My Favorite Mistake: Business Lessons from Failures and Success

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

West Point Graduate Becky Margiotta Thought She Would Get an A for Effort Instead of Managing Outcomes

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 Ian Small Was Told He ”Needs to Learn to Listen Better”

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

Therapist Emily Learing’s Child Care Program Mistake Could Have Been Worse, Opened New Possibilities

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

Canadian Journalist & Author Mike Ulmer Learned From a Conflict With a Colleague

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

Marine LTC Janet Polach Lost Her Temper in a Corporate Meeting — It Was a Bad Fit

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

Six Sigma Black Belt Jonathon Andell Gloated About Solving a Quality Problem

Episode page - video, transcript, and more
My guest for Episode #174 of the My Favorite Mistake podcast is Jonathon Andell. He has been a quality professional since 1987, was one of the world’s first certified Six Sigma Black Belts in 1992, and has been a consultant since 1998, and a Fellow of the American Society for Quality since 2008.
Among Jonathon’s global clients are leading firms in such diverse industries as: aerospace, automotive, construction, design, electronics, food, healthcare, insurance, manufacturing, pharmaceuticals, service, software, and telecommunications. He has published and presented extensively.
Jonathon has a BS in Metallurgical Engineering from Purdue and MS in Metallurgy from Penn State. He is an avid amateur musician and a passionate community service volunteer.
In this episode, Jonathon tells his favorite mistake story about “gloating a bit” when his younger self (a “hot shot”) solved a difficult quality problem at work. Why did that damage some relationships and how did he get helpful feedback about that?
We also talk about questions and topics including:
Solving problems – sometimes people don’t want to admit problems
Data driven… people and emotions and empathy, not just data
Six Sigma mistakes?? Expert driven – “elitist”
30 Rock mocking Six Sigma?
Mistake to “rank and yank” ala Jack Welch?
“Huge opponent of rank and yank” — at Amazon?
Brian Joiner “Fourth Generation Management” book
Creating a culture where it’s safe to talk about mistakes — what’s necessary for this?
Training people but then not letting them use Six Sigma afterward
Working on a book with John Thacker
---
Support this podcast: https://podcasters.spotify.com/pod/show/favorite-mistake/support

Teresa de Grosbois: Her Failed Africa Charity Opened Unexpected Doors

Author of "Mass Influence"
Episode page with episode, transcript, and more
My guest for Episode #173 of the My Favorite Mistake podcast is Teresa de Grosbois. She is the Founder of the Evolutionary Business Council, an International Speaker and the #1 International Bestselling author of Mass Influence: The Habits of the Highly Influential, which is now a best seller in seven countries.
You can download a complimentary digital version of the book here.
A 4X International Bestselling Author, Teresa teaches marketing courses around the globe to business leaders and entrepreneurs on how to create massively successful word of mouth campaigns.
As the Chair of the Evolutionary Business Council, Teresa leads an International, Invitation-Only Council of Speakers and Influencers dedicated to teaching the principles of success.
In this episode, Teresa tells her favorite mistake story about creating a non-profit organization in Sudan that failed. Why did she “quickly realize this wasn't right”? What did she learn from this and how did that experience in Africa lead to the unexpected opening of doors to better opportunities?
We also talk about questions and topics including:
How did you create 3 best sellers in 8 months?
What if you’re reaching out to influencers and not getting a response?
From the book the book – habits and mistakes people make in trying to influence others
Do aspiring influencers mistake self promotion and bragging?
Should spend more time on building relationships with other influencers?
Never talk about yourself vs. always talking about yourself?
“Influencer” (like social media) vs true influence?
A mistake to think you’re trying to reach “everyone”? Or is “all business leaders at all levels” even too broad to be effective?
What’s the difference between “practicing at business” vs. being “aligned with your passion”?
How common is the mistake of “focusing on how you make money” instead of “the service that you want to bring to others”?
Big mistake — not choosing who you want to play with based on fully respecting that person?
Tell me about the Evolutionary Business Council…
---
Support this podcast: https://podcasters.spotify.com/pod/show/favorite-mistake/support

Jim McCann’s Favorite Mistake in Buying the 1-800-FLOWERS Phone Number

Founder / Chairman of 1-800-FLOWERS
Episode page with video, transcript, and more
My guest for Episode #172 of the My Favorite Mistake podcast is Jim McCann, the founder and chairman of 1-800-FLOWERS, one of the first companies to pioneer and popularize the use of both toll-free telephone numbers and Web sites to sell goods and services directly to consumers.
Jim is a highly successful entrepreneur, public speaker and published author with titles including Talk is (Not!) Cheap: The Art of Conversation Leadership) — his passion is helping people deliver smiles. Jim’s belief in the universal need for social connections and interaction led to his founding of 1-800-FLOWERS, which he has grown into the world’s leading Florist and Gift Shop and Celebrations.com, a leading website for expert party planning content and advice.
In this episode, Jim shares his “favorite mistake” story that involves what was otherwise a very good decision — acquiring the 1-800-FLOWERS telephone number. But what was the mistake involved in buying the company that had the number assigned to it? Why couldn't he just buy the number? What mistake led to Jim taking on millions of dollars of debt from that company? How did Jim learn and apply the lesson that “being cheap” and not relying on experts can cause a lot of problems?
We also talk about questions and topics including:
Learning to not repeat that mistake around due diligence?
Finding the balance between saying mistakes are OK without just wildly trying things
What the FedEx founder, Fred Smith, said to Jim that turned out to be very incorrect about shipping flowers
Is it a mistake to spend too much time reflecting on mistakes?
Lessons from 10-step programs, remove the shame or embarrassment from mistakes
You were approached to be one of the first companies or bosses featured “Undercover Boss” — Turned it down 3 times — was that a mistake?
Learning about the business? Advice for other leaders about doing this without going undercover?
“A lot of it comes down to culture and leadership”
---
Support this podcast: https://podcasters.spotify.com/pod/show/favorite-mistake/support