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All Episodes

Ask The Compound — 357 episodes

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Title
1

The 3 Best Inflation Hedges

2

Is $1 Million Still Considered Rich?

3

Can You Retire on $1.5 Million?

4

Will Retiring Baby Boomers Crash the Stock Market?

5

How Do You Sell Your Stocks Without a Big Tax Hit?

6

Is an AI Bubble Inevitable?

7

Should the Bottom 50% Pay Taxes?

8

Is It Time to Sell Some Stocks?

9

Why Is the Stock Market Going Up?

10

U.S. Debt Is Near $40T. Should Investors Be Worried?

11

Do Valuations Still Matter?

12

What Does It Take to Retire at 55?

13

How Do You Protect Against a Bear Market?

14

Will Social Security Be Around in 2060?

15

Which Beaten Down Stocks Are Worth a Closer Look?

16

How Much Do You Need to Retire?

17

What’s the Worst Asset Class for the Next 5 Years?

18

Why Won’t the Stock Market Go Down?

19

How Do You Prepare for Market Uncertainty?

20

Can You Retire in Your 40s and Live Off the Dividends?

21

Should You Pay Off Your Mortgage Early or Invest in Stocks?

22

Is It Time to Buy Software Stocks?

23

How Do You Invest a Lump Sum of Cash In This Market?

24

Does the 4% Rule Still Work?

25

How Do You Hedge With Options?

26

Is the Stock Market Overvalued?

27

Should You Buy a House Right Now?

28

What if the Stock Market Falls 30%?

29

10 Things Every Stock Market Investor Needs to Know

30

How Much Longer Will the Bull Market Last?

31

Will Housing Prices Fall In 2026?

32

How Does the 4 Year Rule Work?

33

How to Recover From a 50% Loss

34

How Do You Fix the Housing Market?

35

Should You Pay Off Your Mortgage Early?

36

How to Time the AI Bubble

37

What is the Dave Ramsey Portfolio?

38

Is It Time to Take Some Profits?

39

Why Is Gold Outperforming the Stock Market?

40

How Do You Invest in a Bubble?

41

Where Should I Put Cash After the Fed Rate Cut?

42

Is It Time to Buy Bonds?

43

How Will the $84 Trillion Wealth Transfer Play Out?

44

Is This a Bubble?

45

How to Buy a Porsche on a Honda Budget

46

How to Triple Your Net Worth in 5 Years

47

Millionaire Financial Goals

48

Markets Are Crazy. Is This the New Normal?

49

How To Be Rich

50

What’s the Best Time to Invest?

51

What’s the Perfect Level of Wealth?

52

How Does the Big Beautiful Bill Impact Your Taxes?

53

Should You Invest in Stocks at All-Time Highs?

54

How Do Young People Get Rich?

55

What Is the Expected Return for the Stock Market?

56

How to Live Tax-Free in Retirement

57

What’s the Biggest Risk Right Now?

58

When Should I Sell My Stocks?

59

Is Retail the Smart Money Now?

60

I Timed the Market. Now What?

61

Does Private Equity Belong in 401k Plans?

62

The Stock Market Rallied. Now What?

63

What’s the Best Case Trade War Scenario?

64

How to Invest in an Uncertain Market

65

Are Portfolios Becoming Partisan?

66

When Will Housing Prices Fall?

67

Will Tariffs Tank the Economy?

68

Why Is Market Timing a Bad Idea?

69

What Happens in a Recession?

70

Is There a Passive Investing Bubble?

71

Should You Pay Off Your Mortgage Before Early Retirement?

72

Are Tariffs a Tax on Consumers?

73

Is It Time to Buy the Dip?

74

Is It Time to Lock In 5% Yields?

75

Is It Time to Take Money off the Table?

76

When Should I Sell Tesla?

77

How Do You Compound Your Money for 50 Years?

78

How Do I Invest in Stocks at All-Time Highs?

79

Am I on Track for Retirement?

80

Is It Too Late to Buy Bitcoin?

81

Investing a Pile of Cash in a Bull Market

82

Is the U.S. Government Going Broke?

83

How Will the Election Impact Your Taxes?

84

How to Retire at Age 36

85

How to Write with Morgan Housel

86

How Overvalued Is the Stock Market?

87

When to Sell Your Big Winners

88

How to Spend Your Money

89

How to Manage Your Money When Retiring Early

90

What the Fed Rate Cut Means for Your Finances

91

Can Cash on the Sidelines Save the Stock Market?

92

Why Is The Stock Market Going Down?

93

Using Valuations to Time the Stock Market

94

Are We on the Brink of a Recession?

95

The Simplest Stock Market Hedge

96

When Should I Get out of T-Bills?

97

What Does a Fed Rate Cut Mean for My Portfolio?

98

How Much Should You Invest in Alternatives?

99

The Pros & Cons of Owning a Vacation Home

100

How Much Do I Need to Retire?

101

How to Deploy Cash on the Sidelines

102

What’s the Real Inflation Rate?

103

How to Retire Early

104

How Would You Invest $14 Million?

105

How Many Credit Cards Should You Have?

106

Is Private Equity Buying All the Houses?

107

How to Hedge Your Portfolio for World War III

108

Is Social Security Going Bankrupt?

109

How to Make It as a Younger Financial Advisor

110

Will Higher Rates Derail the Stock Market?

111

The Psychology of Inflation

112

The Most Tax-Efficient Places to Live

113

Is It Better to Buy or Rent Right Now?

114

An Alternative to the 60/40 Portfolio

115

Is the S&P 500 Overvalued?

116

How Much Should You Have Saved in Your 30s?

117

What’s the Investment Case for Gold?

118

What’s the Biggest Risk to the Market?

119

How Do You Create Generational Wealth?

120

Career Advice from Downtown Josh Brown

121

How Should You Invest at All-Time Highs?

122

How to Save More Money

123

Can You Live off Dividends in Retirement?

124

What’s the Historical Return on Housing?

125

What’s the Investment Case for Bitcoin?

126

Does FIRE Make Sense for Me?

127

How to Buy a House Right Now

128

How Many Millionaires Are There?

129

When Should You Pay Off Your Mortgage Early?

130

How Should I Invest Cash on the Sidelines?

131

Where Should I Invest $50K Right Now?

132

What’s in Ben’s Portfolio?

133

What if This Time Is Different?

134

Are Stocks Still For the Long Run?

135

What’s the Best Time to Buy Stocks?

136

Do I Still Have Time for Compounding to Work?

137

How Do I Lock In Higher Yields on My Cash?

138

How Much Is Your Happiness Worth?

139

When Should You Rent Instead of Buy?

140

How Expensive Is It to Have Kids?

141

What’s the State of the U.S. Economy?

142

Is It Too Late for a 401(k)?

143

How Do I Stop Stressing About Money?

144

How Do You Know if Your Financial Plan Is Working?

145

Am I Saving Too Much?

146

Should I Own a Rental Property?

147

How Much Do You Need to Retire Early?

148

Why Is Market Timing So Appealing?

149

How Do You Invest 100% Of Your Money in Stocks?

150

Is This the Worst Time Ever to Buy a Home?

151

Will Stock Returns Be Lower Going Forward?

152

What’s the Best Strategy for Selling Stocks?

153

I Sold My Stocks. What Now?

154

How Much Money Do You Need to Save?

155

Is International Diversification Worth It?

156

What if the U.S. Government Defaults?

157

What’s the Biggest Financial Bubble of All-Time?

158

Is the Bear Market Over?

159

Am I Spending Too Much?

160

How Do I Max Out My Roth IRA?

161

Should I Pay Off My Mortgage or Invest in Stocks?

162

Will AI Replace Financial Advisors?

163

Are We Done With High Inflation?

164

Is My Money Safe?

E
165

Should I Invest in Real Estate instead of my 401(k)?

166

Should I Put Riskier Stocks in my Roth IRA?

167

Are Covered Calls a Replacement for Bonds?

168

Is a Backdoor Roth IRA Worth the Hassle?

169

Does the Debt Ceiling Matter to the Market?

170

Is Whole Life Insurance Ever Worth It?

171

Is It Crazy to Be 100% Invested in Stocks?

172

How Much Do Dividends Matter to the Stock Market?

173

Why Should I Invest in the Stock Market?

174

What's the Market Going to Do in 2023?

175

Will Baby Boomers Crash the Stock Market?

176

Why Is the Bond Market Screaming Recession?

177

Is Real Estate a Better Investment Than the Stock Market?

178

How Should You Invest for Your Kids?

179

When Should You Sell Your Beaten-Down Stocks?

180

When Should Your Asset Allocation Change?

181

What’s a Better Buy Right Now - Stocks or Bonds?

182

What Is the Fed Doing?

183

What’s the Worst Case Scenario for Stocks?

184

Should I Buy a House Right Now?

185

What’s the Best Inflation Hedge Right Now?

186

Are All Bear Markets Like This?

187

Do Young People Need a Financial Advisor?

188

How Much Should You Save in Your 30s?

189

How Do You Minimize Taxes in Retirement?

190

How should I Invest in My 20s?

191

How Should I Invest an Inheritance?

192

How Does a Bear Market End?

193

Is Real Estate the Best Inflation Hedge?

194

Is Wealth Destroyed or Reallocated During a Bear Market?

195

Buy Quickly and Sell Slowly

196

What’s the Safest Thing to Buy During a Bear Market?

197

What’s the Best Travel Credit Card?

198

Is It Time to Sell Bonds?

199

How Can I Hedge Falling Housing Prices?

200

What’s More Important: Saving or Investing?

201

How Does Compounding Work in a Bear Market?

202

How Do I Buy During a Bear Market?

203

How Do I Max Out My Retirement Accounts?

204

How to Survive a Bear Market

205

Is 75/25 the New 60/40?

206

Why Does the Stock Market Go Up?

207

Should I Average Down on Losing Investments?

208

How do Series I Savings Bonds Work?

209

Should I Pay Down Student Loans or Invest in the Market?

210

How Much of My Net Worth Should I Use for a Down Payment?

211

How Do I Hedge Against Stagflation?

212

How to Prepare for a Recession

213

Are We Heading For a Recession?

214

How Should I Invest if I Have a Low Risk Tolerance?

215

The Psychology of a Sell-Off

216

How Much Do I Need For a Down Payment?

217

Should I Let My Winners Ride?

218

Investing is a Problem-Solving Exercise

219

How Often Does the Stock Market Crash?

220

Inflation and the Elephant

221

When Should I Sell a Stock That’s Down?

222

Living Through a Crash

223

What is the Buffett Indicator Telling Us About Stocks?

224

What Does Equal Weight S&P 500 Say About Top 5 Stocks?

225

Could Crypto Kill the Stock Market?

226

7 Trends in Car Markets

227

What Makes a Community Attractive?

228

How Do I Avoid Big Losers in the Stock Market?

229

Survivorship Bias, Legos Edition

230

Stop Listening to Pundits

231

It’s the Most Forecasty Time of the Year

232

Corrections, Retracements, Crashes & Dips

233

Why You Shouldn't Max Out Your 401k

234

Structural or Transitory?

235

Who Is Quitting and Why?

236

Long Time Coming

237

Where Should I Save For My Down Payment?

238

Should I Invest in Rental Properties?

239

How We Experience Time

240

Productivity Is Offsetting Wage Gains

241

In Praise of Profits with Ed Yardeni

242

We’re Already at Dow 54,452

243

Stagflation LOL

244

How News Looks When It's Old

245

Risking, Fast and Slow

246

The Confusing State of Inflation Inputs

247

Radically Changing Labor Market

248

Gradually, Then Suddenly

249

One-Sided Markets

250

Misunderstanding Narratives: The Hero’s Journey

251

What If Things Go Right?

252

Abundance & Scarcity: The Enemies of Appreciation

253

Lessons from Our Origin Story

254

Boring is Beautiful

255

The 4 Financial Plotlines

256

What Else Would You Call It?

257

My Worst Trades

258

Fight the FOMO

259

Wisdom I Wish I Knew 30 Years Ago

260

The Carrot and the Stick

261

Missing: Corporate Leadership on Vaccines

262

How Much Have Americans Increased their Homes’ Values?

263

Context Matters: Time Frames

264

How Much is the Rule of Law Worth to Markets?

265

How Everybody Miscalculated Housing Demand

266

Magic Beans

267

Reduced Competition Costs American Families $5,000/year

268

Why Do We Always Focus on the Bad Stuff?

269

The Economic Risks from Anti-Vaxxers

270

Buying Mortgage Backed Securities is Boomer Stimulus

271

Unknown Unknowns

272

Top 10 Rules for Money

273

Other People's Money

274

What If EVERYTHING Is Narrative?

275

How To Prepare For a Lengthy Bull Market

276

Seismic Shift

277

Table Stakes

278

The Inflation Reset

279

The Great Reset

280

If You're Still Worried, You Aren't Wealthy

281

Cold Calling (finally) Dies

282

On The Bright Side

283

Every Single Time

284

10 Things You Shouldn't Care About as an Investor

285

The Golden Age of Fraud is Upon Us

286

The Case For a Having a Fun Portfolio

287

The Greatest Story Ever Told

288

New Wealth Comes Along With New Emotions

289

Accessing Losses via Direct Indexing

290

Banks Make A Lot of Money When the Fed + Treasury Outlaw Losses

291

Leveraging Gifts with Life Insurance

292

Smart Tickets: Creators Capturing Secondary Market Sales

293

Why This Isn't Another Housing Bubble

294

Demise of the Dollar?

295

Purposeless Capital

296

Not a Housing Bubble

297

Bull Market Beset by Too Many Misconceptions

298

Everyone is an Investor

299

The Art of Calling a Market Top

300

Non-Compete

301

Tech Bubble or Rotation?

302

Get Rich versus Stay Rich

303

What's Changed For Now and What's Changed Forever

304

Not the Same Internet as the Dotcom Bubble

305

Ray Dalio and the Power of Setting Defaults for Optimism

306

Is Measuring Wealth Using A Scorecard A Good Idea?

307

Macro Thinking

308

How Lucky Was Your Birth Year?

309

The Twenty Craziest Investing Facts Ever

310

Owning Individual Stocks vs. Owning the Stock Market

311

They Will Flood The Market With Collectibles

312

The Most Important Chart of the Decade

313

Peter Lynch is the GOAT

314

A Bleak Future For Long-Term Government Bonds

315

Dragging Out a College Degree is a Drag on Finances

316

How To Make A Million Dollars Day Trading

317

What Is Top Shot?

318

Don’t Let Illusions Of Control Ruin Your Financial Goals

319

Beware Economists Warning Against “Too Much Stimulus” (Again)

320

America’s CEOs Are Having a Good Year

321

Why Is College So Expensive?

322

How Do You Know If You’re Saving Enough For Retirement?

323

The Catch-22 of Selling Your House Right Now

324

How David Beats Goliath in Real Life

325

Friends Don’t Leave Friends Holding the Bag

326

Oblivious

327

How The Stock Market Works

328

Managing Your Investments Late in the Cycle

329

It Feels Like the Game is Rigged

330

Delete Junk Food From Your Retirement Portfolio

331

Crowdsourced Pump and Dump

332

Late Cycle Bubblicious?

333

Stimulus, More Stimulus and Taxes

334

Reaching Your Financial Resolutions in 3 Easy Steps

335

Dear Samantha

336

We Don’t Live In Our 401(k) Plans

337

How to Make Millions in Bitcoin

338

Silicon Valley De-Platforming: Freedom & Censorship

339

What is Wrong with These People?

340

It's OK to Build Wealth Slowly

341

The Stock Market is Causing the Bubbles

342

Eventual Failure of False Belief Systems

343

Two Simple Rules For Building Real Wealth

344

When an Asset Goes Out of Style

345

Lock It In

346

A Short History of Chasing the Best Performing Fund

347

What if You Only Invested at Market Peaks?

348

How to Avoid Bear Markets

349

A Recovery Squandered

350

"Take All Your Common Stocks And Sell Them"

351

This Is Not The Way

352

Cape 2020 vs 1929

353

How Are Normal People Supposed To Save For Retirement?

354

Asset Destruction

355

My 2020 Investing Lessons

356

Airbnb and DoorDash Showcase Best and Worst of Uber

357

The Most Important Assumption