
074: Take The Guesswork Out Of Growth - Bill Flynn
05/13/20 • 43 min
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Bill Flynn is not your ordinary author, speaker, coach, and student. As a kid, Bill Flynn wanted to be a professional ice hockey player. He played in college during his freshman year and some of his teammates even went on to the NHL, but at the end of the year, Bill felt that his love for the game had dwindled. He traded his time on the ice for a job at a pizza restaurant where he worked for several years, gaining increased responsibilities and developing a great work ethic. It was fun, but not his life’s work.
Upon graduation, Bill landed a sales role at a computer products company and then, as he puts it, he got lucky. He went to work for a company called Dragon Systems which developed voice-activated software. Bill said it was the most rewarding job he ever had as a salesperson because they actually changed the lives of their customers, people with disabilities.
After his time at Dragon, Bill got into the world of startups. He worked for 10 different tech startups over the next 25 years serving in a variety of roles all the way up to CEO and President. Today, he is an author, speaker, entrepreneur, coach, and student.
In this week’s Work From The Inside Out podcast, Bill Flynn shares his career trajectory:
- His book Further, Faster, The Vital Few Steps That Take The Guesswork Out Of Growth is hot off the presses.
- Bill’s mission is to help growth-oriented leaders focus on the few things that truly matter to them, their customers, and team members.
Listen, subscribe and read show notes at www.tammygoolerloeb.com/podcasts/ - episode 074
Bill Flynn is not your ordinary author, speaker, coach, and student. As a kid, Bill Flynn wanted to be a professional ice hockey player. He played in college during his freshman year and some of his teammates even went on to the NHL, but at the end of the year, Bill felt that his love for the game had dwindled. He traded his time on the ice for a job at a pizza restaurant where he worked for several years, gaining increased responsibilities and developing a great work ethic. It was fun, but not his life’s work.
Upon graduation, Bill landed a sales role at a computer products company and then, as he puts it, he got lucky. He went to work for a company called Dragon Systems which developed voice-activated software. Bill said it was the most rewarding job he ever had as a salesperson because they actually changed the lives of their customers, people with disabilities.
After his time at Dragon, Bill got into the world of startups. He worked for 10 different tech startups over the next 25 years serving in a variety of roles all the way up to CEO and President. Today, he is an author, speaker, entrepreneur, coach, and student.
In this week’s Work From The Inside Out podcast, Bill Flynn shares his career trajectory:
- His book Further, Faster, The Vital Few Steps That Take The Guesswork Out Of Growth is hot off the presses.
- Bill’s mission is to help growth-oriented leaders focus on the few things that truly matter to them, their customers, and team members.
Listen, subscribe and read show notes at www.tammygoolerloeb.com/podcasts/ - episode 074
Previous Episode

073: Inside… Work From The Inside Out - Anne Sugar
Today, I am the interviewee. Executive Coach Anne Sugar graciously offered to interview me on Work From The Inside Out. You may recall that Anne was my guest a few episodes ago and at that time we decided it would be fun for her to turn the tables on me. As with many adventures, I stepped into the unknown, trusting Anne to take the ball and run with it. I hope you will listen and enjoy it!
In this episode I share my experience of being a podcaster and soon-to-be author:
- "Here's an AHA. In my earlier career, I was deeply unhappy in some of my past jobs, and I found my way to something that I love to do, coaching. I assumed I was going to interview people who had experienced similar misery and found their way to happiness as I did. Not necessarily true. While there are other people out there like me, those are generally not the people who have become my podcast guests."
- "I'm always appreciative when my guests are willing to go a little deeper and share how the impact of a significant life event spurred them towards some meaningful action."
- My book (untitled) is about the stories and themes of my podcast guests who have navigated a variety of career and professional transitions. The purpose of the book is to inspire the reader to engage in their own transition, if they so choose, by reflecting on the stories and assimilating the lessons learned through the themes threaded throughout the book.
Listen, subscribe and read show notes at www.tammygoolerloeb.com/podcasts/ - episode 073
Next Episode

075: Small Pond, Big Impact - Michael Roderick
Mike Roderick has always been interested in solving problems and looking at things differently. His elementary school teachers said he had an overactive imagination, creating entire worlds out of a box of crayons.
Once he got to high school, Mike took a more entrepreneurial approach as he was often initiating and pulling things together. For instance, he noticed that the English department had far less funding that the sports department had, so he came up with the idea to have a battle of the bands’ fundraiser for his school’s English department, and filled the entire auditorium. Mike jokes that it's the night he beat George Lucas. The actual date for the Battle of the Bands had been set for when Return of the Jedi was being released. So they changed the date and then the movie theaters changed the date again. The school went ahead with the battle of the bands. Mike packed the auditorium, raising a lot of money for the English department.
Today, Mike Roderick is the CEO of Small Pond Enterprises. Small pond enterprises is a consulting company and educational resource for solopreneurs, entrepreneurs, and intrepreneurs who want to accelerate the success of their business. Mike's unique methodology comes from his own experience of going from being a high school English teacher to a Broadway producer in under two years.
In this week’s Work From The Inside Out podcast, Mike Roderick shares his career trajectory:
- Mike hosts the podcast, Access to Anyone, which shows how you can get to know anyone you want in business and life using time tested relationship-building principles.
- He raised big dollars for Broadway productions while teaching high school English.
Connect with Mike here:
https://www.facebook.com/smallpondenterprises/
https://www.linkedin.com/in/michael-roderick-1161571/
@michaelroderick
http://www.smallpondenterprises.com/
Listen, subscribe and read show notes at www.tammygoolerloeb.com/podcasts/ - episode 075
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