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Five Good Questions Podcast

Welcome to Five Good Questions. I’m your host, Jake Taylor. Fact: the average American watches 5 hours of television per day. What would the world be like if we dedicated one of those hours to reading books instead? I don’t know, but I’d like to find out. So to inspire others to read more, I ask five good questions of interesting authors and share the results with you every Friday. Let’s see if together, we can’t rescue some of those lost hours. In addition to author interviews, we also publish "The Hikecast." The Hikecast is a show where interesting people take me on their favorite hikes or walks and we talk about big ideas in an unconstrained format.  No planned agendas, just deep conversations, recorded out in nature. The idea is for you to put on The Hikecast and get outside to simulate taking a hike with us.  I want you to feel like you're there with us out in nature.
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Now displaying: January, 2019
Jan 25, 2019

In this week's Five Good Questions, we're interviewing Brent Beshore about his new book, The Messy Marketplace.

Brent is the founder and CEO of adventur.es, a family of companies that acquires family-owned companies. He recently published “The Messy Marketplace: Selling Your Business in a World of Imperfect Buyers” and lives in Columbia, MO with his wife and three daughters.

Five Good Questions:
1. There’s a tremendous amount of information that needs to be sorted through before a buyer can get comfortable purchasing an entire business. What percentage of information do you shoot for before making that final decision?
2. Like any investment, you often have to pay up for quality. What’s your thought process as you balance the quality of the business versus your purchase price?
3. How do you assess capital allocation skills in a small business?
4. What’s the most preventable deal breaker you see sellers making on a regular basis? What about buyers?
5. After analyzing more than 10,000 deals, what’s been the craziest clause you’ve ever seen in a contract?

And make sure you pick up your copy of the Rebel Allocator, available now on Amazon in both digital and physical formats!

Jan 18, 2019

In this week's Five Good Questions, we're interviewing James Clear about his book Atomic Habits.

James is an author, entrepreneur, and photographer. He writes about habits and human potential on his website JamesClear.com. His focus is self-improvement that is supported by scientific research. James’s work ends up being one-part storytelling, one-part academic research, one-part personal experimentation.

Five Good Questions: 

1. What makes being thoughtful about our habits so important?
2. What are a few best practices for good habit hygiene?
3. What habit would you guess is a commonality among great investors? Or maybe, we should invert and ask what are the bad habits of investing? I’m imagining checking stock prices too often has to be up there?
4. Is there a dark side to habits? Is it possible that too much structure can sap away spontaneity, joie de vivre, and being present?
5. What’s the one bad habit that’s been hardest for you to personally break?

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