The Jonathan Herzog Podcast

Hosted by Jonathan Herzog

Business Education

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Episodes

141

Latest episode

Aug 2026

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About the show

Welcome to The Jonathan Herzog Podcast, the podcast for the world's leading founders who want to 1000x their life and business. Here's your host, Harvard Law-trained founder and the #1 tech founder coach Jonathan Herzog. JonathanHerzogCoach.com

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September 10, 202634 min

VCs are Bankers

Goldman Sachs got branded a "vampire squid" in 2009 — an image that stuck because Goldman is transparent about what it is: a bank that trades against clients, prices deals to its own advantage, with conflicts of interest. Everyone assumes Goldman is optimizing for Goldman. That assumption is priced into every interaction with them. VCs runs the same playbook - portfolio-construction, LPs as the real client, founders as one bet among thirty, diligence that's sometimes decorative - but wrapped it in founder-friendly language: "we're operators, not suits," "we're partners," "we're mission-driven," Patagonia vests instead of pinstripes. The product is the same risk-capital-for-equity transaction JP Morgan ran. The packaging is completely different. The asymmetry is almost entirely a marketing achievement, not a structural one. Understand whose financial product your buying and why. To 1000x your life and venture— book your final CEO Cohort Kickoff today at theceocohort.com/finalkickoff ********** This information is for educational purposes only, and is not a recommendation to buy, hold, or sell any investment or financial product. Please note that the content here is for informational purposes only; should NOT be taken as legal, business, tax, or investment advice or be used to evaluate any investment or security; and is not directed at any investors or potential investors. The Jonathan Herzog Podcast and content posted by Jonathan Herzog is presented solely for general informational, educational, and entertainment purposes. The use of information on this podcast or materials linked from this podcast or website is at the user’s own risk. It is not intended as a substitute for the advice of a physician, psychotherapist, or other qualified professional, diagnosis, or treatment. Users should not disregard or delay in obtaining medical advice for any medical or mental health condition they may have and should seek the assistance of their healthcare professionals for any such conditions. Jonathan Herzog LLC offers education and informational resources for CEOs. While we often celebrate the successes of our clients, we do not guarantee that you will achieve any particular result or earnings by participating in our services or programs. Your results are dependent on a multitude of factors (which are not within our control). Those factors include your finances, the amount of experience you have, your skillset and education, the level of effort you put into your CEO role, the amount of time you dedicate to our program or service, and even changes within your executive leadership and business industries. All results and earnings will differ for each CEO, and any prior results do not guarantee a similar outcome. You should not rely on any revenue, sales numbers or any other earning information that we share as a promise or a guarantee of the level of success or earnings you will achieve. Ultimately, you are solely responsible for your results and the success of your business leadership. **************

September 3, 202617 min

The Upper Limit Problem

The Upper Limit Problem (ULP) - the evolutionary hard-wired default mode of the brain which says we can only have a limited amount of success. Have you hit an upper limit? E.g,: Getting sick before an important pitch. Starting a fight with your spouse after raising a round. Yelling at your kids after closing a customer. Signing a terrible term sheet and giving power away to a board member or misaligned investor. The problem: We have a limited tolerance for feeling good. When we hit our Upper Limit, we manufacture thoughts that make us feel bad. We have a limited tolerance for life going well. When we hit our Upper Limit, we do something that stops our positive forward trajectory. Our species has grown accustomed to pain and adversity through millennia of struggle. We know how to feel bad. To 1000x your life and venture— book your final CEO Cohort Kickoff today at theceocohort.com/finalkickoff ********** This information is for educational purposes only, and is not a recommendation to buy, hold, or sell any investment or financial product. Please note that the content here is for informational purposes only; should NOT be taken as legal, business, tax, or investment advice or be used to evaluate any investment or security; and is not directed at any investors or potential investors. The Jonathan Herzog Podcast and content posted by Jonathan Herzog is presented solely for general informational, educational, and entertainment purposes. The use of information on this podcast or materials linked from this podcast or website is at the user’s own risk. It is not intended as a substitute for the advice of a physician, psychotherapist, or other qualified professional, diagnosis, or treatment. Users should not disregard or delay in obtaining medical advice for any medical or mental health condition they may have and should seek the assistance of their healthcare professionals for any such conditions. Jonathan Herzog LLC offers education and informational resources for CEOs. While we often celebrate the successes of our clients, we do not guarantee that you will achieve any particular result or earnings by participating in our services or programs. Your results are dependent on a multitude of factors (which are not within our control). Those factors include your finances, the amount of experience you have, your skillset and education, the level of effort you put into your CEO role, the amount of time you dedicate to our program or service, and even changes within your executive leadership and business industries. All results and earnings will differ for each CEO, and any prior results do not guarantee a similar outcome. You should not rely on any revenue, sales numbers or any other earning information that we share as a promise or a guarantee of the level of success or earnings you will achieve. Ultimately, you are solely responsible for your results and the success of your business leadership. **************

August 27, 202617 min

Autotellic: The Work is the Glory

Autotelic: The Work Is the Glory Autotelic (adj.) - having its purpose in itself; done for its own sake; done simply for the joy of it. Is that how you'd describe a Tuesday in your business? If you only enjoy business when it’s up and to the right, you’re doing it wrong. If your work isn't autotelic, someone else's is. Someone, somewhere is doing the unsexy work and actually loving it. Not enduring it. Not "grinding through" it. Loving it, because they've made The Work itself The Glory. That founder will outlast everyone, compound, and win big long term. To 1000x your life and venture— book your final CEO Cohort Kickoff today at theceocohort.com/finalkickoff ********** This information is for educational purposes only, and is not a recommendation to buy, hold, or sell any investment or financial product. Please note that the content here is for informational purposes only; should NOT be taken as legal, business, tax, or investment advice or be used to evaluate any investment or security; and is not directed at any investors or potential investors. The Jonathan Herzog Podcast and content posted by Jonathan Herzog is presented solely for general informational, educational, and entertainment purposes. The use of information on this podcast or materials linked from this podcast or website is at the user’s own risk. It is not intended as a substitute for the advice of a physician, psychotherapist, or other qualified professional, diagnosis, or treatment. Users should not disregard or delay in obtaining medical advice for any medical or mental health condition they may have and should seek the assistance of their healthcare professionals for any such conditions. Jonathan Herzog LLC offers education and informational resources for CEOs. While we often celebrate the successes of our clients, we do not guarantee that you will achieve any particular result or earnings by participating in our services or programs. Your results are dependent on a multitude of factors (which are not within our control). Those factors include your finances, the amount of experience you have, your skillset and education, the level of effort you put into your CEO role, the amount of time you dedicate to our program or service, and even changes within your executive leadership and business industries. All results and earnings will differ for each CEO, and any prior results do not guarantee a similar outcome. You should not rely on any revenue, sales numbers or any other earning information that we share as a promise or a guarantee of the level of success or earnings you will achieve. Ultimately, you are solely responsible for your results and the success of your business leadership. **************

August 20, 202622 min

[MVP] The Secret that Runs the World

Back by popular demand, The Secret that Runs the World. There is a simple process to leverage it. To 1000x your life and venture— book your final CEO Cohort Kickoff today at theceocohort.com/finalkickoff ********** This information is for educational purposes only, and is not a recommendation to buy, hold, or sell any investment or financial product. Please note that the content here is for informational purposes only; should NOT be taken as legal, business, tax, or investment advice or be used to evaluate any investment or security; and is not directed at any investors or potential investors. The Jonathan Herzog Podcast and content posted by Jonathan Herzog is presented solely for general informational, educational, and entertainment purposes. The use of information on this podcast or materials linked from this podcast or website is at the user’s own risk. It is not intended as a substitute for the advice of a physician, psychotherapist, or other qualified professional, diagnosis, or treatment. Users should not disregard or delay in obtaining medical advice for any medical or mental health condition they may have and should seek the assistance of their healthcare professionals for any such conditions. Jonathan Herzog LLC offers education and informational resources for CEOs. While we often celebrate the successes of our clients, we do not guarantee that you will achieve any particular result or earnings by participating in our services or programs. Your results are dependent on a multitude of factors (which are not within our control). Those factors include your finances, the amount of experience you have, your skillset and education, the level of effort you put into your CEO role, the amount of time you dedicate to our program or service, and even changes within your executive leadership and business industries. All results and earnings will differ for each CEO, and any prior results do not guarantee a similar outcome. You should not rely on any revenue, sales numbers or any other earning information that we share as a promise or a guarantee of the level of success or earnings you will achieve. Ultimately, you are solely responsible for your results and the success of your business leadership. **************

August 13, 202616 min

[MVP] How to Fix Your Married Sex Life

If your sex life as founder sucks (most do), it will limit your business growth. There is a simple process to fix it. To 1000x your life and venture— book your final CEO Cohort Kickoff today at theceocohort.com/finalkickoff ********** This information is for educational purposes only, and is not a recommendation to buy, hold, or sell any investment or financial product. Please note that the content here is for informational purposes only; should NOT be taken as legal, business, tax, or investment advice or be used to evaluate any investment or security; and is not directed at any investors or potential investors. The Jonathan Herzog Podcast and content posted by Jonathan Herzog is presented solely for general informational, educational, and entertainment purposes. The use of information on this podcast or materials linked from this podcast or website is at the user’s own risk. It is not intended as a substitute for the advice of a physician, psychotherapist, or other qualified professional, diagnosis, or treatment. Users should not disregard or delay in obtaining medical advice for any medical or mental health condition they may have and should seek the assistance of their healthcare professionals for any such conditions. Jonathan Herzog LLC offers education and informational resources for CEOs. While we often celebrate the successes of our clients, we do not guarantee that you will achieve any particular result or earnings by participating in our services or programs. Your results are dependent on a multitude of factors (which are not within our control). Those factors include your finances, the amount of experience you have, your skillset and education, the level of effort you put into your CEO role, the amount of time you dedicate to our program or service, and even changes within your executive leadership and business industries. All results and earnings will differ for each CEO, and any prior results do not guarantee a similar outcome. You should not rely on any revenue, sales numbers or any other earning information that we share as a promise or a guarantee of the level of success or earnings you will achieve. Ultimately, you are solely responsible for your results and the success of your business leadership. **************

August 6, 202613 min

[MVP] These 13 minutes will make you billions

Back by popular demand it this weeks MVP! To 1000x your life and venture— book today your final CEO Cohort Kickoff at theceocohort.com/finalkickoff ********** This information is for educational purposes only, and is not a recommendation to buy, hold, or sell any investment or financial product. Please note that the content here is for informational purposes only; should NOT be taken as legal, business, tax, or investment advice or be used to evaluate any investment or security; and is not directed at any investors or potential investors. The Jonathan Herzog Podcast and content posted by Jonathan Herzog is presented solely for general informational, educational, and entertainment purposes. The use of information on this podcast or materials linked from this podcast or website is at the user’s own risk. It is not intended as a substitute for the advice of a physician, psychotherapist, or other qualified professional, diagnosis, or treatment. Users should not disregard or delay in obtaining medical advice for any medical or mental health condition they may have and should seek the assistance of their healthcare professionals for any such conditions. Jonathan Herzog LLC offers education and informational resources for CEOs. While we often celebrate the successes of our clients, we do not guarantee that you will achieve any particular result or earnings by participating in our services or programs. Your results are dependent on a multitude of factors (which are not within our control). Those factors include your finances, the amount of experience you have, your skillset and education, the level of effort you put into your CEO role, the amount of time you dedicate to our program or service, and even changes within your executive leadership and business industries. All results and earnings will differ for each CEO, and any prior results do not guarantee a similar outcome. You should not rely on any revenue, sales numbers or any other earning information that we share as a promise or a guarantee of the level of success or earnings you will achieve. Ultimately, you are solely responsible for your results and the success of your business leadership. **************

July 30, 202621 min

Your Wife is Holding You Back

1. Thesis: "Don't Sh*t Where You Eat" 2. Antithesis: "The Hard Thing about Hard Things" 3. Synthesis: Enroll your wife in your vision. Learn the Power Couple Process. Master the Marriage MBA and share a common language by working together - save your marriage and your venture through The CEO Cohort. To 1000x your life and venture— book today your final CEO Cohort Kickoff at theceocohort.com/finalkickoff ********** This information is for educational purposes only, and is not a recommendation to buy, hold, or sell any investment or financial product. Please note that the content here is for informational purposes only; should NOT be taken as legal, business, tax, or investment advice or be used to evaluate any investment or security; and is not directed at any investors or potential investors. The Jonathan Herzog Podcast and content posted by Jonathan Herzog is presented solely for general informational, educational, and entertainment purposes. The use of information on this podcast or materials linked from this podcast or website is at the user’s own risk. It is not intended as a substitute for the advice of a physician, psychotherapist, or other qualified professional, diagnosis, or treatment. Users should not disregard or delay in obtaining medical advice for any medical or mental health condition they may have and should seek the assistance of their healthcare professionals for any such conditions. Jonathan Herzog LLC offers education and informational resources for CEOs. While we often celebrate the successes of our clients, we do not guarantee that you will achieve any particular result or earnings by participating in our services or programs. Your results are dependent on a multitude of factors (which are not within our control). Those factors include your finances, the amount of experience you have, your skillset and education, the level of effort you put into your CEO role, the amount of time you dedicate to our program or service, and even changes within your executive leadership and business industries. All results and earnings will differ for each CEO, and any prior results do not guarantee a similar outcome. You should not rely on any revenue, sales numbers or any other earning information that we share as a promise or a guarantee of the level of success or earnings you will achieve. Ultimately, you are solely responsible for your results and the success of your business leadership. **************

July 23, 202630 min

The Information Paradox: Solved

1. Thesis: The Kenneth Arrow Information Paradox Inversion (1962) 2. Antithesis: Nadella's "Reverse Information Paradox" (2026) 3. Synthesis: There are no Paradoxes, Solving the Information "Paradox" is the fundamental distribution engineering skill gap - that The CEO Cohort solves. To 1000x your life and venture— book today your final CEO Cohort Kickoff at theceocohort.com/finalkickoff ********** This information is for educational purposes only, and is not a recommendation to buy, hold, or sell any investment or financial product. Please note that the content here is for informational purposes only; should NOT be taken as legal, business, tax, or investment advice or be used to evaluate any investment or security; and is not directed at any investors or potential investors. The Jonathan Herzog Podcast and content posted by Jonathan Herzog is presented solely for general informational, educational, and entertainment purposes. The use of information on this podcast or materials linked from this podcast or website is at the user’s own risk. It is not intended as a substitute for the advice of a physician, psychotherapist, or other qualified professional, diagnosis, or treatment. Users should not disregard or delay in obtaining medical advice for any medical or mental health condition they may have and should seek the assistance of their healthcare professionals for any such conditions. Jonathan Herzog LLC offers education and informational resources for CEOs. While we often celebrate the successes of our clients, we do not guarantee that you will achieve any particular result or earnings by participating in our services or programs. Your results are dependent on a multitude of factors (which are not within our control). Those factors include your finances, the amount of experience you have, your skillset and education, the level of effort you put into your CEO role, the amount of time you dedicate to our program or service, and even changes within your executive leadership and business industries. All results and earnings will differ for each CEO, and any prior results do not guarantee a similar outcome. You should not rely on any revenue, sales numbers or any other earning information that we share as a promise or a guarantee of the level of success or earnings you will achieve. Ultimately, you are solely responsible for your results and the success of your business leadership. **************

July 16, 202618 min

Life or Death: The Secret to Closing Fortune 100s

Life or Death: The Secret to Closing Fortune 100s Your closing process in a nutshell: Think of yourself like an ER doctor where the patient presents He’s got cardiac arrest, a sprained ankle, a broken toe, a gash in his right arm, and bleeding from his forehead. Triage. Focus on the High-Variance shit first, then everything else. You know it’s life or death - the patient’s life or death is in your hands. But here’s the Twist. The patient is rolled in and accompanied by his Mother in Law, who has all sorts of questions and shall we call them OBJECTIONS. She’s heard all sorts of things about the potential side effects of your resuscitation techniques. She heard they may cause migraines or autism. And here’s the knife turn. Turns out it’s a Munchausen by proxy patient. Meaning: the Mother in Law has been poisoning the patient for weeks now, which led to his sudden heart failure. Life or Death is extremely clarifying. The fact that an investor or customer booked a call on your calendar Is akin to Intake at the ER Once the patient is wheeled in Your hippocratic oath as attending physician kicks into play. Your job is not to judge them as incapable of paying or affording to save their (or their business’) life. Your job is not to indulge them in their fear based excuses (inconsequential side effects of life saving intervention). Your job is simple: SAVE THEIR LIFE. (Their business’ life.) To 1000x your life and venture— apply today at https://apply.theceocohort.com ********** This information is for educational purposes only, and is not a recommendation to buy, hold, or sell any investment or financial product. Please note that the content here is for informational purposes only; should NOT be taken as legal, business, tax, or investment advice or be used to evaluate any investment or security; and is not directed at any investors or potential investors. The Jonathan Herzog Podcast and content posted by Jonathan Herzog is presented solely for general informational, educational, and entertainment purposes. The use of information on this podcast or materials linked from this podcast or website is at the user’s own risk. It is not intended as a substitute for the advice of a physician, psychotherapist, or other qualified professional, diagnosis, or treatment. Users should not disregard or delay in obtaining medical advice for any medical or mental health condition they may have and should seek the assistance of their healthcare professionals for any such conditions. Jonathan Herzog LLC offers education and informational resources for CEOs. While we often celebrate the successes of our clients, we do not guarantee that you will achieve any particular result or earnings by participating in our services or programs. Your results are dependent on a multitude of factors (which are not within our control). Those factors include your finances, the amount of experience you have, your skillset and education, the level of effort you put into your CEO role, the amount of time you dedicate to our program or service, and even changes within your executive leadership and business industries. All results and earnings will differ for each CEO, and any prior results do not guarantee a similar outcome. You should not rely on any revenue, sales numbers or any other earning information that we share as a promise or a guarantee of the level of success or earnings you will achieve. Ultimately, you are solely responsible for your results and the success of your business leadership. **************

July 9, 202620 min

How to Close Any Enterprise

Objections are bugs your investor / customer / employee’s / wife’s codebase. It is your job to refactor them. Reflect the thought error back to them. And help them get what they want. One of the biggest lies is “I have to talk to the team.” All objections - time, money, talk to someone - are euphemisms for “I haven’t been compelled to see the value - yet.” Today: learn how The Decision Tree Role-Play, The 1:1 Mirror Principle, The Permission vs. Support Framework, Reason from the Limit, and The Rectification of Names un-bottleneck this objection. To 1000x your life and venture— apply today at apply.theceocohort.com . ********** This information is for educational purposes only, and is not a recommendation to buy, hold, or sell any investment or financial product. Please note that the content here is for informational purposes only; should NOT be taken as legal, business, tax, or investment advice or be used to evaluate any investment or security; and is not directed at any investors or potential investors. The Jonathan Herzog Podcast and content posted by Jonathan Herzog is presented solely for general informational, educational, and entertainment purposes. The use of information on this podcast or materials linked from this podcast or website is at the user’s own risk. It is not intended as a substitute for the advice of a physician, psychotherapist, or other qualified professional, diagnosis, or treatment. Users should not disregard or delay in obtaining medical advice for any medical or mental health condition they may have and should seek the assistance of their healthcare professionals for any such conditions. Jonathan Herzog LLC offers education and informational resources for CEOs. While we often celebrate the successes of our clients, we do not guarantee that you will achieve any particular result or earnings by participating in our services or programs. Your results are dependent on a multitude of factors (which are not within our control). Those factors include your finances, the amount of experience you have, your skillset and education, the level of effort you put into your CEO role, the amount of time you dedicate to our program or service, and even changes within your executive leadership and business industries. All results and earnings will differ for each CEO, and any prior results do not guarantee a similar outcome. You should not rely on any revenue, sales numbers or any other earning information that we share as a promise or a guarantee of the level of success or earnings you will achieve. Ultimately, you are solely responsible for your results and the success of your business leadership. **************