The Anatomy of an Unfortunate Investment
Wed Feb 04 2026
Every investor eventually encounters a deal that doesn’t go as planned. In this episode, we break down “The Anatomy of an Unfortunate Investment” and explore why most bad outcomes aren’t caused by bad assets, but by poor preparation, misaligned capital, and the wrong partners.
We discuss why a great deal only works when it’s matched with the right investor, the right risk profile, and the right structure. From understanding deal control and capitalization to assessing market dynamics and regulatory risk, we walk through the questions sophisticated capital actually asks.
We also dive deep into partnerships—how incentives shift, why complementary skill sets matter, and how integrity and grit are revealed under pressure. Along the way, we share hard-earned lessons about mentorship, learning through experience, and why ego often gets in the way of better decisions.
The takeaway is simple: fortunate investments start with clarity, humility, and the courage to slow down before saying yes.
We talk about:
[00:00] What Makes an Investment “Unfortunate” in the First Place?
[01:57] Is a Great Deal Really Enough to Attract Capital?
[04:23] Who Is a Deal Actually Great For?
[06:46] How Do Sophisticated Investors Really Think About Risk?
[9:50] Is Experience More Valuable Than Immediate Profit?
[18:54] What Do Investors Actually Need to Say Yes to a Deal?
[26:13] How Do Funds Decide Which Deals Make the Cut?
[30:20] Where Should New Investors Go to Find Capital?
[34:0] How Do Bad Partnerships Turn Good Deals Into Disasters?
[42:53]How Do You Stay on the Fortunate Side of Investing?
Resources:
Learn more at The Color of MoneyBecome a real estate agent HERE
Connect with Our Hosts
Emerick Peace:
Instagram: @theemerickpeaceFacebook: facebook.com/emerickpeace
Daniel Dixon:
Instagram: @dixonsolditFacebook: facebook.com/realdanieldixonLinkedIn: linkedin.com/in/dixonsolditYouTube: @dixongroupcompanies
Julia Lashay:
Instagram: @iamjulialashayFacebook: facebook.com/growwithjuliaLinkedIn: linkedin.com/in/julialashay/YouTube: @JuliaLashay
Bo Menkiti
Instagram: @bomenkitiFacebook: facebook.com/obiora.menkitiLinkedIn: linkedin.com/in/bomenkiti/
Produced by NOVA
This podcast is for general informational purposes only. The views, thoughts, and opinions of the guest represent those of the guest and not Keller Williams Realty, LLC and its affiliates, and should not be construed as financial, economic, legal, tax, or other advice. This podcast is provided without any warranty, or guarantee of its accuracy, completeness, timeliness, or results from using the information.
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Every investor eventually encounters a deal that doesn’t go as planned. In this episode, we break down “The Anatomy of an Unfortunate Investment” and explore why most bad outcomes aren’t caused by bad assets, but by poor preparation, misaligned capital, and the wrong partners. We discuss why a great deal only works when it’s matched with the right investor, the right risk profile, and the right structure. From understanding deal control and capitalization to assessing market dynamics and regulatory risk, we walk through the questions sophisticated capital actually asks. We also dive deep into partnerships—how incentives shift, why complementary skill sets matter, and how integrity and grit are revealed under pressure. Along the way, we share hard-earned lessons about mentorship, learning through experience, and why ego often gets in the way of better decisions. The takeaway is simple: fortunate investments start with clarity, humility, and the courage to slow down before saying yes. We talk about: [00:00] What Makes an Investment “Unfortunate” in the First Place? [01:57] Is a Great Deal Really Enough to Attract Capital? [04:23] Who Is a Deal Actually Great For? [06:46] How Do Sophisticated Investors Really Think About Risk? [9:50] Is Experience More Valuable Than Immediate Profit? [18:54] What Do Investors Actually Need to Say Yes to a Deal? [26:13] How Do Funds Decide Which Deals Make the Cut? [30:20] Where Should New Investors Go to Find Capital? [34:0] How Do Bad Partnerships Turn Good Deals Into Disasters? [42:53]How Do You Stay on the Fortunate Side of Investing? Resources: Learn more at The Color of MoneyBecome a real estate agent HERE Connect with Our Hosts Emerick Peace: Instagram: @theemerickpeaceFacebook: facebook.com/emerickpeace Daniel Dixon: Instagram: @dixonsolditFacebook: facebook.com/realdanieldixonLinkedIn: linkedin.com/in/dixonsolditYouTube: @dixongroupcompanies Julia Lashay: Instagram: @iamjulialashayFacebook: facebook.com/growwithjuliaLinkedIn: linkedin.com/in/julialashay/YouTube: @JuliaLashay Bo Menkiti Instagram: @bomenkitiFacebook: facebook.com/obiora.menkitiLinkedIn: linkedin.com/in/bomenkiti/ Produced by NOVA This podcast is for general informational purposes only. The views, thoughts, and opinions of the guest represent those of the guest and not Keller Williams Realty, LLC and its affiliates, and should not be construed as financial, economic, legal, tax, or other advice. This podcast is provided without any warranty, or guarantee of its accuracy, completeness, timeliness, or results from using the information.