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You are here: Home / Archives for taxes

504 Plus: Portfolio Trade, Indexing Bubble, and Money Market Capital Gains

December 14, 2024 by David Stein · Updated January 18, 2025

In Plus episode 504, David explains his recent portfolio trade to exit his AI-related ETFs and increase his allocation to non-U.S. small-cap stocks. We review Simplify ETF strategist Michael Greene's work on why he believes an indexing bubble exists. Finally, we look at how investments in short-term Treasury ETFs can lead to a capital gain depending on when they are sold. … [Read more...]

Filed Under: Money Plus Tagged With: indexing bubble, money market funds, portfolio change, taxes

486 Plus: Callable Bonds, U.S. AI Stock Bubble, Robinhood, and Crypto Taxes

July 20, 2024 by David Stein · Updated July 27, 2024

In Plus episode 486, we review how to estimate expected returns when a fund or ETF holds callable bonds. We consider two questions from members worried about high valuations for the U.S. stock market. We discuss the long-term viability of Robinhood. Finally, we discuss ways to reduce the tax headache of owning cryptocurrency. … [Read more...]

Filed Under: Money Plus Tagged With: AI, asset bubbles, bubbles, callable bonds, cryptocurrency, Robinhood, stock valuations, taxes, yield to worst

470 Plus: Annuities Correction, Europe versus U.S. Value Stocks, Analyzing BOXX, and Accredited Investor Rules

March 16, 2024 by David Stein · Updated February 6, 2025

In Plus episode 470, we correct a misstatement about immediate annuities. We explore whether European stocks can be a replacement for U.S. value stocks. We analyze the Alpha Architect 1-3 Month Box ETF (BOXX), which has used an options strategy to replicate the return of Treasury bills without generating ordinary income. Finally, we consider why the U.S. and other countries have rules that limit who can invest in alternative investments. … [Read more...]

Filed Under: Money Plus Tagged With: accredited investors, alternative investments, BOXX, Europe stocks, immediate annuities, tax efficiency, taxes, value stocks

447 Plus: The Tax Impact of Active Stock Funds, Municipal Bonds, and Balancing Cash and Longer-term Bonds

September 16, 2023 by David Stein · Updated October 16, 2023

In Plus episode 447, we discuss how to calculate the performance impact of capital gains tax distributions for an active stock mutual fund. We answer a member's question on what to do with a portfolio of individual municipal bonds selected by their previous investment advisor. Finally, we explore the decision between holding high-yielding cash or locking in higher coupon rates on longer-term bonds. … [Read more...]

Filed Under: Money Plus Tagged With: active management, bonds, cash equivalents, fixed income, municipal bonds, taxes

441 Plus: Fixed Rate Debt, Japan and Yield Curve Control, Activist Short Sellers, Treasuries and Taxes

July 29, 2023 by David Stein · Updated August 14, 2023

In Plus episode 441, we consider the economic impact of private-sector fixed-rate debt versus variable-rate debt. We discuss the Bank of Japan's apparent abandoning of yield curve control. When Treasury bondholders have to pay capital gains tax. Finally, we analyze activist short sellers. … [Read more...]

Filed Under: Money Plus Tagged With: activist investing, debt, debt cycle, hedge funds, Japan, short selling, taxes, U.S. Treasuries, U.S. Treasury bonds, yield curve control

436 Plus: Asset Camp and Plus Membership, Qualified Dividends, and Mutual Fund Share Classes

June 17, 2023 by David Stein · Updated July 24, 2023

In Plus episode 436, we discuss why Asset Camp is separate from Plus membership even as charts and data from Asset Camp are used in materials on the Plus membership site, including the monthly investment conditions and strategy report. We also explore the difference between qualified and non-qualified dividends according to the U.S. tax code. Finally, we look at transferring to a separate share class for a given mutual fund. … [Read more...]

Filed Under: Money Plus Tagged With: mutual funds, qualified dividends, taxes

417 Plus: Which Assets Now, How Much in Real Estate, Disinflation, Foreign Taxes, and CEFs

January 21, 2023 by David Stein · Updated January 31, 2023

In Plus Episode 417, we consider whether there is an optimal price to renter the S&P 500 Index or other asset classes. We discuss what disinflation means. We consider what is a reasonable allocation to public and private real estate. We consider the impact of foreign withholding taxes on dividends. Finally, we look at the current closed-end fund landscape. … [Read more...]

Filed Under: Money Plus Tagged With: asset allocation, closed-end funds, disinflation, dividends, real estate, taxes

402 Plus: Buying TIPS, Taxes and Bonds, and Calculating Investment Returns

September 17, 2022 by David Stein · Updated June 13, 2024

In Plus Episode 402, we discuss purchasing individual Treasury Inflation Protection Securities versus TIPS ETFs. We look at how bonds are taxed and how to tax-adjust municipal and corporate bonds. Finally, we compare return on investment with time-weighted and dollar-weighted returns. … [Read more...]

Filed Under: Uncategorized Tagged With: dollar-weighted returns, IRR, municipal bonds, performance, performance calculation, return on investment, ROI, taxes, time-weighted returns, TIPS, Treasury Inflation Protected Securities

350 Plus: Taking Out a Home Mortgage to Invest, Tax Loss Harvesting, and TIPS

July 24, 2021 by David Stein · Updated July 29, 2021

In Plus Episode 350, we compare reverse mortgages to home equity loans. What to consider when deciding to take a home mortgage to invest in other assets. We look at tax principles when it comes to investing and explore how tax-loss harvesting works. Finally, we review the pricing of Treasury Inflation Protection Securities and how to estimate their returns. … [Read more...]

Filed Under: Uncategorized Tagged With: asset location, cash out refinance, HELOC, home equity, leverage, reverse mortgage, tax-loss harvesting, taxes, TIPS, Treasury Inflation Protected Securities

277: How ETFs are Changing

November 13, 2019 by David Stein · Updated July 8, 2024

How regulatory changes could lead to a boom in new ETFs, including actively managed ETFs. Why ETFs continue to be one of the most innovative, cost-effective and tax-efficient investment vehicles. “Exchange-traded products are among the most significant financial innovations in recent decades and have shaped financial markets as we know them today,” said Michael S. Piwowar, former Commissioner of the U.S. Securities and Exchange Commission. The growth in exchange-traded products … [Read more...]

Filed Under: Podcast Tagged With: active management, buffer ETFs, ETFs, exchange-traded funds, Innovator ETFs, non-transparent ETFs, outcome based ETFs, tax efficiency, taxes

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