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639: Katie Gatti Tassin (Money with Katie) - Building A Media Business, The Morning Brew Acquisition, Knowing Your Retirement Number, & Living Up To High Expectations

The Learning Leader Show With Ryan Hawk

Release Date: 06/08/2025

668: Brian Kelly (The Points Guy) - Building a Media Empire, Crafting a Big Vision, Relentless Leaders, Hiring Well, Scaling Up, & How To Win at Travel show art 668: Brian Kelly (The Points Guy) - Building a Media Empire, Crafting a Big Vision, Relentless Leaders, Hiring Well, Scaling Up, & How To Win at Travel

The Learning Leader Show With Ryan Hawk

Go to for full show notes The Learning Leader Show with Ryan Hawk This is brought to you by . If you need to hire one person, hire a team of people, or transform your business through Talent or Technical Services, Insight Global's team of 30,000 people around the world has the hustle and grit to deliver. My Guest: Brian Kelly is the founder of The Points Guy, which he built from a side hustle blog into a travel media empire that he sold for $28 million. At 42, he's now an angel investor in 15+ companies, including Bilt (valued at $11 billion). In this conversation, he shares lessons on...

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The Learning Leader Show With Ryan Hawk

Go to for full show notes This is brought to you by . If you need to hire one person, hire a team of people, or transform your business through Talent or Technical Services, Insight Global's team of 30,000 people around the world has the hustle and grit to deliver. My Guest: Nick Gray is the author of The Two-Hour Cocktail Party and founder of Museum Hack. He's mastered the art of hosting events that strengthen networks and build genuine connections. In this conversation, he shares practical systems for hosting gatherings, why every leader needs a personal website, and lessons learned from...

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Go to for full show notes This is brought to you by . If you need to hire one person, hire a team of people, or transform your business through Talent or Technical Services, Insight Global's team of 30,000 people around the world has the hustle and grit to deliver. My Guest: Angie Hicks, co-founder of Angie’s List (now called Angi). She started the company at just 23, going door-to-door as a self-described introvert and non-salesperson, and turned it into a national platform trusted by millions. During our conversation, we discuss what it takes to lead with authenticity and build lasting...

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665: Pat Lencioni - Five Dysfunctions of a Team, Fear-Based Success, Working Genius, Anticipating Objections, and The Hidden Cost of Proving Yourself show art 665: Pat Lencioni - Five Dysfunctions of a Team, Fear-Based Success, Working Genius, Anticipating Objections, and The Hidden Cost of Proving Yourself

The Learning Leader Show With Ryan Hawk

Go to for full show notes The Learning Leader Show with Ryan Hawk This is brought to you by . If you need to hire one person, hire a team of people, or transform your business through Talent or Technical Services, Insight Global's team of 30,000 people around the world has the hustle and grit to deliver. My Guest: Patrick Lencioni is the founder of The Table Group and a bestselling author of 14 books, including The Five Dysfunctions of a Team and The 6 Types of Working Genius. Behind his achievements (valedictorian, straight A's, business success) were childhood wounds that drove him to prove...

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664: David Adelman - 664: David Adelman - Campus Apartments CEO and 76ers Co-Owner on Losing a Big Bet, Bar Mitzvah Real Estate Deals, His Grandfather's Holocaust Survival Story, and Building Philadelphia's New Arena show art 664: David Adelman - 664: David Adelman - Campus Apartments CEO and 76ers Co-Owner on Losing a Big Bet, Bar Mitzvah Real Estate Deals, His Grandfather's Holocaust Survival Story, and Building Philadelphia's New Arena

The Learning Leader Show With Ryan Hawk

Go to for full show notes This is brought to you by . If you need to hire one person, hire a team of people, or transform your business through Talent or Technical Services, Insight Global's team of 30,000 people around the world has the hustle and grit to deliver. My guest: David Adelman is the CEO of Campus Apartments, founder of Darco Capital, and co-owner of the Philadelphia 76ers. During our conversation, we discussed how losing a basketball bet at age 11 changed his life, investing his bar mitzvah money in real estate, becoming CEO at 25, his grandfather's Holocaust survival story, and...

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663: Priya Parker - The Art of Gathering with Purpose: Power, Preparation, Magical Questions, and the Psychology of Bringing People Together show art 663: Priya Parker - The Art of Gathering with Purpose: Power, Preparation, Magical Questions, and the Psychology of Bringing People Together

The Learning Leader Show With Ryan Hawk

Go to for full show notes Join tens of thousands of leaders pursuing excellence: This is brought to you by . If you need to hire one person, hire a team of people, or transform your business through Talent or Technical Services, Insight Global's team of 30,000 people around the world has the hustle and grit to deliver. My guest: Priya Parker is a master facilitator, conflict resolution expert, and author of the bestselling book The Art of Gathering: How We Meet and Why It Matters. Priya has spent decades facilitating difficult conversations in boardrooms, communities, and conflict zones. In...

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The Learning Leader Show With Ryan Hawk

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661: Suzy Welch - How to Identify Your Core Values, Close the Authenticity Gap, and Live with Purpose show art 661: Suzy Welch - How to Identify Your Core Values, Close the Authenticity Gap, and Live with Purpose

The Learning Leader Show With Ryan Hawk

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660: James Clear (Live at Ohio University!) - The Four Laws of Behavior Change, Systems vs Goals, Building Better Habits, Mastering the Two-Minute Rule, Having a Great Marriage, & The Plateau of Latent Potential show art 660: James Clear (Live at Ohio University!) - The Four Laws of Behavior Change, Systems vs Goals, Building Better Habits, Mastering the Two-Minute Rule, Having a Great Marriage, & The Plateau of Latent Potential

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The Learning Leader Show with Ryan Hawk

Go to www.LearningLeader.com for full show notes

This is brought to you by Insight Global. If you need to hire 1 person, hire a team of people, or transform your business through Talent or Technical Services, Insight Global's team of 30,000 people around the world have the hustle and grit to deliver. 

www.InsightGlobal.com/LearningLeader

Katie Gatti Tassin is the author of the "Money with Katie" newsletter and podcast, both acquired by Morning Brew in 2022. Katie provides fresh personal finance advice with a unique outlook, coupled with deep, self-taught knowledge.  Before founding Money with Katie in 2020, she worked professionally in marketing and user experience design for Southwest Airlines, Dell Technologies, and Meta. She’s the author of Rich Girl Nation: Taking Charge of Our Financial Futures.

Notes:

  • If you’re not curious about it, you’re not going to give it your all. But if you are, you can become relentless. Chase your curiosity and obsessions with great rigor. That passion and love for whatever the thing is can lead to big opportunities in your life.
  • Do you want 100% of a grape or 25% of a watermelon? Advice Katie got when she was considering accepting the offer to be acquired by Morning Brew.
  • The importance of having a coach. Katie talked about the life-changing impact her coach, Elizabeth, has had on her. Ambitious, motivated people who have high standards need help, too. In fact, maybe as much as anyone. It’s worth it to invest in yourself and find a person to talk with 1 on 1.
  • Parents - High expectations, straight A's or bust. Driven, hard to turn it off.
  • The Morning Brew acquisition - Money with Katie. Worked at Meta and did Money with Katie at the same time. Left for the acquisition. Austin Rief (CEO) DM'd her on Twitter and made an offer during their first 30-minute conversation.
    • Big lesson - Your IP is everything.
  • Book Dedication - “To the anonymous guy who 'works in finance' that used to relentlessly comment on my nascent website in 2018, urging me to quit writing about money and 'keep it to myself. I hope you’re well."
  • Acknowledgments - “Mom, for all those quiet days spent sitting on the floor of the Lents branch library or wandering the stacks at Barnes & Noble. Dad, for spending your time after work at the kitchen table with me every time my homework involved numbers, and for being my number one fan.”
  • How much money do you need to be financially free? Katie breaks down the 4% rule, why it works, and how it can be personalized and optimized for each person’s retirement needs.
  • High Standards Can Be a Double-Edged Sword "I am an incredibly driven person because of the people who raised me... But I also have a really hard time with turning it off. I can become very narrow-minded and obsessive about the things that I'm doing."
  • Turn Critics Into Fuel – Katie dedicated her book to an anonymous finance professional who told her to "quit writing about money" and "keep it to herself." Sometimes the best fuel comes from those who doubt you.
  • Money Transparency in Families Creates Advantages – Katie's parents openly discussed finances, including sharing their income. "I never really thought of it as something that was taboo... made it a lot easier for me now as an adult."
  • The Power of Life Coaching for Entrepreneurs – After initial skepticism, Katie found a life coach who told her, "You are way too in your head. You are way too concerned with the minutia. You don't even know where you wanna go yet."
  • Intellectual Property is Everything in Negotiations "Your intellectual property is the most valuable thing that you are negotiating over... The primary value of the thing that I'm spending 60 hours a week working on needs to be accruing to me."
  • The 25x Rule for Financial Freedom – Based on the 4% withdrawal rule: "Once you have accumulated 25 times your annual spending... You should theoretically be able to use 4% of that amount every year, withdraw it, and live on it."
  • Marriage Changes Everything Financially "Marriage is the most legally significant thing you will do in your life other than die, and you don't get so much as a leaflet about how your rights have just changed."
  • Prenups Aren't About Distrust – They're about legal protection, especially for anyone who might leave the workforce. "If you spend decades out of the workforce... You need to ensure that if your partnership ends someday... You will have a certain amount of income."
  • Desire Drives Excellence "If you're not curious about it, you are not going to give it your all... There is such a difference in outcomes. If I am really into something that I'm working on, it's gonna be second to none."