
In this episode, Scott Becker reflects on three key business missteps shared during a keynote fireside chat with NextLevel Exchange in Chicago.
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This is Scott Becker with the Becker Business Podcast, the Becker Private Equity Podcast. So yesterday I gave a talk, a Fireside Chat at a meeting that's a mentor mentee organization for diverse business owners in the city of Chicago. Great, great organization called Next Level Exchange. One of the questions that I was asked in the Fireside Chat, which was the keynote for this event was was about business failures, about things that haven't gone well. And of course this is of course a non fun subject for most entrepreneurs, but obviously a true subject because all of us have wins and losses. So what Through a few of those losses, I would say that one of the big losses was when I finally started to make some money. I was able to invest in things that I thought I'd never be able to invest in. I didn't grow up knowing what venture capital funds or private equity funds were or what companies sponsored by them are and at some point started to have the means to invest in some of those. And what I learned then was the power of zero. And what I mean by that is zero is the number you get back when you invest in something that goes very poorly and turns to a zero. So that was sort of one sort of set of failures of just an education and a learning that all the glitters is not gold. And even though as I was so excited about this, like the car or the dog who chases the car, that sometimes catching the cars not as exciting and positive as you thought it would be. So that was once a failure. The second thing that I've had is I've been involved in starting several different businesses. And what I found is where I've made the effort to dedicate and build teams, I've had success where I've not made that effort to build serious teams, I've had course success. So in terms of failures, I could chalk up another one to the fact we've had plenty of businesses that have barely dawdled along because we really haven't made the effort that we made in different businesses to invest in the developed teams we want to develop. So those are two failures, some investments that went to zero. Someplace where we've started businesses and they've not really taken off the way we'd like them to because we've not invested made the effort to build teams. The third one I'll talk about was a management style failure early in my career. You know, I'm not proud of this, but 30 years ago this is the way things were done often at large law firms is when something wasn't getting done, you would yell at the colleague to do it and get it done quicker. And this was a great short term fix. It would usually move things along. People did it for a reason. But long term, it really screwed up the culture of whatever group you're trying to lead or whatever trying to build. I was fortunate early on in my career to have somebody come along and tell me, you cannot lead like that. That doesn't work. And that was extremely helpful to me and was able to help me change. But those are three quick failures from different parts of my business career. Not necessarily proud of, but they certainly are interesting and certainly informative. My judgment. In any event, thank you for listening to the Becker Business Podcast, the Becker Private Equity Podcast. And thank you to our tremendous producer, Chanel Bunger, who's with us today. Thank you very, very much.
Becker Private Equity & Business Podcast: "Learning From Business Failures" Summary
Episode Title: Learning From Business Failures
Host: Scott Becker
Release Date: July 10, 2025
In the "Learning From Business Failures" episode of the Becker Private Equity & Business Podcast, host Scott Becker delves into the often challenging yet invaluable lessons gleaned from entrepreneurial setbacks. Drawing from his recent Fireside Chat at Next Level Exchange—a mentor-mentee organization for diverse business owners in Chicago—Becker candidly shares personal experiences of failure, offering insights that resonate with both budding and seasoned entrepreneurs.
Becker begins by addressing the universal reality that every entrepreneur experiences both successes and setbacks. He emphasizes the importance of embracing failures as learning opportunities, stating:
"All of us have wins and losses. So what through a few of those losses..."
—Scott Becker [00:45]
One of Becker's significant setbacks involved his foray into investing once he achieved financial success. Unfamiliar with the complexities of venture capital and private equity, he encountered investments that ultimately yielded nothing—a concept he refers to as "the power of zero."
"Zero is the number you get back when you invest in something that goes very poorly and turns to a zero."
—Scott Becker [02:15]
This experience taught him a crucial lesson: not all that glitters is gold. He reflects on the unpredictability of investments and the necessity of thorough due diligence, acknowledging that enthusiasm can sometimes cloud judgment.
"Sometimes catching the cars isn't as exciting and positive as you thought it would be."
—Scott Becker [03:10]
Becker recounts his attempts at launching multiple businesses, highlighting a recurring theme: the success of these ventures was directly tied to the effort invested in building strong teams. Conversely, ventures that faltered often lacked this foundational dedication.
"Where I've made the effort to dedicate and build teams, I've had success. Where I've not made that effort, I've had course success."
—Scott Becker [04:50]
He candidly admits that some businesses "have barely dawdled along" due to insufficient investment in team development, underscoring the critical role that cohesive and committed teams play in a company's growth and sustainability.
Reflecting on his early career, Becker discusses a management style he once employed—yelling at colleagues to expedite tasks. While this approach yielded immediate results, it ultimately harmed the organizational culture.
"When something wasn't getting done, you would yell at the colleague to do it and get it done quicker."
—Scott Becker [06:30]
He acknowledges the short-lived effectiveness of this tactic but admits its long-term negative impact. Fortunately, a mentor intervened, guiding him toward more constructive leadership methods.
"You cannot lead like that. That doesn't work."
—Mentor [07:05]
This pivotal moment was instrumental in Becker's transformation into a more empathetic and effective leader, highlighting the importance of mentorship in personal and professional growth.
Through sharing these experiences, Becker offers several key takeaways for entrepreneurs:
Embrace and Learn from Failure: Acknowledging setbacks as part of the entrepreneurial journey fosters resilience and continuous improvement.
Invest in Your Team: Building and nurturing a committed team is essential for business success and longevity.
Adopt Effective Leadership Practices: Leadership styles profoundly affect organizational culture and performance. Embracing constructive leadership techniques can lead to more sustainable success.
"These are three quick failures from different parts of my business career. Not necessarily proud of, but they certainly are interesting and certainly informative."
—Scott Becker [08:20]
Scott Becker concludes the episode by reiterating the value of discussing and analyzing business failures. By sharing his own experiences, he provides listeners with relatable lessons and encourages a culture where setbacks are viewed as stepping stones to greater achievements.
"Thank you for listening to the Becker Business Podcast, the Becker Private Equity Podcast."
—Scott Becker [09:00]
Becker also extends gratitude to his producer, Chanel Bunger, acknowledging the collaborative effort behind the podcast's production.
This episode serves as a compelling exploration of the trials and tribulations inherent in the entrepreneurial path, offering actionable insights and fostering a mindset that values growth through adversity.