My Favorite Mistake: Business Lessons from Failures and Success

Sabrina Stocker on the Role of Mistakes in Business and on The Apprentice UK: Lessons from a PR Expert

Finalist on The Apprentice UK
Show notes, video, transcript, and more
My guest for Episode #189 of the My Favorite Mistake podcast is Sabrina Stocker, a tennis player turned entrepreneur, an international speaker, and a finalist for the BBC One show, The Apprentice.
She’s founded multiple businesses, and she is now a publicist and the Founder of Two Comma PR – a Public Relations firm. She wants to inspire and help others to become the best versions of themselves, specifically through helping start and scale their business.
In this episode, Sabrina tells her favorite mistake story about listening to somebody else's advice when she was running a startup tennis events business. Why was she “fueled by fire” when she returned from a long break and was that a mistake to be driven by frustration and a desire to beat a rival instead of an intrinsic drive to serve customers? Did she make mistakes on The Apprentice?
We also talk about questions and topics including:
As a tennis player, what was your perspective on mistakes? Mistakes in strategy, when to adjust? Mistakes on a particular shot? Coaching players how to think about mistakes?
“Unforced errors” as a phrase in tennis…
As a leader — can’t blame… “human error is always going to happen”
The Apprentice UK — tell us about Lord Alan Sugar
Mistakes while on The Apprentice? Did you get fired because of a mistake?
More room to recover from a career mistake at your age?
You’ve done a lot at a young age… started your first business at 14 — what was that?
Benefits of learning from mistakes at a young age? Was that anything you were aware of?
Social media mistakes?
Mistakes related to P.R.?
Mistake to send repeated automated follow up emails on a pitch?
---
Support this podcast: https://podcasters.spotify.com/pod/show/favorite-mistake/support

Simon T. Bailey on The Consequences of Honesty: Insights from a Former Disney Executive

Keynote speaker, author, coach, and more
Episode page with video, transcript, and more
My guest for Episode #188 of the My Favorite Mistake podcast is Simon T. Bailey. He’s a keynote speaker, a success coach, an author, a television host, and philanthropist — he has worked with over 2,000 companies in 50 different countries.
SUCCESS magazine calls Simon one of the top 25 people who will help you reach your business and life goals.
He’s the author of books including Release Your Brilliance: The 4 Steps to Transforming Your Life and Revealing Your Genius to the World and his most recent book, Ignite the Power of Women in Your Life – A Guide For Men.
Before starting his company, he worked for the Walt Disney Company, including four years as the Sales Director for the Disney Institute. His degrees include a master’s from Faith Christian University and three honorary doctorate degrees.
His main website is SimonTBailey.com and his book’s website is IgniteThePowerofWomen.com.
In this episode, Simon tells his favorite mistake story from his time as a Disney executive. Why did he violate the rule of “never talk to the media unless authorized” — and why did his boss ask “what were you thinking?” Was that “career suicide” or did it “change the trajectory” of his future? What can we learn from his experience?
We also talk about questions and topics including:
Your career transition?
Tell us about your latest book, Ignite the Power of Women… what was the spark that led to it?
How much do men need to help vs. getting out of the way?
Why do you say this is now “the age of the woman”?
“Coaching is not telling, it’s asking”
You say gender equality benefits everyone… how does gender equality benefit men?
Intersectionality — Different support for a woman of color?
You wrote that it took 3 years to write the book — ten drafts, 3 title changes… tell us more about that journey and bringing it to the finish line?
Your next book?
Tell us a little bit about a non-profit that you support, Global Servants and what they do… globalservants.org
Find Simon on social media:
LinkedIn
Instagram
Facebook
TikTok
YouTube
Twitter
---
Support this podcast: https://podcasters.spotify.com/pod/show/favorite-mistake/support

Manufacturing Executive Martina Kuhlmeyer Had Too Many High-Priority Initiatives

Founder of Power Up Your Team
Episode page with video, transcript, and more
My guest for Episode #187 of the My Favorite Mistake podcast is Martina Kuhlmeyer, the Founder of Power Up Your Team — and she’s the host of a podcast with that same name.
As Leadership Coach and Team Building Strategist, she is guiding CEOs and Founders in high-growth companies to build a resilient team so they can scale and win in the marketplace.
Prior to becoming an entrepreneur, Martina spent 30+ years working for small and several fortune 100 companies, including General Electric, Textron, Fidelity Investments and Liberty Mutual. Martina held a variety of executive roles focused on continuous improvement AND driving large strategic change initiatives. As P&L owner, she managed the successful turnaround of a $1.3 billion asset portfolio management company.
Martina was born and raised in Germany.
In this episode, Martina tells her favorite mistake story about starting to use a management process called “strategy deployment” (a.k.a. "hoshin kanri") and how she overcomplicated it by having too many “high-priority” initiatives. Why did she and others on her team make that mistake? How did they recover? And how did they work to create a culture that adjusts and learns from mistakes?
We also talk about questions and topics including:
We were introduced by Karyn Ross from Episode 3
Karyn's foundation - the Love and Kindness Project
“Strategy Deployment” (or “Hoshin Kanri“)
What was the Impact of this mistake? – over processing
What did you learn and how did you adjust? — “reflection and insight”
A mistake to think you’re going to do something new in a perfect way?
Mistake of having too many “high priority” initiatives?
How do you create a culture in an organization where learning from mistakes is a reality?
Mistake to use too much jargon around continuous improvement?
“Strategy alignment” vs “strategy deployment”
Mistake to have a large scale initiative (like Lean or Six Sigma) when the CEO isn’t full leading it?
Tell us about the podcast
---
Support this podcast: https://podcasters.spotify.com/pod/show/favorite-mistake/support

Professor John Grout on Preventing Mistakes, Yet Learning From Them When They Happen

Professor, former business school dean, expert on mistake proofing
Episode page with video, transcript, and more
My guest for Episode #186 of the My Favorite Mistake podcast is John Grout. He is the former dean of the Campbell School of Business at Berry College in Rome, Georgia.
He’s the current Chair of the Technology, Entrepreneurship, and Data Analytics Department and the David C. Garrett Jr. Professor of Business Administration. John has overseen the development, approval and implementation of Berry College’s Creative Technologies program and Berry’s makerspace, HackBerry Lab.
Dr. Grout has researched mistake-proofing extensively and published numerous articles on mistake-proofing. In 2004, John received the Shingo Prize for his paper, “The Human Side of Mistake-Proofing” with Douglas Stewart. John has also consulted with a large variety of firms to mistake-proof their processes. Check out his website, www.MistakeProofing.com.
He’s also published “Mistake-Proofing the Design of Health Care Processes” a book that’s freely available online.
In this episode, John tells his favorite mistake story about using early mistakes to learn and then win a tower-building exercise, defeating a number of “A students” in the process. From John's story, what does that teach us about learning from mistakes — early and often — in a way that propels toward success? Why is this an entrepreneurship lesson (or a human lesson) and not just an engineering lesson?
We also talk about questions and topics including:
Surprisingly, it’s the A students” who think they know how the world works
Knowing vs. Experimenting?
“It’s all about the scientific method” — Lean Startup
PDCA = Plan Do Check Adjust
Others didn’t observe and learn from your mistake?
Spaghetti building – kindergartners vs. MBA
TED talk — the god complex, trial and error
Small tests of change = mistake mitigation method
Chick-fil-A, ThedaCare, and rapid prototyping
ThedaCare stories
Adam Savage – Every Tool's a Hammer book
How do you define mistakes? Strict definition vs common definition?
mistakes —
(strict definition) conscious deliberation that leads to selecting the wrong intention.
(common definition) synonym for error. For example, the term mistake-proofing uses the common definition since mistake-proofing is used more to prevent slips than mistakes (using strict definition)
Errors – breaks down then into mistakes vs slips
Mistake – do what you intended to do
Slips — right intent but not executed well
How do you define “mistake proofing”?? Or Slip-Proofing
How do we decide if mistakes or slips are preventable? “Different vocabularies” for each…
Why are checklists the “weakest form of mistake proofing”?
Some recent examples you’ve seen of mistake proofing in everyday life?
Be careful signs…
“How can I make this process fail? Make it fail in a benign way…”
The language around “mistake proofing” or “error proofing” vs. — is it a mistake to say things like “fool proofing” or “idiot proofing”??
---
Support this podcast: https://podcasters.spotify.com/pod/show/favorite-mistake/support

Dr. mOe Anderson Took a New Job Without Knowing Who the Employer Was

Dentist, author, podcaster, speaker, and more
Episode page with video, transcript, links, and more
My guest for Episode #185 of the My Favorite Mistake podcast is Dr. Monica Anderson, a.ka. Dr. mOe. She is a dentist… she is and does many things… including bestselling author, podcast host, dynamic “mOe-tivational” speaker, cancer survivor, and leader of the non-profit, Drop The Drugs, Inc.
She has been featured in numerous media outlets, including Parade Magazine, Fox News, and ABC’s Good Morning Texas. And now, here!
Dr.mOe couples her business and personal experiences, to share game-changing, powerful life lessons with both humor and passion. And, by the way, I didn't make a mistake in the capitalization of her nickname!
Dr. mOe has published several books, including her 2021 novel, Never Close Your Heart, and her most recent
Dr. mOe has published several books, including her 2021 novel, Never Close Your Heart, and her most recent book Launch Your Self-Publishing Journey: The Busy Author’s Guide to Write, Publish, and Sell Your Book Fast!
Her podcast is “Perpetual mOetion With Dr mOe Anderson.”
In this episode, Dr. mOe tells her favorite mistake story about signing a contract to take a job, without knowing the name of the organization! Why did it seem like a huge mistake to take that job (under those conditions) and how did it turn out to be a great learning opportunity for her through those challenges? What did she learn about the mistakes we can make when changing jobs?
We also talk about questions and topics including:
Not a mistake to leave private practice?
Mistake to accept a job not knowing WHO the client was, signed a contract…
The non-profit she leads, Drop The Drugs, Inc.
As a dentist – what are you taught (school or workplace) about dealing with possible mistakes as a dentist?
Preventing vs. correcting mistakes in dental work?
You've written multiple novels and then non-fiction books including that book about self-publishing — what got you started as a writer?
Tell us about your podcast – “Perpetual mOetion With Dr mOe Anderson”
Find Dr. mOe on social media:
Facebook
Twitter
Instagram
LinkedIn
YouTube
---
Support this podcast: https://podcasters.spotify.com/pod/show/favorite-mistake/support

CEO Bryan Clayton Thought Outsourcing Technology Development Would Be Better Than Building It

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

Psychologist Kristin Neff Was a ”Mama Bear” in Defending Her Ph.D. Student and Had to Apologize

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

Search Firm CEO Gene Rice: Youthful Ego and an Impulsive Decision Could Have Ruined Him

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

Thought She Needed to Have All the Answers as Manager: Pamela Kellert

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

Tech Expert Dave Sobel ”Really Screwed Up” His First Company Acquisition

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