The Investor Coaching Show with Paul Winkler cover art

All Episodes

The Investor Coaching Show with Paul Winkler — 285 episodes

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Title
1

Funds That Market Themselves Based on Christian Values. What's the Problem Here?

2

A $5B Dollar Gambling Loophole: Kalshi vs. Sportsbooks

3

The 25th Anniversary of 9/11: Remembering American Resilience

4

The Biggest Obstacles Between You and a Financial Plan

5

Why Do Markets Usually Go Up Right After an Interest Rate Hike?

6

An American Icon: Dolly Parton’s Contribution to the American Dream

7

Are You Afraid You Won’t Be Able To Keep Up With Inflation?

8

Hedge Fund Managers Are Now Allowed To Bet in “Prediction Markets” for Clients

9

These 401(k) Hacks Could Be Costing You Retirement Opportunities

10

Have You Heard of Tax Diversification? 401(k), Roth, or Non-Qualified

11

AI and the Recent Market Rally: Technology Continues To Surprise.

12

Market Update, August 2026: Bond Sell-Offs, Interest Rates, and Inflation

13

You’re Saving in Your 401(k) — But What Are You Actually Investing In

14

Can Governments Fix Their Problems by Taxing the Wealthy?

15

Warning: AI Recommends What It Learns From Industry Marketing Materials

16

You Can’t Trust the Industry To Get You Properly Diversified

17

Simple Hacks To Take Control of Your Finances

18

Former Treasury Secretary Talks About Economic Worries

19

A Battery Breakthrough That Could Change More Than Technology

20

This Explains Why We Don’t Recommend Real Estate As an Investment

21

Why You Won’t Ever See a Market Forecast From Paul Winkler, Inc.

22

Ask These Questions, and You’ll Unlock the Key to Confident Investing (Part 2)

23

Ask These Questions, and You’ll Unlock the Key to Confident Investing (Part 1)

24

“How Do Fund Companies Hide Their Poor Performers?”

25

25 Years of Teaching Investors To Ignore the Sales Pitch

26

Risk in Investing Is Different Than Most Investors Think

27

Is a Section 351 Exchange a Tax Loophole — or a Legitimate Planning Tool?

28

If You Can Answer These Basic Market Questions, You’re Ahead of Most Investors

29

AI Financial Planning - User Beware

30

Stop Waiting To Build the Future You Want

31

Private Equity: Low Returns. No Liquidity. Still Being Hyped.

32

Could the Federal Deficit Hurt the Stock Market?

33

Private Equity Is the Latest Distraction Keeping Investors From Market Returns

34

Confident Investors Know How To Spot Bad Financial Information

35

Trump Account vs. 529. What Do You Pick When Investing for Children?

36

Index Funds Bought SpaceX. So Why Didn’t the Stock Go Up?

37

Fidelity Predicts Low Large U.S. Returns — so Why Is So Much Client Money Still There?

38

When You Hear “The Market Is Down,” You’re Not Hearing the Whole Story

39

5 Reasons You Might Not Convert to a Roth IRA

40

Watch This "Legendary" Market Timer Get Called Out on National Television

41

How to Become Financially Independent: 6 Habits That Matter Most

42

Does Your Adviser Believe It’s Their Job To Market Time for You?

43

Free Dinner Workshops Are a Cash Cow for the Industry

44

SpaceX Isn’t Invincible: Don’t Break Market Timing Rules for Any Company

45

Financial Freedom or Financial Trap? Why the FIRE Movement Is Dangerous for Most

46

Why Your First House Feels Out of Reach

47

Life Insurance “Investment” Sales Pitches Are Convincing. Let’s Walk Through One.

48

Social Security Could Run Out by 2032? Here's What That Really Means.

49

SpaceX Is Now Public: You Didn't Miss Out

50

Can One Influencer Move Bitcoin? Commodities Don’t Work Like Stocks.

51

The “Golden Grind”: How Many People Are Still Working After 65?

52

SpaceX IPO: Who Will Actually Make All the IPO Money?

53

Why Everyone Needs an Investing Coach in Their Corner

54

Robinhood Lets You Use AI To Make Trades for You

55

If Timing the Market Works, Why Doesn't Anyone Agree on the Timing?

56

The Billionaire Debate Is Missing the Bigger Picture

57

Big Tech Concentration: The Media Got the Problem Right — But the Solution Wrong

58

IPOs Look Exciting — Here’s the Catch

59

Roth vs. Traditional and How To Take an Income in Retirement

60

Becoming Educated for Retirement. Paul Breaks Down 30 Years of Lessons (Part 2)

61

Becoming Educated for Retirement. Paul Breaks Down 30 Years of Lessons (Part 1)

62

Crypto Faces a Regulatory Turning Point in the U.S. Will This Deflate Its Value?

63

These Fees Are Crazy: A Full Breakdown of the Expenses of Annuities

64

Alternative Investments Can Turn Long-Term Investors Into Short-Term Gamblers

65

Excitement Around the SpaceX IPO Is Peaking. Should You Invest?

66

This One Stat Makes You Most Likely To Run Out in Retirement

67

Why AI Needs Regulation: Tech Leaders Don’t Share Everyone’s Values

68

Robinhood Made Investing Simple — But at What Cost?

69

Is AI Propping Up the Economy? This Is Why We Diversify

70

10 Sneaky Expenses Draining Your Bank Account

71

Paul & Jim: The Industry’s Other Side — Advisors Represent Firms, Not Clients

72

This Shark Tank Pitch Would Put Your Retirement at Risk

73

11% No-Risk Real Estate? Let’s Break It Down

74

Making Sure You Leave Space for Fun in Retirement

75

Unexpected Family Expenses: How Families Shift To Raise Children

76

Large U.S. Doesn’t Win Every Year, but They Won’t Even Look at International Value. Why?

77

The Industry Wants You To Trust Them As the Experts. This Is a Big Trap.

78

Should Economics Be a College Requirement? Paul Thinks So

79

Risk in Investing Is More Complex Than You Think

80

Spring 2026 Economic Update: Is Innovation Dragging Down the Economy?

81

An Investment Pays You To Borrow Your Money. It’s That Simple.

82

Could Speculative Weather Trading Improve Weather Forecasting?

83

The Market Is Flooded With Smart Investors Who Set Prices Together

84

How Much Can You Gift a Family Member Before Having To Tell the IRS?

85

National Financial Literacy Month: How Is Your Financial Literacy?

86

Professional Financial Pundits Are Not Financial Planners

87

Investment News: SpaceX IPO, Hot ETFs, and a Timeline for the War in Iran

88

Most Investors Are Watching Their Retirements Shrink Because of This Portfolio Problem

89

Fear, Greed, and Loyalty: The Easiest Way To Make a Commission

90

How Do You Know an Investment Firm Is Right for You?

91

Diversify and Hold: The Confident Investor’s Strategy

92

Why Do We Invest in Bonds? Why Not Buy an Annuity Instead?

93

Annuities, Bonds, Stocks, Commodities, Real Estate: Not All of These Are Investments

94

Is Owning the S&P 500 Enough for Retirement?

95

Texas Court Tosses Fiduciary Rules: A Big Win for Insurance Companies

96

The Investor Coach Answers: Should I Use My Age As My Bond Allocation?

97

The Investor Coach Answers: How Will the War Affect Markets?

98

The Design of Your Portfolio Determines Its Performance

99

The Investor Dilemma: Why It’s Hard for Investors To Relax About Money

100

Adults Over 60 Are Losing Billions to These Scams. Don’t Be One of Them.

101

The War in Iran: Oil Is Up. Stocks Are Down. How Are Investors Doing?

102

Paul and Evan Cover Basic Financial Questions

103

The Headlines Are Out of Control. Remember Positive News Takes Longer To Get Out.

104

“People Should Be Free To Do What They Want.” Do We Really Believe That?

105

Another War in the Middle East Poses a Trap To Disciplined Investors

106

In Trying Times, You Don’t Need an Investing Club. You Need a Proven Method.

107

“I’m 45 and Expect a Good, Long Recession.” Here’s What He’s Doing About It.

108

Worst Case in Iran: How Should Your Portfolio Perform During a Decline?

109

Is a War in Iran Likely To Hurt Your Retirement?

110

People Buy Milkshakes Early in the Morning. A New Product Is Born.

111

Bitcoin’s Decline: Can It Compete With the Dollar? Does It Work as an Investment?

112

When Will the Tide Turn in Overseas Markets?

113

Looking at Younger Investor’s Robinhood Account: Staying Curious and Humble

114

Technical Analyst Shows Their Hand: Bad Market Timing and Wild Speculation

115

Watch Out: Mortgages That Last Longer Than the House

116

3 Myths of Investing: If You Know These, You’re Ahead of Most Investors (Part 2)

117

3 Myths of Investing: If You Know These, You’re Ahead of Most Investors (Part 1)

118

What Keeps People From Saving for Retirement? Are You on Track?

119

Edward Jones Head of Investment Strategy Encourages Investors to … Market Time

120

We’re Not a Huge Fan of Trump Accounts. Here’s Why.

121

Bitcoin Has Dropped By Half Since August. Why Are Investors Digging in Their Heels?

122

Choosing Your Investments Based on Your Time Horizon

123

Asset Class Investing: The Key to Avoiding Uncompensated Risk

124

Cash, Bonds, and Stocks: What's in Your Portfolio and Why? (Part 2)

125

Cash, Bonds, and Stocks: What's in Your Portfolio and Why? (Part 1)

126

Cathie Wood Got It Wrong in 2025, but What Does She Think About 2026?

127

The Average Car Payment Is $780/month. Is That a Problem With the Market or With Human Behavior?

128

What Happens if the Dollar Drops? Understanding the Cause and Effect of a Weaker Dollar

129

When Paul Says "Capturing Market Returns,” Is That Just Code for Indexing Everything?

130

Annuity Sales Are Dangerous. Here Is the Proof.

131

We All Have an Expiration Date. How Can You Live With Purpose?

132

Your Home or Your Portfolio: Where Should Your Investment Money Go?

133

Jim Cramer’s Investing Club Leads To Stock Picking, Not Confidence in Investing

134

Pundit Gives “13 Funds To Own in 2025.” How Did He Do?

135

Robinhood Found the Best Way To Make Money on You: Greed and Dopamine Addiction

136

Properly Preparing to Pass Your Finances to Your Loved Ones

137

Big News out of Venezuela. What Does It Mean for Your Investments?

138

Most Investors Fail the Diversification Test

139

Don’t Go Into 2026 Aimlessly. SMART Goals Could Help You in the New Year.

140

Crypto Investors Got What They Wanted in 2025, but Prices Keep Dropping

141

The People Managing Your 401(k) Are Just Making It Up As They Go Along

142

A New Offering in 401(k)s That Will Hurt Your Retirement

143

Most People Would Admit It’s Better To Be Happy Than Wealthy. How Do You Do It?

144

401(k)s Are Designed for Confusion. Educated Investors See Through the Fog.

145

All I Want for Christmas Is an S&P 500 Rally

146

Love What You Do and Prepare for the Day You Can’t Do It Anymore

147

Companies Are Marketing Against the 60/40 Portfolio Because They Mismanage Them

148

You Should Always Take Social Security at Age …

149

The Reason People Aren’t Becoming Homeowners in 2025

150

Robinhood Has Changed the Culture of Investing for the Next Generation

151

America in Decline: Economies Need Populations to Grow

152

NASCAR Driver Sues Pacific Life for $8.5 Million Over Indexed Universal Life Policy

153

No Plan and No Purpose: The Fastest Way To Make Someone Else Rich

154

Propagandist Uses War-Time Strategies on American Consumers

155

Investing and Sports Betting on the Same App. How Did This Happen?

156

Learning a Lesson From the '90s About Betting on AI

157

This Is How To Move From Anxiety to Confidence

158

What Happens if You Put Tax Benefits Before Everything Else

159

"Fiduciary" Is a Marketing Buzzword in an Industry Full of Loopholes

160

Gold, the U.S. Dollar, Real Estate, and Stocks. What Makes Them Worth Anything?

161

The FED’s Job Is To Provide a Stable Currency. Are They Doing a Good Job?

162

A Legacy of Excellence: Warren Buffett’s Final Stockholder Letter

163

Enjoy Your Holidays. Knock Out This Financial Checklist for the End of 2025

164

Can You Properly Define Capitalism, Socialism, and Democratic Socialism?

165

Why Do Investors Fail? Why Can’t They Seem To Get Ahead?

166

4 Million Americans Are Living Abroad. Here’s Why.

167

Musk’s Huge Payout Package/When You Need a Counselor and Not a Financial Planner

168

First-Time Homebuyers: Don’t Be Afraid To Wait and Don’t Be Afraid To Start Small

169

The Industry Wants You To Think They Have Market Experts Choosing the Best Companies

170

Progress Comes Through Effort: Socialism vs. Capitalism

171

Private Equity: The Industry's Newest Way to Overcharge for a Bad Product

172

A Gold Infomercial That Sounds Like Education, but Is Holding Back

173

Property Fraud: Learn About the Laws and Safeguards With Holly Hemmrich, Register of Deeds

174

Watch Someone Teach an Advisor How To Manipulate Your Emotions

175

Cap-Weighted Funds Are Very Popular in the Industry. What Are They?

176

Post-College Debt Is Tough. How Do You Pay It Off?

177

Don't Fall for the Marketing. Take a Deeper Look.

178

Building Your Confidence in Your Financial Future (Part 2)

179

Building Your Confidence in Your Financial Future (Part 1)

180

An Investing Lie the Media Wants You To Believe

181

Are We in an AI Stock Bubble?

182

Jim Kramer Is Selling Books and Selling Investors on Market Timing

183

Running Out of Money at the Worst Possible Time

184

Markets Can Be Inefficient, but Not for Long Enough To Do Anything About It

185

Gold Hits New Record High and Emotional Investors Get Sucked In

186

Another New Investing Book That Won’t Get You the Results You Want

187

The Hidden Costs of Trying To Win Big With Stocks

188

Popular Trends from 2025 in Financial Planning

189

Send This to Someone Who Trusts Big Firms or Their Job To Get It Right

190

AI Is an Innovation. Here’s Why Companies Love It and What It Could Mean for Your Job

191

Why Annuity Payouts Get Worse Every Year

192

Demand for Gold Is up Amid Uncertainty. Educated Investors Won’t Take the Bait.

193

How To Sell an Annuity in 10 Minutes

194

Advisors Get Sucked Into Stock Picking Because They Don’t Have This Education

195

Past Performance Is Driving Your Investing Decisions. You Need Another Option.

196

Are You Behind? How Much Is Everyone Else Saving for Retirement?

197

Get These Four ETFs and You’ll Be Set for Life

198

These Investments Were Fads and Failed. What Can We Learn?

199

Your True Purpose for Money Will Anchor You When the World Is Chaotic

200

Market Downturns: When Is the Next One Going To Happen?

201

Robinhood Rockets Into S&P 500 With Gambling and Other Addictive Practices

202

Someone Finally Shares How They Were Scammed at a Steak Dinner

203

This “Educational” Video About Fidelity Funds Gets an F. Watch Out for These.

204

This Is Why Investing “News” Is Too Slow To Successfully Market Time

205

America’s Federal Bank Stays Independent/Social Security Penalty for Early Retirement

206

Inflation Could Continue Moving Forward. How Do You Keep Up?

207

Choosing Default Investments Overexposes You to Companies Like Amazon

208

Where Does Gold Fit Into Investing? One of Paul’s Most Asked Questions

209

Boredom: An Overlooked Ingredient to Financial Success

210

Humans Aren’t Good at Understanding Risk. This Is How That Ruins People’s Financial Futures

211

Income “Buckets” in Retirement = Sales “Buckets” for Your Advisor

212

How To Keep Your Legacy From Being a Headache: An Interview With Attorney Parker Brown (Part 2)

213

How To Keep Your Legacy From Becoming a Headache: An Interview With Attorney Parker Brown

214

A $40K Annuity With an Income Rider That Pays Out … $90 a Month!

215

Afraid of Running Out in Retirement? The Solution Is Planning, Not Products

216

Setting Up the Straw Man: A Sales Tactic Investors Fall Into

217

Why Is Vanguard Trying To Sell Bond Funds to Young Investors? Paul Calls Out This Weird Commercial

218

Your Biggest Fears About Retirement and Why You Don’t Want To Hire a Planner (Part 2)

219

Your Biggest Fears About Retirement and Why You Don’t Want To Hire a Planner (Part 1)

220

Just Say “No” to Alternative Investments

221

How To Invest During a Trump Presidency With Chris Hand

222

Do You Know How the Stock Market Works or Even What It Is?

223

You Walk Into a Bank With a Large Amount To Save and Get Sold a High-Commission Product

224

Meme Stocks: What Are They and Why Are People Getting Caught Up in Them?

225

Large U.S. Was Hurting in Q1. Most Money Managers Got It Wrong.

226

The Market Is Still the Right Place To Be. Anyone Saying Otherwise Is Selling.

227

Check Your 401(k) Regularly for These Bad Investments

228

July 2025: The Economy, Japan Trade Deal, FED Interference, and Inflation

229

Trust Your Gut! Ignore Investing Garbage Like This Phony Ad

230

Leaving Your Politics Out of the Investing Process

231

What Happens if the Social Security Trust Fund Runs Out?

232

Crypto and Fiat-Based Currencies. What Is Happening Around Stablecoin and the New Crypto Law?

233

When Is This Stock Market Bubble Going To Pop?

234

Private Equity: Is It the Exciting New Investment Coming to Your 401(k)?

235

Bipartisan Proposal To “Fix” Social Security Isn’t What It Seems

236

Social Security Confusion: How To Use It and How To Fix It

237

Paul Is Back and Jumps Right Into the Big Beautiful Bill Act (Part 2)

238

Paul Is Back and Jumps Right Into the Big Beautiful Bill Act (Part 1)

239

Try To Avoid These Financial Planning Mistakes

240

One in Four Working Americans Will Need This Insurance Before They Retire

241

Middle East at the Brink of War and Markets Go Up?

242

AI and Financial Firms: Neither Are Looking Out for Your Interests

243

The Big Beautiful Bill Is Now Law. How Are You Affected? (Part 2)

244

The Big Beautiful Bill Is Now Law. How Are You Affected? (Part 1)

245

ETFs Are Becoming the New Market Timing Tool

246

The Unused Asset of Young Investors

247

What’s in the Big Beautiful Bill?

248

Kidnapped Over Crypto/Do You Know What an Income Rider Is?

249

Chasing Returns and Headlines: Two-Sided Trap of the Industry

250

Senate Moves To Regulate Stablecoin. Does This Change Paul’s Crypto Position?

251

Tax Changes in 2025: Big Beautiful Bills and Capital Gains Exemptions for Property

252

AI Companion for the Elderly: Is There Something off Here?

253

Watch This Stock “Expert” Flip on Tesla Stock in Almost One Week

254

Market Update June 2025: When Should You Get Worried?

255

Watch Out for “The Rules Won’t Apply Anymore” Marketing Strategies

256

Will AI Take Fund Managers’ Jobs and Ruin Market Efficiency?

257

Stock Pickers Scramble As Musk and Trump Part Ways; AI Is Coming for Ph.D.-Level Jobs

258

After 40 Years, Japan Can’t Keep Buying Our Debt. Are We All in Trouble?

259

2025 Social Security Webinar

260

Cost of Living vs. Quality of Life: Isn’t It Worse Now?

261

Wealthy Investors Can Afford To Take Risks and Lose Big

262

Interest Rates Change. Confident Investors Don’t Overreact.

263

60/40 Portfolios: A Historically Good Income Solution for Diversified Investors

264

The Problem With the Invest America Act No One Is Talking About

265

New to Investing? Take These Steps First

266

A Strong Voice for Market Efficiency Diagnosed With Terminal Lung Cancer

267

Innovation Fuels Change — Tariffs Provide a Global Trade Mix-Up

268

Trump Hypes Up Tax Bill and Encourages People to Get in the Market

269

Is it 6%, 7%, 10%, or 12%? A Lesson in Returns

270

Your Financial Plan Needs a Professional, Not a Google Search

271

Don’t Take the Bait on a “Tax-Free” Retirement

272

Most Investors Want Something That Doesn’t Exist

273

What Can You Learn From 100 Years of Data on Market Crashes?

274

Social Security Looks Bad; Gold Looks Good

275

You Wouldn’t Buy a Car Without Doing Some Research. So Don’t Do This.

276

With the Right Advisor, You Get a Chance To Think Through Your Own Decisions

277

What Does an Advisor Do and How Do You Pick One?

278

Are Tariffs Ruining the Market for Investors?

279

The Market Is Self-Correcting: Tariffs, Interest Rates, and Government Spending

280

Significant Income Tax Rates Changes Could Be Coming Soon

281

Here Are the Tools We Use To Help You Relax About Money

282

You Don’t Want To Find These 3 Phrases in Your Advisor’s ADV

283

How To Take an Income in Retirement

284

Investing in Stocks Is Still a Good Idea in 2025

285

Dan Hill Joins To Talk About Investors’ Number One Fear and Murfreesboro Town Halls