book — Fierce Self-Compassion: How Women Can Harness Kindness to Speak Up, Claim Their Power and Thrive. Kristin received her doctorate from the University of California at Berkeley and is currently an Associate Professor of Educational Psychology at the University of Texas at Austin. While doing her post-doctoral work she decided to conduct research on self-compassion – a central construct in Buddhist psychology and one that had not yet been examined empirically. I learned about Kristin's work thanks to a mention of her by Dan Pink, my guest in Episode 137. In this episode, Kristin tells her favorite mistake story about passionately defending one of her dissertation students who wasn't passed by a new assistant professor. Why was Kristin being a “mama bear” and why was she called on the carpet by her department chair? What did she learn from this experience and how did she apply “self-compassion” to herself in this instance? We also talk about questions and topics including: Before talking about self-compassion, people might have mistaken definitions of compassion… how do you describe the true meaning of compassion toward others? HBR – self-compassion articles “Self-compassion vs. self-esteem” Finding the balance in acknowledging, reflecting, and learning vs. dwelling… “Having compassion also means that you offer understanding and kindness to others when they fail or make mistakes, rather than judging them harshly.” — can you share an example that illustrates that? How can we practice self compassion when we realize we have made a mistake in our work? Important to soothe ourselves before reflecting on our mistake? How we might do that? Does it help us be self-compassionate when others are compassionate toward us when we make mistakes? What Self-Compassion is not — mistaken views? Self-Compassion free survey --- Support this podcast: https://podcasters.spotify.com/pod/show/favorite-mistake/support

Chairman and co-founder of Rice Cohen International Episode page with video, transcript, and more My guest for Episode #182 of the My Favorite Mistake podcast is Gene Rice, the Chairman and Co-Founder of Rice Cohen International. He's the co-author, with his daughter, of the book Grad to Grown-Up: 68 Tips to Excel in Your Personal and Professional Life. You can learn more at the book's website. Gene has been in the recruiting industry for nearly 30 years and has been recognized as one of the top Executive Search professionals in the world. He has completed over 1,000 retained searches which have included 211 in the C-suite. Having also filled over 300 Partner, Principal, and Director level searches in the Management Consulting, Performance Improvement, and EdTech verticals, Gene is considered to be the #1 search executive in the space. He has even been recognized by Recruiter.com as one of the “100 Most Influential People in the History of the Executive Recruiting Industry.” Gene also co-founded Rice Cohen Training & Consulting, the largest training firm focused on improving the skills of executive recruiters. Gene is very passionate about this space and believes in supporting the industry he loves. He has become an Executive Coach to the CEOs of many search firms. As an active member of the community, Gene finds various ways to give back and contribute. After years of being involved with the Make-a-Wish Foundation and serving on the board, Gene and his wife Michele founded the Plant A Seed, Inspire A Dream Foundation. The 501 c-3 non-profit helps financially challenged youth to pursue their passions. Since being founded in 2008, the foundation has awarded over 700 scholarships and has been featured in People Magazine. In this episode, Gene tells his favorite mistake story about quitting a job to start a competing live music venue on Long Island and how his “huge ego” led him to be “impulsive” in the decision to do so. Why does he say it “could have destroyed” him, why is it better to make mistakes like this when you're young, and how did he apply the lessons learned in his successful career? We also talk about questions and topics including: Coaching young professionals who make mistakes? Mistakes in working with an executive retained recruiter as a candidate? Selecting C-level executives? — what helps make for a good match (3 things you really need) The importance of C-level executives also having personal success and professional fulfillment (not just a job) — get your arms around that as a young professional Coaching college interns — helping them the first time they fail… looking at failing differently Charity that he started in 2008 with his wife: “Plant A Seed Inspire A Dream Foundation” --- Support this podcast: https://podcasters.spotify.com/pod/show/favorite-mistake/support

Strategic Leadership Expert Episode page with video, transcript, and more My guest for Episode #181 of the My Favorite Mistake podcast is Pamela Kellert. She helps female professionals in STEM sectors transition to senior management roles by learning strategic non-technical skills. Pamela is a seasoned Strategic Leadership Expert with over 16 year’s experience working in Strategy, Business Development and Project Delivery, heading diverse teams at leading organisations across Australia, Asia, Europe and North America. She has managed complex engineering projects and profit & loss responsibility of over $100 million with a team of over 100 employees. Throughout her career, Pamela has coached professionals in their leadership journey and created a systemised online coaching program to help women accelerate their careers to senior leadership roles. Learn more via her website. In this episode, Pamela tells her favorite mistake story about how she thought she needed to have all of the answers when she was promoted into her first management position. If she was promoted for being good at problem solving, shouldn't she be solving all of the problems as manager? How did Pamela realize this was a mistake and how does she help other women learn from her mistakes? We also talk about questions and topics including: As manager, how should one integrate the ideas and solutions of others? When to delegate and when to intervene? Being promoted to senior leadership roles – what are the different challenges there? Moving into a new function? Challenges there? Do some executives never learn the lesson you did? Challenges / mistakes with STEM women who want to step up into leadership positions and then into senior management… ‘ Is it important to have a female mentor? Also a male mentor? Getting along by changing behavior vs. trying to change the broader system? How others should react vs. how they do? Apologizing before saying something… diminishing language? — societal expectations? Making yourself smaller physically? Women vs. men… Different advice for women working in very male dominated environments? Finnish prime minister backlash — compare to Aussie prime minister or Boris Johnson Being aware of biases Systemic sexism vs. System racism --- Support this podcast: https://podcasters.spotify.com/pod/show/favorite-mistake/support

Host of the Business of Tech podcast, and owner of MSP Radio Episode page with video, transcript and more My guest for Episode #180 of the My Favorite Mistake podcast is Dave Sobel. He’s the host of the Business of Tech podcast, and owner of MSP Radio. Dave is regarded as a leading expert in the delivery of technology services, with broad experience in both technology and business. He owned and operated an IT Solution Provider and MSP for over a decade, both acquiring other organizations and eventually being acquired. “The Business of Tech” is a leading IT services focused news and analysis podcast and YouTube show, with thousands of listeners and subscribers. He also co-hosts of the podcast “Killing IT”, and authored the book Virtualization: Defined. Dave holds a bachelor's degree in Computer Science from the College of William and Mary. He lives just outside Washington DC with his wife and two cats. His interests include travel and food, cheering the Washington Nationals and Capitals, and smoking barbeque… He was introduced to me by Jason Levin, my guest in Episode 161. In this episode, Dave tells his favorite mistake story about “screwing up an acquisition really bad.” Why did he not really understand the full situation of the company? Was it too late to make adjustments to the business after buying it? How did he apply the painful lessons learned when he sold his company in 2011 We also talk about questions and topics including: Why did he start a company? What he learned about being laid off from startups as a tech person Spent more time on the “paper” and not enough on the “people” Was it too late to make adjustments? Did you acquire other companies? Sold his business in 2011 Applied the lessons learned… was a complete open book instead of withholding information like his seller had Mistakes that small businesses make in choosing technology? Examples of companies choosing software or tech because it’s trendy? How often is the mistake about HOW they implement it? The *delivery* of the tech is super important --- Support this podcast: https://podcasters.spotify.com/pod/show/favorite-mistake/support

Cofounder and owner of The Billions Institute, LLC Episode page with video, transcript, and more My guest for Episode #179 of the My Favorite Mistake podcast is Becky Margiotta. She is the author of the book, Impact with Integrity: Repairing the World Without Breaking Yourself, a cofounder and owner of The Billions Institute, LLC, and the host of the Unleashing Social Change Podcast. In this episode, Becky tells her favorite mistake story about thinking she would get an “A” for effort when working toward a bold goal of getting 100,000 homeless people into homes. Why did she “lose track of the outcomes” and how did she adjust and get back on track? We also talk about questions and topics including: What was the approach for reducing homelessness? Looking at measures more continuously along the way 100,00 lives campaign connection through IHI “Here’s what you’re doing wrong…” actually better ways to say it? Story about how people don’t want the answer… Leadership lessons from the Army and Special Operations that are transferrable? Outcomes focus? Commander’s intent? (McChrystal book) “Mission first, troops always” “First woman to command special operations…” Tell us about the Unleashing Social Change podcast --- Support this podcast: https://podcasters.spotify.com/pod/show/favorite-mistake/support

CEO of Evernote Episode page with video, transcript, and more  My guest for Episode #178 of the My Favorite Mistake podcast is Ian Small, CEO at Evernote, the app that launched a personal productivity movement for knowledge workers around the world. Under Ian’s leadership (since 2018), Evernote found the courage to go back to basics, launching a new era of innovation for the company and building upon a decade of growth. Ian brings more than 25 years of global product, technology, and business leadership experience to his current role. Trained as an engineer, Ian's career has evolved from designing and building user experiences at Apple into product leadership and large-scale business management as CEO of TokBox and global Chief Data Officer for Telefónica SA. In addition to his current role at Evernote, Ian sits on the board of directors for Lumentum and is an advisory board member for Alphabet subsidiary Loon (a graduate of Google’s X Lab). He holds a Master’s degree in Computer Science, a BASc in Engineering Science from the University of Toronto, and has earned more than 10 patents. In this episode, Ian tells his favorite mistake story about being told, early in his career, that he needed to be a better listener. What were the consequences as he became a manager? How did he realize that he needed to change and how did he work to overcome that bad habit to the point that he can now coach younger leaders to avoid or get out of this same trap? And how did Ian learn to listen better to customers and employees alike? We also talk about questions and topics including: Your favorite patent? Having to change habits… how? “Listen with a beginner’s mind “ Marc Benioff – Salesforce The episode with Emily Learing Overhauling Evernote over 2 years — rebuilt from scratch? Better listening to customers, employees, and the board/investors Everybody internally (and customers) could tell you what the problem — why wasn’t it being addressed? Was Evernote not listening or not taking action? The mistake of inaction vs. action? What do you think of the SV mantra “fail fast, fail often”? How to avoid needing another reboot in 2030? Mistakes in how users use Evernote or is that not possible? --- Support this podcast: https://podcasters.spotify.com/pod/show/favorite-mistake/support

Mental Health Professional, Children's Book Author, and more My guest for Episode #177 of the My Favorite Mistake podcast is Emily Learing, LMFT, RPT-S. She is a mental health professional based in South Dakota, at her practice called Encompass Mental Health. Episode page with links, video, transcript, and more Emily has an MA in Marriage and Family Therapy and a BS in Human Development and Family Studies. She’s a licensed Marriage and Family Therapist and a Registered Play Therapist. She has a blog called Disciplined Children. Emily is the author of a fantastic children’s book: Henry Knows Best!: A Story About Learning From Mistakes and Listening to Others. I read it and found important lessons and reminders for me as an adult. In this episode, Emily tells her favorite mistake story about setting up a child care center that was intended to attend to mental health needs — but the phone rang off the hook with people wanting and needing typical day care services. Why did she close the door to that program and how did that open the door to other possibilities? How did Emily manage to keep this in the realm of a small mistake that wasn't catastrophically expensive? We also talk about questions and topics including: Tell us what inspired you to write the book? Again, the title is Henry Knows Best!: A Story About Learning From Mistakes and Listening to Others Oppositional Defiance Disorder vs just liking to say no? How many kids are like Henry? The consequences of always knowing best – damaged relationships? Overconfidence vs. narcissism “If you think you need help, you probably need help…” Some of my previous guests have admitted that they didn’t listen to experts when they should have — that they knew best… Congressman Will Hurd and Jim McCann founder of 1-800-FLOWERS. You say “I’m not a perfect person… I make mistakes… I don’t expect perfection… that’s not reality” — how does admitting that help clients, how does it help you work with clients? Does it help others open up to you? Having to live the values you’re stating about not being perfect… Being a play therapist On your blog, you write about games that can be used to help kids with ADHD develop their attention spans. Tell us about that… Tell us more about the podcast… “The Informed Parent” (coming soon) A BONUS favorite mistake from Emily --- Support this podcast: https://podcasters.spotify.com/pod/show/favorite-mistake/support

Publisher, book coach, and more. Episode page with video, transcript, and more. *** I WANT TO WRITE MY BOOK *** (AD) My guest for Episode #176 of the My Favorite Mistake podcast is Mike Ulmer. While he specializes in helping business people write their books, he has written 13 books with a total of nearly $1 million in total sales revenue. His latest book (March 2022) is Show and Tell Writing: A Great Short Business Book About How To Write A Great Short Business Book. His other recent titles are Drop The Mic Marketing with Jason Hunt (2022), The 50-Year-Old Millennial: The Leadership Gap Exposed By Millennials And How To Close it with Marc Petitpas (2021) and The 40 Ways of The Fox (2021) with Ron Foxcroft. He worked as the in-house storyteller for the Toronto Maple Leafs, Raptors and TFC as the senior writer at Maple Leaf Sports and Entertainment. He has written for The Toronto Star, National Post, Southam News Bureau as well as news organizations across Canada. Interesting fact — With 170,000 in sales, his book, M is for Maple is the bestselling alphabet book in Canadian publishing history. His website is https://www.mikeulmer.ca/ In this episode, Mike tells his favorite mistake story about striking a journalist colleague while in flight on a plane. Why did his sense of “grandiosity and recklessness” lead to this moment that changed his life? Why was this a “favorite mistake”? How did this moment make Mike realize that he needed help so he could now lead a better life? We also talk about questions and topics including: As a cancer survivor, why is it a mistake to use the phrase “battle with cancer?” Why should people write a business book? You say in your book “everyone should” — why is that? Even if you’re not a writer? Credibility… Mistake to assume you can also speak? Mistake to write with the audience in mind? “Have to take a contrarian stance” Publishing mistakes? Predatory people in the publishing system? “When I see the term best seller… bullshit” --- Support this podcast: https://podcasters.spotify.com/pod/show/favorite-mistake/support

Episode page with video, transcript and more My guest for Episode #175 of the My Favorite Mistake podcast is Janet L. Polach, Ph.D. She is a global leadership development partner and coach. She has developed leaders in the U.S. and around the world. As a retired lieutenant colonel having spent 20 years in the Marines, Janet knows a thing or two about what it takes to be a great leader. After receiving her Ph.D. in organizational development and working with a global consulting firm in China, Janet launched her own consulting practice helping hundreds of companies across the globe including major brands and government contractors. Her no-nonsense but lighthearted approach is what separates her from the boys and creates transformational results for even the most struggling leaders. She’s also the author of the book The Seven Mistakes New Managers Make. Her website is: www.inthelead.co. In this episode, Janet tells her favorite mistake story about losing her patience and losing her temper in front of others. She was working in the private sector and realized that a business partner hadn't held of their end of the bargain. But Janet agrees we need to “live and learn,” so she shared what she learned and how she adjusted from this encounter. We also talk about questions and topics including: Praise publicly, criticize privately? What was the culture in the Marines regarding criticism Look for red flags during the interviewing process… I think of Marines as being very serious, with a serious mission… why do you think it’s important to have a “lighthearted” approach? Why write a book about leadership mistakes? Is that more helpful than saying what TO do? “We don’t train brand new leaders” How to do an effective 1×1?? Mistakes that ORGANIZATIONS make — promoting the best individual contributor to a management role? Telling managers to basically just figure out how to manage? $166 billion is spent every year on leadership training but companies are still struggling due to a lack of leadership — WHY? How does the Marine Corps teach leadership? Classroom, behaviors modeled by senior leaders? Coaching? Mistakes in change management… what mistakes to leaders make and what should they do to full engage if not excite people about change? There are many mistakes we might make in giving feedback to somebody… what comes to mind and what do you recommend? Congrats again on the publication of your book… I understand there was/were Book(s) you attempted to write but didn’t finish? --- Support this podcast: https://podcasters.spotify.com/pod/show/favorite-mistake/support