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You are here: Home / Archives for regret

465: Transforming Financial Regrets into Portfolio Gains: Five Strategies for Navigating Investment Emotions

February 7, 2024 by David Stein · Updated July 8, 2024

Humans are wired to feel regret. Here's how to learn from financial regret to become a better investor. Topics covered include: What cognitive biases make feelings of financial regret unavoidable We analyze two regret case studies - one from David and one from a Plus member Why do we avoid big regrets but manage through small ones Five cognitive tricks to help manage financial regrets Show Notes Fooled by Randomness: The Hidden Role of Chance in Life and in the … [Read more...]

Filed Under: Podcast Tagged With: loss aversion, regret

315 Plus: Moving Out of Cash, Purchasing and Storing Cryptocurrencies, and Mortgage REITs

September 26, 2020 by David Stein · Updated March 21, 2022

In Plus Episode 315, we answer a member's question about how to move his portfolio back into the stock market. We review how to purchase and store cryptocurrencies. Finally, the episode includes the audio from a new video lesson on how to invest in mortgage real estate investment trusts. … [Read more...]

Filed Under: Uncategorized Tagged With: cryptocurrency, dollar cost averaging, mortgage REITs, mortgage-backed securities, regret

313: No One Is Entirely a Buy and Hold Investor

September 9, 2020 by David Stein · Updated September 1, 2021

What are the numerous decisions individuals have to make in managing their investment portfolios. Topics covered include: Why individual investors should invest like family offices and university endowments in order to build and preserve wealthWhy even buy and hold investors make portfolio changesWhat are examples of the numerous decisions individuals have to make in overseeing their investment portfoliosHow badly have value stocks underperformed growth stocksHow our mindset should … [Read more...]

Filed Under: Podcast Tagged With: asset allocation, buy-and-hold, investment philosophy, investment styles, investment vehicles, private capital, regret

287 Plus: Coronavirus Update, Mid Month Investment Conditions and Overcoming the Fear of Investing

February 22, 2020 by David Stein · Updated April 29, 2021

In Plus episode 287 for the week of February 22, 2020, we review the spread of the coronavirus pandemic and the typical growth pattern and duration of pandemics. We evaluate recent economic releases, including the downbeat U.S. services PMI flash report, to see how they reflect the impact of the coronavirus. Finally, we assist a member who has had difficulty investing the proceeds of a home sale. … [Read more...]

Filed Under: Uncategorized Tagged With: COVID-19, investment philosophy, investment process, pandemics, regret

188: Should You Pay Off Debt or Invest?

January 17, 2018 by David Stein · Updated February 8, 2022

When should you pay off debt versus investing. Why stocks are not less risky the longer you own them, but younger investors should still own more in stocks. How to invest a lump sum payment. Photo by Tim Gouw In this episode you’ll learn: How net worth consists of both financial capital and human capital.What is the financial return for college.How does asset liability matching apply to mortgages and student loans.How to decide whether you should invest a lump sum … [Read more...]

Filed Under: Podcast Tagged With: asset liability matching, debt, financial capital, human capital, regret, return on investment, time diversification

182: Was Tulipmania Just Like Bitcoin?

November 22, 2017 by David Stein · Updated May 27, 2021

What caused tulip mania in the 17th century in the Netherlands and how is it similar to Bitcoin? Photo by Andrean Valeanu In this episode you’ll learn: Why discretionary income is needed for a mania to occur.Why the tulip trade was one of the first futures market.How much were speculators paying for tulip bulbs at the top of the market.What was the impact of the tulip bulb crash.How Bitcoin is like tulipmania. Show Notes JPMorgan's Dimon says bitcoin is a fraud that will … [Read more...]

Filed Under: Podcast Tagged With: Bitcoin, bubbles, cryptocurrency, futures, manias, regret, tulipmania

MNY139 Plus: What Drives Gold Prices, Regret, Zero Coupon Bonds and Portable Alpha

January 7, 2017 by David Stein · Updated April 29, 2021

This week January 7, 2017 on Money For the Rest of Us Plus we look at how interest rates and the value of the dollar influence the price of gold. We also look at how gold has outpaced inflation over time and how investor sentiment has been a good measure of when to buy gold. We also explore how buy and hold investing reduces regret. Finally, we look at investing collateral used as part of a strategy to get market exposure though futures and how portable alpha strategies work. … [Read more...]

Filed Under: Uncategorized Tagged With: alpha, bonds, bonds zero-coupon, gold prices, portable alpha, regret

MNY123 Plus: Regret Aversion, Interest Rates Hikes and Hedging Portfolios

September 10, 2016 by David Stein · Updated April 29, 2021

This week on Money For the Rest of Us Plus we revisit the process to assist investors to transition from one portfolio structure to another, including if one is holding cash. The key is to overcome regret aversion and loss aversion. We look at how to do that. We also look at the fear of rising interest rates and why is it so great and would the outcomes be that bad. Finally, we look at the cost of hedging a stock portfolio as a member evaluates a hedge fund strategy does exactly … [Read more...]

Filed Under: Money Plus Tagged With: hedging, interest rates, options, portfolio hedges, regret

100: Navigating a Negative Carry World

March 23, 2016 by David Stein · Updated May 27, 2021

What Harrison Ford can teach you about investing and living in a radically unpredictable, low investment return world. Photo by Fortune Live Media In this episode you'll learn: What is the primary narrative driving markets today.What are the two things that never change with markets.What is positive and negative carry.Why central banks implement negative interest rates.How low are interest rates around the world.How do we invest and live in a radically unpredictable, negative carry … [Read more...]

Filed Under: Podcast Tagged With: carry, carry trades, complexity, Ford (Harrison), Hunt (Ben), negative carry, regret, unpredictable events

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