555 episodes

The Going Deep with Aaron Watson podcast is a forum for having meaningful, deep conversations about the passions, fears and problems of people from all walks of life. Guests talk about entrepreneurship, sports, finance, comedy and lifestyle design.

Going Deep with Aaron Watson Aaron Watson

    • Business
    • 4.9 • 116 Ratings

The Going Deep with Aaron Watson podcast is a forum for having meaningful, deep conversations about the passions, fears and problems of people from all walks of life. Guests talk about entrepreneurship, sports, finance, comedy and lifestyle design.

    31 Alan C on retiring at 35

    31 Alan C on retiring at 35

    Alan shared an hour of his time to explain how he was able to retire at 35 and lays out the principles by which he lived.

    Alan’s three core principles


    Keep your spending in check so you save a lot - preferably by automating your savings
    Seek out ways to increase your income through education, hard work, and challenging careers
    Implement a sound investment strategy that keeps fees low and generates high rates of return early on

     

    Alan discusses the merits of going back to school to get a graduate degree. He also explains why living in a low-cost city like Pittsburgh was a boon and how he lost more than 100 lbs after he retired.

     

    THIS EPISODE WAS RECORDED ON SEPTEMBER 30TH, INTERNATIONAL PODCASTING DAY, at the EPICAST NETWORK STUDIOS.

     

    Alan’s Challenge; Keep a journal of all your expenses for one week and reflect on necessary vs. discretionary purchases. By investing savings in securities generating an average of 10%/year (i.e. total stock market funds), in 20 years, each dollar saved could turn into $7. If you’d rather have the $7, automate your savings.

     

    Reading Suggestion; BogleHeads

     

    Connect with Alan

    LinkedIn

    • 37 min
    573 The Key to Clear Thinking w/ Shane Parrish (Farnam Street)

    573 The Key to Clear Thinking w/ Shane Parrish (Farnam Street)

    Shane Parrish is the founder, curator and wisdom seeker behind Farnam Street. He is also  a bestselling author and entrepreneur known for his popular podcast The Knowledge Project and Brain Food newsletter.

    Originally a personal blog where Shane could explore the discoveries made by others about decision-making, purposeful living, and the mechanics of the world, it swiftly transformed into a leading website for personal development.

    Shane Parrish just released his book Clear Thinking. It is a book that equips you with the instruments to identify those pivotal moments capable of altering your path and influencing how you navigate the crucial gap between stimulus and response.

    In this episode, Aaron and Shane discuss the importance of clear thinking, identifying blind spots, and making better decisions. They also explore the power of reading and the impact it can have on our lives. 



    Shane’s Challenge: I want to know which part of that book changed your life, which part of that book changed your thinking.




    Connect with Shane Parrish

    Linkedin

    Twitter

    Website



    If you liked this interview, I'm confident you'd also enjoy the content on my YouTube channel. You will think more clearly after consuming some of the video essays on the channel, including our breakdown of why Apple is Screwed if China ends up invading Taiwan.



    Underwritten by Piper Creative

    Piper Creative makes creating podcasts, vlogs, and videos easy. 

    How? Click here and Learn more.

    We work with Fortune 500s, medium-sized companies, and entrepreneurs.



    Follow Piper as we grow

    YouTubeSubscribe on iTunes | Stitcher | Overcast | Spotify

    • 39 min
    572 Former Bridgewater CEO’s American Dream w/ David McCormick

    572 Former Bridgewater CEO’s American Dream w/ David McCormick

    David McCormick is the former CEO of Bridgewater Associates, one of the world’s largest hedge funds. He has also previously worked in the Bush White House and as President of FreeMarkets, a Pittsburgh-based startup from the early 2000s.

    He accomplished the sale of FreeMarkets to Ariba in 2004 for an estimated sum of $500 million and ensured that his team retained their jobs after the acquisition.

    McCormick ran in the GOP primaries for Pennsylvania senator against Dr. Mehmet Oz in 2022. It is speculated that he may run again in 2024 against Democratic incumbent Bob Casey.

    In this episode, Aaron and David talk about his winding career, his book Superpower In Peril, and the major points in his game plan to renew America.



    David McCormick’s Challenge; Embrace the privilege and responsibility to be born in the greatest country in the world by registering to vote.



    Connect with David McCormick

    Linkedin

    Twitter

    Website



    If you liked this interview, check out our episode about Storing Family Memories Forever & Losing $1 Billion w/ Glen Meakem



    Underwritten by Piper Creative

    Piper Creative makes creating podcasts, vlogs, and videos easy. 

    How? Click here and Learn more.

    We work with Fortune 500s, medium-sized companies, and entrepreneurs.



    Follow Piper as we grow

    YouTube



    Subscribe on iTunes | Stitcher | Overcast | Spotify 

    • 49 min
    571 Niche Strategy to $2 Billion Real Estate Portfolio w/ Chris Powers (Fort Capital)

    571 Niche Strategy to $2 Billion Real Estate Portfolio w/ Chris Powers (Fort Capital)

    Chris Powers is the Founder & Executive Chairman of Fort Capital. Fort Capital is a Fort Worth, Texas-based Real Estate Private Equity firm. 



    In 2016, Chris made the decision to focus on Class B Industrial full time and that is where the firm has dedicated the majority of its resources since.



    After graduating in 2008, Chris started a leasing and property management business and flipped houses on the side. Wells Fargo gave him a $250,000 line of credit, and the plan was to keep flipping homes near TCU. Chris started buying foreclosed homes all over the Dallas Fort Worth area. From there, he started building high-end custom homes. He later got into land development and entitlement for several years, where he would assemble unentitled urban land and take the entitlement risk to develop from ground-up. He has since learned the value of focusing on a specific niche.In this episode, Aaron and Chris talk about how he's built his team, how he balances the identity of investor and entrepreneur, and how focusing on a specific niche of real estate has led to stratospheric growth.

    Chris Powers’ Challenge;  if you don't have a mentor, go find someone that you trust that will pass their wisdom on to you.


    Connect with Chris Powers

    Linkedin

    Twitter

    Website



    If you liked this interview, check out our episode with Brent B. Shore. His firm, Permanent Equity, specializes in buying small businesses and has built their specialty and niche focus.



    Underwritten by Piper Creative

    Piper Creative makes creating podcasts, vlogs, and videos easy. 

    How? Click here and Learn more.

    We work with Fortune 500s, medium-sized companies, and entrepreneurs.

    Follow Piper as we grow

    YouTube

    Subscribe on iTunes | Stitcher | Overcast | Spotify

    • 46 min
    570 Mergers & Acquisitions Advice w/ David Tobin

    570 Mergers & Acquisitions Advice w/ David Tobin

    David Tobin is the Founder and Managing Partner of TobinLeff, where they help clients convert business value into family wealth. 



    David is a serial entrepreneur who has founded, grown, and sold four companies. David has worked with over 100 businesses to build value, retain key employees, and achieve profitable exits.



    TobinLeff is an M&A advisory and exit planning firm that assists business owners in maximizing enterprise value and converting it into personal wealth. They offer consulting services to prepare companies for transactions, M&A services for acquisitions and sales to strategic buyers and private equity groups, and exit planning services such as management buy-out plans.



    In this episode, Aaron and David talk about how these mergers and acquisition transactions occur, who the important parties are, what the most important terms are as a part of these deals, and a whole lot more.



    David Tobin’s Challenge; Do vision planning, and make sure you have a mission that truly ties to this vision. 




    Connect with David Tobin
    Linkedin

    Website



    If you liked this interview, check out our episode on How to Sell a Midsize Digital Agency w/ Amanda Dixon (Barney)



    Underwritten by Piper Creative



    Piper Creative makes creating podcasts, vlogs, and videos easy. 

    How? Click here and Learn more.

    We work with Fortune 500s, medium-sized companies, and entrepreneurs.



    Follow Piper as we grow

    YouTubeSubscribe on iTunes | Stitcher | Overcast | Spotify

    • 40 min
    569 Timeless Wisdom w/ Kevin Kelly

    569 Timeless Wisdom w/ Kevin Kelly

    Kevin Kelly co-founded Wired magazine in 1993, served as its Executive Editor for its first seven years, and was a pioneer from the early days of the internet. He is an author of several bestselling books and is a return guest on this podcast.

     

    Kevin’s book Excellent Advice for Living is a small book of wisdom, in a pocketable format with 450 tweetable bits of advice that he wished he had known earlier. Kevin was prompted to collect these thoughts after a recent birthday caused him to reflect on which lessons he could pass to his children.



    In this episode, Aaron and Kevin talk about aphorisms, why it was important for him to write this book now, and the impact he hopes he has on his family.





    Kevin Kelly’s Challenge; Think about how to be a good ancestor. Work on one good thing that you think your future generation will thank you for, or thank your great grandparents for something that they have done that you’re proud and thankful for.




    Connect with Kevin Kelly
    Twitter

    Website

    Excellent Advice for Living: Wisdom I Wish I'd Known Earlier



    If you liked this interview, check out our episode about Four Huge Startup Exits w/ Jason Wolfe



    Underwritten by Piper Creative



    Piper Creative makes creating podcasts, vlogs, and videos easy. 

    How? Click here and Learn more.



    We work with Fortune 500s, medium-sized companies, and entrepreneurs.



    Follow Piper as we grow

    YouTube

    Subscribe on iTunes | Stitcher | Overcast | Spotify

    • 41 min

Customer Reviews

4.9 out of 5
116 Ratings

116 Ratings

PaigeBPodcasting ,

Great Show!

Aaron is an excellent host who invites the most captivating guests on his show. Every episode leaves me with invaluable insight that I can use to improve my company or myself. I strongly suggest listening to this podcast!

EricWitmer ,

Rare to find something this good!

Such a good variety of conversations. Appreciate this show a lot. Highly recommend to those looking to learn and grow.

caleb_podcasts ,

Awesome podcast!

I love this podcast because Aaron does a great job of talking about a diversity of topics which allows me to learn so much!

Top Podcasts In Business

NerdWallet Personal Finance
Ramsey Network
Money News Network
Dan Fleyshman
Udemy
Her First $100K

You Might Also Like

Courtland Allen and Channing Allen
Will Smith
Real Vision Podcast Network
Ted Seides – Allocator and Asset Management Expert
Anthony Pompliano
Harry Stebbings