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The Learning Leader Show With Ryan Hawk

As Kobe Bryant once said, “There is power in understanding the journey of others to help create your own.” That’s why the Learning Leader Show exists—to understand the journeys of other leaders so that we can better understand our own. This show is full of learnings taught by world-class leaders—personal stories of successes, failures, and lessons learned along the way. Our guests come from diverse backgrounds—CEOs of multi-billion dollar companies, best-selling authors, Navy SEALs, and professional athletes. My role in this endeavor is to talk to the smartest, most creative, always-learning leaders in the world so that we can learn from them as we each create our own journeys.
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Sep 24, 2017

Mike McDerment is the co-founder and CEO of FreshBooks, the world’s #1 cloud accounting software for self-employed professionals. Built in 2003 after he accidentally saved over an invoice, Mike spent 3.5 years growing FreshBooks from his parents’ basement. Since then, over 10 million people have used FreshBooks to save time billing, and collect billions of dollars.

The Learning Leader Show

"We give trust to earn trust. Lead with trust. That's the world I want to live in."

Show Notes:

  • Sustained Excellence. Common Themes of Leaders who Sustain Excellence:
    • Been through something hard
    • Strong morals - set of values, make upstanding decisions, believe in people, don't compromise
    • Creative
    • Surround self with great people
    • Strong desire to grow
    • Default Trust to "ON"
  • First Principles -- Distill things down to underlying system: The act of taking a problem and breaking it down
  • Building FreshBooks -- "I didn't know anything about anything."
  • The #1 place to work -- have won awards for their culture
  • What do you do? "We are in the business of saving people time."
  • Moving to his parents basement to start the business... Running lean
  • Culture takes deliberate thought
    • Must have people who are diverse but share your values
    • Need guidelines/rule sets
  • The 9 Values:
    • Passion - Love your craft
    • Ownership
    • Results
    • Change - Bring learning and growth
    • Honesty
    • Fun - Deliberately make it fun
    • Empathy
    • Strive - Stretch
    • Trust
    • Secrecy - Open inside, but nothing leaves from inside
  • Values/Culture used in 2 ways
    • Publicly recognize people living the values
    • Swiftly eliminate people who don't embody those values - Listen, hear, be open. Recognize that cultures need to be hacked, evolve, change.
  • Inner office dating? Why is that promoted? What does it mean?
  • Everyone spends the first month in customer service. All build that foundation -- Why they prolong onboarding and how that leads to long term success
  • Make decisions today to win in 3-5 years
  • Decided to re-platform even though the rule is to "never re-write or re-platform"
  • "How do you minimize risk, but maximize impact?"
  • "Something that no one had ever done before. Create a new company in secret."
  • Lead with trust: "We give trust to earn trust. Lead with trust. That's the world I want to live in."
  • Imposter Syndrome and FEAR. Embracing it
  • "Getting comfortable with being uncomfortable" -- It's the path to growth. Nobody has all of the answers
  • Advice to 20 year old -- He was lost, not doing well. Realize that everyone else is too. Nobody knows what they are doing even if it looks like they do."
  • Read -- E Myth (Michael Gerber), Idea Virus (Seth Godin), Execution (Ram Charan)
  • Learning Leader -- Per Mike, "That's me." The challenge & personal growth.

"How do you minimize risk and maximize impact?"

Social Media:

More Learning:

Episode 078: Kat Cole – From Hooters Waitress To President of Cinnabon

Episode 216: Jim Collins -- How To Go From Good To Great

Episode 179: How To Sustain Excellence - The Best Answers From 178 Questions

Episode 107: Simon Sinek – Leadership: It Starts With Why

Episode edited by the great J Scott Donnell

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