The Unconstrained Podcast

150 episodes listed below

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Contrarian finance for an unconstrained life.

The gist

The Unconstrained Podcast treats money as a life-design problem, not just a budgeting exercise. Myles Wakeham works through listener questions on debt, travel rewards, relocation, retirement assumptions, home security, AI, and the tradeoffs behind choosing independence.

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About The Unconstrained Podcast

The Unconstrained Podcast is personal finance with a sharp life-design agenda. Myles Wakeham treats money as the machinery behind freedom, dependence, risk, and regret. The show often begins with practical listener questions, then widens into a broader argument about how people organize their lives. A travel-hacking episode becomes a detailed look at credit-card bonuses, airline points, minimum spends, annual fees, and household card strategy. A question about being 30 again becomes a critique of deferred retirement, 401ks, corporate identity, and the pressure to trade talent for security. The pace is conversational and direct. It can sound like a working notebook from someone testing ideas in real time rather than a scripted financial seminar. Debt is handled with more nuance than a simple good-or-bad verdict, with attention to leverage, timing, gambling-like behavior, assets, and the consequences of past decisions. Expatriation is treated the same way. Episodes from Mexico discuss distance from family, temporary and permanent residency tradeoffs, vehicle rules, Airbnbs, travel back to the United States, and the emotional weight of leaving an old identity behind. The show also has a practical self-reliance streak. Home-security episodes focus on perimeter cameras, motion recording, storage, monitoring, and learning how an intrusion attempt happens before it succeeds. Broader episodes connect financial independence to AI disruption, inflation anxiety, banking risk, media fear cycles, and political noise. The result is not soft coaching. It is a blunt, sometimes abrasive case for questioning default systems before they consume a person's time. The show works best for listeners who already suspect that conventional retirement, consumer debt, and employer loyalty are not enough. It is less suited to anyone seeking calm, consensus-driven financial education. Wakeham's voice is opinionated, skeptical, and willing to make uncomfortable claims. The useful core is practical: own assets, understand risk, reduce dependence, and build a life that can move when conditions change.

Made for: The show is for listeners interested in financial independence, debt reduction, global lifestyle, and practical self-reliance. It especially suits people who are skeptical of conventional retirement paths and want forceful commentary alongside tactics.

What sets it apart: Unlike gentler personal-finance shows, The Unconstrained Podcast ties credit cards, debt, home security, AI, and expatriation to a larger argument about individual sovereignty. Its edge comes from mixing tactical detail with uncompromising personal philosophy.

In their own words

Join us on the journey towards financial independence and being unconstrained. Your host, Myles Wakeham, explores the art of financial sustainability and individual sovereignty resulting in a debt free lifestyle. If you want to be challenged by a contrarian, think outside the box and go against the grain, this show is for you. Myles has spent his life doing the polar opposite of the "social mantra" in multiple countries and this has resulted in extraordinary results. Open your mind to thinking different, and getting MUCH better results for your finance, freedom and family.

As heard by us

Based on 6 episodes we listened to · September 2026

Myles Wakeham connects Financial Independence to the practical risks of debt, retirement, relocation, insurance, travel rewards, and everyday self-reliance.

Myles Wakeham builds The Unconstrained Podcast around blunt, first-person arguments about gaining more control over money and daily life. Listener questions give several episodes their starting point, while Wakeham answers through personal experience, practical detail, and a…

Read our full review in PlayNext →

Why you'd press play

Myles Wakeham makes your retirement spreadsheet answer for medical bills and a possible move to Mexico.

Press play if you want

  • a debt argument that calls tempting returns gambling, even when the numbers look lovely
  • to test an early retirement plan against healthcare costs and the possibility of working again
Read the full recommendation in PlayNext →
financial independencedebt and leveragetravel rewards and card pointsexpatriation and Mexico livingretirement skepticismhome security systemsAI and social changerisk versus reward

Talks about

Podcasts like The Unconstrained Podcast

Episodes

  1. 1

    EP214 - How I make 9.5% interest on an at-call bank account

    ·59m
  2. 2

    EP244 - Things I would have done differently at 30

    ·53m
  3. 3

    EP243 - Getting out of dodge - The truth

    ·1h 21m
  4. 4

    EP242 - Debt. Good or bad?

    ·51m
  5. 5

    EP241 - Affordable home security and surveillance

    ·1h 3m
  6. 6

    EP240 - I'm done

    ·53m
  7. 7

    EP239 - The current state of AI

    ·49m
  8. 8

    EP238 - Civil War

    ·1h 10m
  9. 9

    EP225 - How early retirees are penalized in society (Part 2 of 2)

    ·1h 2m
  10. 10

    EP195 - Are you leaving money on the table? (Part 2 of 2)

    ·1h 12m
  11. 11

    EP194 - Are you leaving money on the table? (Part 1 of 2)

    ·1h 24m
  12. 12

    EP193 - The rise of the AI surveillance state

    ·45m
  13. 13

    EP192 - Free university degrees for out of the box thinkers

    ·1h 2m
  14. 14

    EP178 - How not to be pwned

    ·1h 2m
  15. 15

    EP213 - Building our dream home in Mexico (Part 2 of 2)

    ·1h 6m
  16. 16

    EP212 - Building our dream home in Mexico (Part 1 of 2)

    ·1h 4m
  17. 17

    EP237 - The consolidation

    ·1h 21m
  18. 18

    EP236 - How a Mexican built her real estate portfolio from nothing

    ·44m
  19. 19

    EP235 - BRICS+

    ·51m
  20. 20

    EP234 - The generational differences in attitude to retiring early

    ·58m
  21. 21

    EP233 - Handwriting and why it matters

    ·56m
  22. 22

    EP232 - Ozempic

    ·1h 8m
  23. 23

    EP231 - A theory on how you clear $34 Trillion of national debt

    ·52m
  24. 24

    EP230 - Let's get real about the lies of retirement funds

    ·39m
  25. 25

    EP229 -Always choose Open Source

    ·1h 7m
  26. 26

    EP228 - The cheapest way to travel to Mexico

    ·52m
  27. 27

    EP227 - Living a Simple Life in a structured world

    ·1h 19m
  28. 28

    EP226 - Why are students not coming to the USA to study?

    ·55m
  29. 29

    EP222 - Oh NO! They closed the US border!

    ·1h
  30. 30

    EP221 - The economics of art

    ·1h 16m
  31. 31

    EP220 - Where the AI danger really lies

    ·42m
  32. 32

    EP219 - The most wonderful time of the year?

    ·59m
  33. 33

    EP218 - How much do you really need to retire? (Part 2)

    ·1h 3m
  34. 34

    EP217 - How much do you really need to retire? (Part 1)

    ·46m
  35. 35

    EP216 - The US constrained healthcare system

    ·1h 8m
  36. 36

    EP215 - Government

    ·56m
  37. 37

    EP245 - Travel hacking and 2024 updates

    ·49m
  38. 38

    EP211 - Dividend stocks for fun and profit

    ·1h 1m
  39. 39

    EP210 - The Global Citizen

    ·1h 2m
  40. 40

    EP209 - The housing problem

    ·1h 9m
  41. 41

    EP208 - Handling the upcoming stress of 2024

    ·1h 24m
  42. 42

    EP207 - This is why we are all broke

    ·56m
  43. 43

    EP206 - AI & Capitalism

    ·45m
  44. 44

    EP205 - The elephant in the room

    ·1h 1m
  45. 45

    EP204 - My current investment radar (Part 3)

    ·1h 5m
  46. 46

    EP203 - My current investment radar (Part 2)

    ·1h 19m
  47. 47

    EP202 - My current investment radar (Part 1)

    ·54m
  48. 48

    EP201 - Winning the war against distractions

    ·1h 2m
  49. 49

    EP200 - A tribute to Gary Collins

    ·1h 16m
  50. 50

    EP199 - The definition of value

    ·1h 5m
  51. 51

    EP198 - Make money renting out your home for film shoots

    ·1h
  52. 52

    EP197 - FedNow

    ·1h 6m
  53. 53

    EP196 - The government does NOT have your back

    ·1h 20m
  54. 54

    EP165 - Technology - You'll own nothing & be happy

    ·57m
  55. 55

    EP179 - Travel hacking in 2023

    ·1h 16m
  56. 56

    EP189 - Maintaining a healthy contrarian mindset

    ·56m
  57. 57

    EP187 - Freedom of speech & thought - Our Matrix Server

    ·1h 2m
  58. 58

    EP186 - When AI rules the world

    ·32m
  59. 59

    EP185 - Does your home make you money?

    ·42m
  60. 60

    EP184A - Everything's a Ponzi Scheme

    ·49m
  61. 61

    EP183 - The Renter's Bill of Wrongs

    ·57m
  62. 62

    EP182 - Having a job is extremely dangerous to your health

    ·55m
  63. 63

    EP181 - Finding freedom in tightly coupled systems

    ·45m
  64. 64

    EP180 - Tipping

    ·1h
  65. 65

    EP177 - Technology - A cautionary tale

    ·55m
  66. 66

    EP176 - Spending NO money in 10 days

    ·1h 5m
  67. 67

    EP175 - Understanding cashflow vs. investing

    ·1h 2m
  68. 68

    EP174 - Getting busy in 2023

    ·1h 36m
  69. 69

    EP173 - Last minute tax saving tips for 2022

    ·54m
  70. 70

    EP172 - What they don’t tell you about maintaining multiple residencies & passports

    ·57m
  71. 71

    EP171 - In the spirit of...

    ·47m
  72. 72

    EP170 - Healthcare strategies

    ·1h 18m
  73. 73

    EP169 - Predictions for The New Normal

    ·1h 26m
  74. 74

    EP168 - The latest on Mexican immigration, with Ernie Baca

    ·1h 21m
  75. 75

    RIP Gary Collins

    ·32m
  76. 76

    EP167 - Real Estate & Land (You'll own nothing & be happy)

    ·38m
  77. 77

    EP166 - Money (You'll own nothing and be happy)

    ·41m
  78. 78

    EP164 - You'll own nothing and be happy

    ·36m
  79. 79

    EP163 - Recession

    ·1h 26m
  80. 80

    EP162 - Human psychology and markets

    ·1h 7m
  81. 81

    EP161 - Balanced Frugality

    ·49m
  82. 82

    EP160 - Shadow Inflation

    ·28m
  83. 83

    EP159 - Like a duck (in the crosshairs)

    ·33m
  84. 84

    EP158 - De-Globalization

    ·55m
  85. 85

    EP157 - The story of Starlink and Rural Australia

    ·1h
  86. 86

    EP156 - Adjusting to a recession mindset

    ·1h 1m
  87. 87

    EP155 - Australia and Sustainability

    ·51m
  88. 88

    EP154 - How to pay off debt

    ·1h 8m
  89. 89

    EP153 - The Tall Poppy Syndrome

    ·51m
  90. 90

    EP152 - Structuring your life like a business

    ·38m
  91. 91

    EP151 - So you want to start a small business

    ·1h 11m
  92. 92

    EP150 - The Anarchist

    ·1h 17m
  93. 93

    EP149 - Alternative investing with Chris Odegard

    ·38m
  94. 94

    EP148 - When the central planners get things wrong

    ·35m
  95. 95

    EP147 - Chatting with Jerry

    ·1h 2m
  96. 96

    EP190 - Adjusting to living alongside AI

    The host discusses the release of GPT-4 and its implications for humanity, framing it as a transformative event that presents both challenges and opportunities for financial independence.

    ·44m
  97. 97

    EP224 - How early retirees are penalized in society (Part 1 of 2)

    The host discusses the reality of early retirement and challenges listeners to think differently about financial freedom.

    ·45m
  98. 98

    EP188 - There is no progress without risk

    The host challenges fear-mongering about failing banks and inflation, advocating for risk-taking and contrarian thinking to achieve financial independence and a debt-free lifestyle.

    ·42m
  99. 99

    EP223 - Know thy value, Bob Cratchit!

    The host discusses the inadequacy of Christmas bonuses and encourages listeners to recognize their worth and pursue financial independence.

    ·53m
  100. 100

    EP191 - Retired early with $3 million, back to work 10 years later

    Hidden gem

    Myles Wakeham centers The Unconstrained Podcast on Sam Dogen, who retired in 2012 at age 34 with $3 million and later returned to work for college costs.

    ·48m·2 clips
  101. 101

    EP245 - Travel hacking and 2024 updates

    Hidden gem

    Myles Wakeham uses The Unconstrained Podcast to outline 2024 travel hacking, comparing airline-specific points with Chase Ultimate Rewards, American Express, and Capital One.

    May 26, 2024·49m·2 clips
  102. 102

    EP244 - Things I would have done differently at 30

    Hidden gem

    Myles Wakeham says the question about turning 30 should be answered through risk, recovery, and whether "there is no progress without risk." He argues that a 401k and retirement are poor goals, while happiness, trust, and compassion make marriage and family more durable.

    May 19, 2024·53m·2 clips
  103. 103

    EP243 - Getting out of dodge - The truth

    Hidden gem

    Myles Wakeham says immigrant identity only matters after you prove yourself with actions, not words.

    May 12, 2024·1h 21m·2 clips
  104. 104

    EP242 - Debt. Good or bad?

    Myles Wakeham, host of the Unconstrained Podcast, responds to a listener request from Sydney in France to argue that debt is neither inherently good nor bad, it is a tool that works only for the roughly 5% of people disciplined enough to manage it.

    May 5, 2024·51m·3 clips
  105. 105

    EP241 - Affordable home security and surveillance

    Hidden gem

    Myles Wakeham of the Unconstrained Podcast answers a Patreon listener request by walking through his decades-long approach to home security cameras across properties in Scottsdale, Arizona and San Miguel de Allende, Mexico.

    Apr 28, 2024·1h 3m·4 clips
  106. 106

    EP240 - I'm done

    Apr 21, 2024·53m
  107. 107

    EP239 - The current state of AI

    Apr 14, 2024·49m
  108. 108

    EP238 - Civil War

    Apr 7, 2024·1h 10m
  109. 109

    EP237 - The consolidation

    Mar 31, 2024·1h 21m
  110. 110

    EP236 - How a Mexican built her real estate portfolio from nothing

    Mar 24, 2024·44m
  111. 111

    EP235 - BRICS+

    Mar 17, 2024·51m
  112. 112

    EP234 - The generational differences in attitude to retiring early

    Mar 10, 2024·58m
  113. 113

    EP233 - Handwriting and why it matters

    Mar 3, 2024·56m
  114. 114

    EP232 - Ozempic

    Feb 25, 2024·1h 8m
  115. 115

    EP231 - A theory on how you clear $34 Trillion of national debt

    Feb 18, 2024·52m
  116. 116

    EP230 - Let's get real about the lies of retirement funds

    Feb 11, 2024·39m
  117. 117

    EP229 -Always choose Open Source

    Feb 4, 2024·1h 7m
  118. 118

    EP228 - The cheapest way to travel to Mexico

    Jan 28, 2024·52m
  119. 119

    EP227 - Living a Simple Life in a structured world

    Jan 21, 2024·1h 19m
  120. 120

    EP226 - Why are students not coming to the USA to study?

    Jan 14, 2024·55m
  121. 121

    EP225 - How early retirees are penalized in society (Part 2 of 2)

    Jan 7, 2024·1h 2m
  122. 122

    EP224 - How early retirees are penalized in society (Part 1 of 2)

    Dec 31, 2023·45m
  123. 123

    EP223 - Know thy value, Bob Cratchit!

    Dec 24, 2023·53m
  124. 124

    EP222 - Oh NO! They closed the US border!

    Dec 17, 2023·1h
  125. 125

    EP221 - The economics of art

    Dec 10, 2023·1h 16m
  126. 126

    EP220 - Where the AI danger really lies

    Dec 3, 2023·42m
  127. 127

    EP219 - The most wonderful time of the year?

    Nov 26, 2023·59m
  128. 128

    EP218 - How much do you really need to retire? (Part 2)

    Nov 13, 2023·1h 3m
  129. 129

    EP217 - How much do you really need to retire? (Part 1)

    Oct 29, 2023·46m
  130. 130

    EP216 - The US constrained healthcare system

    Oct 22, 2023·1h 8m
  131. 131

    EP215 - Government

    Oct 15, 2023·56m
  132. 132

    EP214 - How I make 9.5% interest on an at-call bank account

    Oct 8, 2023·59m
  133. 133

    EP213 - Building our dream home in Mexico (Part 2 of 2)

    Oct 1, 2023·1h 6m
  134. 134

    EP212 - Building our dream home in Mexico (Part 1 of 2)

    Sep 24, 2023·1h 4m
  135. 135

    EP211 - Dividend stocks for fun and profit

    Sep 17, 2023·1h 1m
  136. 136

    EP210 - The Global Citizen

    Sep 10, 2023·1h 2m
  137. 137

    EP209 - The housing problem

    Sep 3, 2023·1h 9m
  138. 138

    EP208 - Handling the upcoming stress of 2024

    Aug 27, 2023·1h 24m
  139. 139

    EP207 - This is why we are all broke

    Aug 20, 2023·56m
  140. 140

    EP206 - AI & Capitalism

    Aug 13, 2023·45m
  141. 141

    EP205 - The elephant in the room

    Aug 6, 2023·1h 1m
  142. 142

    EP204 - My current investment radar (Part 3)

    Jul 30, 2023·1h 5m
  143. 143

    EP203 - My current investment radar (Part 2)

    Jul 23, 2023·1h 19m
  144. 144

    EP202 - My current investment radar (Part 1)

    Jul 16, 2023·54m
  145. 145

    EP201 - Winning the war against distractions

    Jul 9, 2023·1h 2m
  146. 146

    EP200 - A tribute to Gary Collins

    Jul 2, 2023·1h 16m
  147. 147

    EP199 - The definition of value

    Jun 25, 2023·1h 5m
  148. 148

    EP198 - Make money renting out your home for film shoots

    Jun 18, 2023·1h
  149. 149

    EP197 - FedNow

    Jun 11, 2023·1h 6m
  150. 150

    EP196 - The government does NOT have your back

    Jun 4, 2023·1h 20m