PodcastsBusinessThe David Guttman Podcast

The David Guttman Podcast

David Guttman
The David Guttman Podcast
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71 episodes

  • The David Guttman Podcast

    #70 What Poker Teaches You About Risk Management in Business and Investing | Jaymes Rosenthal

    14/04/2026 | 1h 19 mins.
    Before you play a single hand of poker, before you take a single golf swing, Jaymes Rosenthal already knows who you are. In this episode, we explore how elite-level pattern recognition, developed through years of live poker and trading, becomes a lens for navigating every area of life. We go deep on humility, momentum, servant leadership, equity structures, and why the soft skills nobody talks about are the ones that actually compound.

    Learn what Wharton Business School will never teach you!ย  Sign up for the ANTI-MBA today: https://bit.ly/46vct60

    Click here to order your personalized poster!: https://bit.ly/46J08MS

    Connect with Jaymes Rosenthal

    Website: https://bit.ly/4tlaxXS

    YouTube: https://bit.ly/3Q9xi2r

    X: https://bit.ly/4ehlAN9

    Timestamps

    00:00 โ€‹Intro of Show

    01:02 Lessons from Poker and Golf

    03:07 Reading People Instantly

    08:19 Pattern Recognition in Poker

    12:56 Developing Passion for Golf

    15:17 Emotional Control and Tilt

    18:05 Self Awareness and Discipline

    20:29 Balancing Emotions and Intellect

    22:35 Not Addressing the Root Cause

    26:31 Financial Strategies and Reality

    29:48 What Makes Entrepreneurs Successful

    33:34 Servant Leadership in Business

    39:22 Ownership and Incentives

    42:39 Building Strong Teams

    46:44 Transparency in the Company

    49:06 Learning from Young Entrepreneurs

    53:17 Getting into Trading

    57:38 Importance of Humility

    01:01:20 Breakthrough in Trading

    01:02:29 Living a Life of Risk

    01:05:23 Teaching Kids to Think

    01:08:13 Passion Project Bitcoin

    01:16:48 Connect with Jaymes

    Watch the โ€œDavid Guttman Podcastโ€ every Tuesday at 8AM EST on YouTube https://bit.ly/3ZGK2yv

    Connect with David Guttman

    Website: https://bit.ly/4jclYvK

    Instagram: https://bit.ly/4iARMe9

    TikTok: https://bit.ly/3P19NVm

    Facebook: https://bit.ly/49CQjQx

    X: https://bit.ly/4gH28aR

    LinkedIn: https://bit.ly/3Bx7Tc2

    SUBSCRIBE TO:

    https://www.youtube.com/@OfficialDavidGuttman

    Download the โ€œDavid Guttman Podcastโ€ on all your favorite podcast platforms:

    Spotify: โ€‹โ€‹https://spoti.fi/3VE3fzV

    Apple Podcasts: https://bit.ly/3VLzm0v
  • The David Guttman Podcast

    #69 How to Identify a Winning Business Offer Before You Invest | Tanner Chidester

    07/04/2026 | 1h
    Tanner Chidester spent over $3 million on coaches, masterminds, and mentors, and he has zero regrets. In this episode, he shares how he used to evaluate which investments in himself were worth making, why he fired coaches after 30 days if results werenโ€™t materializing, and how a chance lunch with a family friend changed the entire direction of his life. Whatโ€™s the one investment in yourself youโ€™ve been putting off that could change everything?โ€‹โ€‹โ€‹โ€‹โ€‹โ€‹โ€‹โ€‹โ€‹โ€‹โ€‹โ€‹โ€‹โ€‹โ€‹โ€‹

    Learn what Wharton Business School will never teach you!ย  Sign up for the ANTI-MBA today: โ โ https://bit.ly/46vct60โ โ 

    Click here to order your personalized poster!: โ โ https://bit.ly/46J08MSโ โ 

    Get Tanner Chidesterโ€™s book, โ€œInfinite Income: The Eight-Figure Formula for Your Online Businessโ€:โ โ  โ โ โ โ https://bit.ly/48gpL88โ โ 

    Listen to "Infinite Income" on all your favorite platforms!

    YouTube: โ โ https://bit.ly/48pISfZโ โ 

    Spotify: โ โ https://bit.ly/41lTaKmโ โ ย 

    Connect with Tanner Chidester

    Website: โ โ https://bit.ly/4caU5Cwโ โ 

    YouTube: โ โ https://bit.ly/41Qmo4cโ โ 

    Instagram: โ โ https://bit.ly/3Q6nTbQโ โ 

    Facebook: โ โ https://bit.ly/4vbhGeQโ โ 

    TikTok: โ โ https://bit.ly/4sVs4pHโ โ 

    X: โ โ https://bit.ly/4cqusPcโ โ 

    LinkedIn: โ โ https://bit.ly/4vfxkFWโ โ 

    Timestamps

    00:00 โ€‹Intro of Show

    01:55 Tanner Chidesterโ€™s Back Story

    05:21 Motivation from His Upbringing

    08:43 Athletic Journey

    11:08 Pivoting to Entrepreneurship

    15:47 Family Life

    17:45 Investing $3M in Mentorship

    22:05 Lessons from His Experience

    24:18 Business Scaling and Exit, Sabbatical Leave, and Book Publishing

    27:59 Investing in Private Equity

    38:42 Red Flags in Portfolio Companies

    41:13 Values to Look for in Business Collaborations

    43:08 Views on Charlie Kirk

    46:20 Legacy Perspective

    49:37 Defining Oneโ€™s Purpose

    52:41 Managing Romantic Relationships

    58:16 Goal-Setting for the Future

    1:00:13 Connect with Tanner

    Watch the โ€œDavid Guttman Podcastโ€ every Tuesday at 8AM EST on YouTube โ โ https://bit.ly/3ZGK2yvโ โ 

    Connect with David Guttman

    Website: โ โ https://bit.ly/4jclYvKโ โ 

    Instagram: โ โ https://bit.ly/4iARMe9โ โ 

    TikTok: โ โ https://bit.ly/3P19NVmโ โ 

    Facebook: โ โ https://bit.ly/49CQjQxโ โ 

    X: โ โ https://bit.ly/4gH28aRโ โ 

    LinkedIn: โ โ https://bit.ly/3Bx7Tc2โ โ 

    SUBSCRIBE TO:

    โ โ https://www.youtube.com/@OfficialDavidGuttmanโ โ 

    Download the โ€œDavid Guttman Podcastโ€ on all your favorite podcast platforms:

    Spotify: โ€‹โ€‹โ โ https://spoti.fi/3VE3fzVโ โ 

    Apple Podcasts: โ โ https://bit.ly/3VLzm0vโ โ 
  • The David Guttman Podcast

    #68 Growing Up in a Religious Bubble: What It Does to Your Identity | Travis Chappell

    31/03/2026 | 1h 2 mins.
    Most people spend their entire lives waiting for others' approval, never stopping to ask what they actually want. Travis Chappell grew up inside a fundamentalist Baptist world so insular that he graduated kindergarten through college on the same 140-acre campus, committed to full-time ministry at age 12. In this episode, Travis and I unpack how radical self-awareness isnโ€™t something youโ€™re born with, but itโ€™s something pressure forces out of you.

    Learn what Wharton Business School will never teach you!ย  Sign up for the ANTI-MBA today: https://bit.ly/46vct60

    Click here to order your personalized poster!: https://bit.ly/46J08MS

    Listen to "Travis Makes Friends Podcast" on all your favorite platforms!

    YouTube: https://bit.ly/3PE4FKx

    Spotify: https://bit.ly/412VrKq

    Apple Podcasts: https://bit.ly/4s1N9gA

    Connect with Travis Chappell

    Website: https://bit.ly/4tlb248

    YouTube: https://bit.ly/3O9QwnW

    Instagram: https://bit.ly/4bWBzxm

    Facebook: https://bit.ly/413KYhG

    TikTok: https://bit.ly/4sK9SiH

    X: https://bit.ly/4sB4mi8

    LinkedIn: https://bit.ly/4dcMTYC

    Timestamps

    00:00 โ€‹Intro of Show

    01:31 Travis Chappellโ€™s Back Story

    09:28 Growing Fundamentalist Baptist Church Community

    14:21 Going the Unconventional Route: Leaving the Church

    28:26 Accepting Truth Wherever You Find It

    32:00 Identifying Blind Spots

    35:45 Launching Guestio

    38:32 Podcasting = The Best Networking

    43:38 Leaving the Church with His Wife

    52:52 Having an Objective View of Reality

    55:16 Travis and Davidโ€™s Political Views

    59:40 Whatโ€™s Next for Travis?

    Watch the โ€œDavid Guttman Podcastโ€ every Tuesday at 8 AM EST on YouTube https://bit.ly/3ZGK2yv

    Connect with David Guttman

    Website: https://bit.ly/4jclYvK

    Instagram: https://bit.ly/4iARMe9

    TikTok: https://bit.ly/3P19NVm

    Facebook: https://bit.ly/49CQjQx

    X: https://bit.ly/4gH28aR

    LinkedIn: https://bit.ly/3Bx7Tc2

    SUBSCRIBE TO:

    https://www.youtube.com/@OfficialDavidGuttman

    Download the โ€œDavid Guttman Podcastโ€ on all your favorite podcast platforms:

    Spotify: โ€‹โ€‹https://spoti.fi/3VE3fzV

    Apple Podcasts: https://bit.ly/3VLzm0v
  • The David Guttman Podcast

    #67 Why the Smartest Move He Made Was Leaving the Family Business | David Temko

    24/03/2026 | 1h
    Thereโ€™s no dress rehearsal for the moments that define you, and David Temko has lived that truth more than once. In this episode, Iโ€™m with the founder and CEO of C2 Financial to unpack a life shaped by entrepreneurial parents, a starter marriage, his fatherโ€™s passing, and the unexpected clarity that comes when everything converges at once. David shares how traveling through 20 countries, cutting his teeth in commercial real estate, and eventually building his own commercial lending division prepared him for a leadership role he never asked for but was always being built toward.

    Learn what Wharton Business School will never teach you!ย  Sign up for the ANTI-MBA today: https://bit.ly/46vct60

    Click here to order your personalized poster!: https://bit.ly/46J08MS

    Connect with David Temko

    Website: https://bit.ly/3NVPThF

    YouTube: https://bit.ly/4buGEyc

    Instagram: https://bit.ly/4bGSJii

    Facebook: https://bit.ly/4bIUPhK

    LinkedIn: https://bit.ly/4uNmbfi

    Timestamps

    00:00 Intro of Show

    01:19 David Temkoโ€™s Back Story

    04:06 Davidโ€™s Entrepreneurial Journey

    08:54 His Father as His Mentor

    17:36 Transitioning to Mortgage Brokerage

    21:15 Davidโ€™s Leadership Style

    23:17 Retaining and Motivating Talents

    26:55 David Guttmanโ€™s Cancer Misdiagnosis

    35:58 Personal and Family Goals

    43:21 Teaching Resilience to Children

    49:52 Benefits of Mentorship

    54:52 Lessons from Past Marriage

    58:47 Connect with David Temko

    Watch the โ€œDavid Guttman Podcastโ€ every Tuesday at 8AM EST on YouTube https://bit.ly/3ZGK2yv

    Connect with David Guttman

    Website: https://bit.ly/4jclYvK

    Instagram: https://bit.ly/4iARMe9

    TikTok: https://bit.ly/3P19NVm

    Facebook: https://bit.ly/49CQjQx

    X: https://bit.ly/4gH28aR

    LinkedIn: https://bit.ly/3Bx7Tc2

    SUBSCRIBE TO:

    https://www.youtube.com/@OfficialDavidGuttman

    Download the โ€œDavid Guttman Podcastโ€ on all your favorite podcast platforms:

    Spotify: โ€‹โ€‹https://spoti.fi/3VE3fzV

    Apple Podcasts: https://bit.ly/3VLzm0v
  • The David Guttman Podcast

    #66 What Working Side-by-Side with My Father Taught Me About Life and the Law | Frank Ioppolo

    17/03/2026 | 56 mins.
    Growing up in the shadow of a celebrated father isnโ€™t a head start, itโ€™s a gauntlet. Frank Ioppolo built his legal career largely to prove something to himself, channeling that chip on his shoulder into becoming the youngest partner at Greenberg Traurig and eventually running his own firm, with his father in the office right beside him. The three years they spent working desk-to-desk taught Frank more than his previous two decades of practice combined, and the two are still collaborating today.ย 

    Learn what Wharton Business School will never teach you!ย  Sign up for the ANTI-MBA today: https://bit.ly/46vct60

    Click here to order your personalized poster!: https://bit.ly/46J08MS

    Get Frank Ioppoloโ€™s book, โ€œILG Blue Bookโ€ here: https://bit.ly/4dn9QrY

    Connect with Frank Ioppolo

    Website: https://bit.ly/4lFum9C

    Facebook: https://bit.ly/4bscz0W

    LinkedIn: https://bit.ly/4lAeJQG

    Timestamps

    00:00 Intro of Show

    01:55 Reconnection of Frank and David

    05:50 Frank Ioppoloโ€™s Back Story

    13:10 Lessons from His Mentorsย 

    20:06 Managing Romantic Relationships

    28:38 Advice to His Children

    33:26 Leadership Perspectives

    37:48 Stance on Charlie Kirk

    44:58 Marriage Journey

    49:54 Whatโ€™s Next for Frank?

    55:32 Message to His Children

    Watch the โ€œDavid Guttman Podcastโ€ every Tuesday at 8AM EST on YouTube https://bit.ly/3ZGK2yv

    Connect with David Guttman

    Website: https://bit.ly/4jclYvK

    Instagram: https://bit.ly/4iARMe9

    TikTok: https://bit.ly/3P19NVm

    Facebook: https://bit.ly/49CQjQx

    X: https://bit.ly/4gH28aR

    LinkedIn: https://bit.ly/3Bx7Tc2

    SUBSCRIBE TO:

    https://www.youtube.com/@OfficialDavidGuttman

    Download the โ€œDavid Guttman Podcastโ€ on all your favorite podcast platforms:

    Spotify: โ€‹โ€‹https://spoti.fi/3VE3fzV

    Apple Podcasts: https://bit.ly/3VLzm0v

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About The David Guttman Podcast

The David Guttman Podcast: Where Substance Meets Success Join David Guttman, a seasoned entrepreneur with over 30 years of experience and multiple 8- and 9-figure exits, as he redefines success through a holistic lens. This podcast brings you conversations with C-Suite Executives and high-profile leaders who balance professional achievements with integrity, purpose, and an unwavering moral compass. Each episode dives deep into actionable insights, life lessons, and authentic mentorship, helping you build not just wealth, but a fulfilling life. From navigating complex business challenges to fostering meaningful relationships and personal growth, David and his guests provide a roadmap for achieving balance and excellence. Tune in weekly for thought-provoking discussions that will inspire you to lead with authenticity, create lasting impact, and embrace a well-rounded approach to success. ๐ŸŽง Available on YouTube, Apple Podcasts, and Spotify.

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