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   Selected Articles by Twenty-First Securities Authors



These features are provided for information purposes only.  They are not intended as a solicitation or to provide specific financial, legal or tax advice. Certain aspects of these articles may have been rendered inaccurate by events that have occurred since the articles were published.  Investors should consult with their advisers before taking any action in connection with the topics discussed herein.

Some of these articles make reference to options. Options involve risk and are not suitable for all investors. Before engaging in an options transaction, investors must review the options disclosure document Characteristics and Risks of Standardized Options.

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A Summary of Articles:

Gordon, Robert and Rosen, Jan, “The Benefits and Methods of Harvesting Your Losses, and Not Just at Year-End The Journal of Wealth Management, Institutional Investor, Inc., New York, Fall 2001.

Unrealized losses are an asset that investors should harvest systematically year-round to achieve the highest after-tax returns.  Investors who harvest their losses should consider employing the double-up forward conversion, which should allow them to avoid both a wash sale and additional market risk.



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Gordon, Robert, “Commodities: An Asset Allocation Perspective Risk-Controlled Investing, Charter Financial Publishing Network, Shrewsbury, NJ, July 2006 

This article was originally published in Twenty-First Securities' spring 2006 newsletter.

Gordon, Robert, “Commodities in An Asset Allocation Context Journal of Taxation of Investments, Civic Research Institute: Kingston, New Jersey: Winter 2006.

Gordon, Robert, “A Compelling Option, ” On Wall Street, Thomson Media: New York, January 2005.

Mutual funds that employ hedge fund strategies offer better tax efficiency than regular funds.

Gordon, Robert, “Consider Taking Profits on Your Bonds On Wall Street, Thomson Media: New York, December 2002.

If you've held a profitable bond for more than one year, it may make sense to sell it and buy it back.

Gordon, Robert, and Hoopingarner, Kirk “The Estate Collar Trusts & Estates, Penton Media, Inc., December 2008 

Gordon, Robert, “ETFs: Facts and Fictions Risk-Controlled Investing, Charter Financial Publishing Network, November/December 2005 

Gordon, Robert, “An Extraordinary Dividend Opportunity, ” On Wall Street, Thomson Media: New York, September 2003.

Some dividends are large, but not too large to disqualify them for special tax treatment.

Gordon, Robert, “Fees, Taxes and ETFs Wealth Manager, Highline Media LLC, July/August 2006 

Gordon, Robert, “A Few Words About Dividends On Wall Street, Thomson Media: New York, June 2004.

Why you should look more closely at foreign dividends, MGM's special dividend and preferred "dividends" (which may actually be interest).

Gordon, Robert, “Going Forward Wealth Manager, Highline Media, May 2006.

Gordon, Robert, “Harvest Your Capital Gains? Private Wealth Management, CFA Institute, June 2008.

Gordon, Robert, “Hedge Funds In Mutual Fund Clothing: The Best of Both Worlds?” Risk- Controlled Investing, Charter Financial Publishing Network and Wealth Advisor Publishing, October 2005.  

This article was based on a winter 2005 newsletter article.

Gordon, Robert, and Fichtenbaum, Mark, "Hedging Appreciated Employee Stock Options: Tax, Economic and Regulatory Concerns," Derivatives Report, Warren, Gorham & Lamont, RIA Group: New York, October 2000.

Non-affiliates wishing to hedge highly appreciated employee stock options should undertake an analysis to decided which hedging tool to use: swaps, options themselves, or forward contracts.

Gordon, Robert, "Hedging Nonqualified Stock Options," Journal of Taxation of Investments, Civic Research Institute: Kingston, New Jersey, Spring 2004.

A discussion of the two primary challenges that executives must address before hedging non-qualified options: the constructive sale rules and the potential for a whipsaw effect.

Gordon, Robert, "Hedging Nonqualified Stock Options Revisted," Journal of Taxation of Investments, Civic Research Institute: Kingston, New Jersey, Summer 2004.

A follow-up to "Hedging Nonqualified Stock Options" (spring 2004), this article discusses the potential impact of two recent developments: Treasury's proposed regulations governing the taxation of swaps and a separately issued private letter ruling to a taxpayer who wished to identify a transaction as a hedge under Section 1221.

Gordon, Robert, "Hedging Your Employee Stock Options, Part 1," Mystockoptions, Brookline, MA.

Gordon, Robert, and Lyman, Charlotte "Hedging Your Employee Stock Options, Part 2," Mystockoptions, Brookline, MA.

Gordon, Robert, "Inside the Dividend Proposal,"  On Wall Street, Thomson Media: New York, March 2003.

Whether or not the president's proposal gets enacted, now is not the time to change portfolios.



Gordon, Robert, “Investing In Offshore Hedge 
Funds - Taxation Issues
Risk-Controlled Investing, Charter Financial Publishing Network, Shrewsbury, NJ, August 2006 

Gordon, Robert,  "Is Your Hedge Fund a Trader or an Investor?" Journal of Wealth Management, Institutional Investor: New York, NY, Summer 2005.

Gordon, Robert, "The Magic of ETNs," Investment News, New York, July 2007.

Gordon, Robert, "The Magic of Swaps," On Wall Street, Thomson Media: http://New York, April 2003.

This institutional tool offers many advantages for affluent individual investors.

Gordon, Robert, "Make the Most of Capital Losses," On Wall Street, Thomson Media: New York, May 2003.

Here are some strategies to unleash the value of this hidden asset.

Gordon, Robert,  "Making Hedge Funds More Tax-Efficient," Journal of Wealth Management, Institutional Investor: New York, NY, Summer 2004.

A discussion of tax strategies for hedge fund managers and investors.  At the portfolio level, tax management should involve holding period strategies and trading strategies (such as loss harvesting).  At the investor level, tax management may involve derivatives on hedge fund indexes, simple call options on hedge funds themselves and insurance wrappers.

Gordon, Robert, "Microsoft's Big Dividend," On Wall Street, Thomson Media: New York, October 2004.

The software giant's policy change has raised several questions among investors.  Here are some answers.



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Gordon, Robert, “Mutual Funds: Gain Without Pain Risk-Controlled Investing, Charter Financial Publishing Network, Shrewsbury, NJ, March 2006 

This article was originally published in Twenty-First Securities' winter 2006 newsletter.

Gordon, Robert, " New Commodities Vehicles: How Markets Responded to Rev. Rul. 2006-1," Journal of Taxation and Regulation of Financial Institutions, Civic Research Institute, Inc.: New York, January/February 2007.

An investor can add substantial value by utilizing the commodities product that offers the best combination of low cost and positive tax treatment.

Gordon, Robert, "The New Tax Law and You," On Wall Street, Thomson Media: New York, July 2003.

Forget simplicity.  Chasing dividends while hedged can be quite complex.

Gordon, Robert, "Options Can Be Handy When Working Within The Wash Sale Rules," On Wall Street, Thomson Media: New York, November 2004.

Here's how to use them.

Gordon, Robert and Fichtenbaum, Mark, "Practitioners Are Concerned About Proposed Regulations On Exempt Qualified Covered Call Options, Interest And Expense Capitalization," Derivatives Report, Warren, Gorham & Lamont, RIA Group: New York, May 2001.

Proposed regulations under Section 1092 would help investors, but a second set of proposals under Section 263 would hurt. Also, a recent Field Service Advice raises a red flag for investors entering into prepaid variable forward contracts involving appreciated securities.

Gordon, Robert and Fichtenbaum, Mark, "The Pursuit of Dividends After the Tax Act of 2003:  Limitations, Traps and Ambiguities," Journal of Taxation of Investments, Civic Research Institute: Kingston, New Jersey, Autumn 2003.

The 2003 Tax Act reduced the rate of tax on dividend income earned by individuals to a maximum of 15%.  But in order to pay the lower rate, investors must ensure that they comply with all the attendant rules.

Gordon, Robert, "Recent Developments Involving Hedges, Collars and Microsoft Dividends," Journal of Taxation of Investments, Civic Research Institute: Kingston, New Jersey, Winter 2005.

Seven year hedges OK, plus good news on closing profitable hedges with profitable stock and insiders' ability to collar their employee options.  Dividend capture scenarios.   

Gordon, Robert, "The Rich Are Different," On Wall Street, Thomson Media: New York, October 2005.

And they want to hear different ideas.

Gordon, Robert, “The Right Way to Utilize Wall Street Research The Philadelphia Stock Exchange, Philadelphia, Vol. 1, No. 2, July 1994.

Industry forces are often responsible for much of a stock price's movement. By purchasing recommended shares and simultaneously "shorting" the industry, an investor can often mitigate the effect of an industry downturn.

Gordon, Robert, "Single Stock Futures and Taxes," On Wall Street, Thomson Media: New York, January 2003.

This new tool can be a great hedging device, but the tax consequences can be tricky.

Gordon, Robert, "Spiders, Schmeiders," On Wall Street, Thomson Media: New York, February 2003.

Get indexing's benefits a lot less expensively (and with better tax treatment) through Index options.

Gordon, Robert, and Trotta, Stanley "Stock Options: How Tax Rate Changes Impact Strategies for Stock Options & Restricted Stock," Mystockoptions, Brookline, MA.

Gordon, Robert, and Lyman, Charlotte "Strategies For Hedging Concentrated Stock Positions, Part 1," Mystockoptions, Brookline, MA.

Gordon, Robert, and Lyman, Charlotte "Strategies For Hedging Concentrated Stock Positions, Part 2," Mystockoptions, Brookline, MA.

Gordon, Robert, and Lyman, Charlotte "Strategies For Hedging Concentrated Stock Positions, Part 3," Mystockoptions, Brookline, MA.

Gordon, Robert, and Fichtenbaum, Mark, “Tax Consequences of Using Listed Equity Derivatives in Managing A Stock Portfolio Derivatives Report, Warren, Gorham & Lamont, RIA Group: New York, July/August 1996.

Using derivatives to hedge stock portfolios can affect the tax treatment on the disposition of positions, and the short-against-the-box proposal may require rethinking of some standard techniques.

Gordon, Robert, “A Tax-Efficient Spin on Futures  On Wall Street, Thomson Media: New York, February 2004.

Individuals investing in TRAKRS, Merrill Lynch' s new product, can achieve long-term holding period after only six months and a day.

Gordon, Robert, “Taxing Phantom Hedge Fund Profits On Wall Street, Thomson Media: New York, August 2004.

Many hedge fund investors wind up paying tax on more profit than their investment actually earned.  How to ensure you pay tax only on what you make.

Gordon, Robert, “The Tools of the Trade On Wall Street, Thomson Media: New York, December 2005.

Gordon, Robert, “Uncommon Retirement Wisdom  On Wall Street, Thomson Media: New York, June 2003.

The benefits of tax deferral?



Gordon, Robert, and Stanaslovich, Louis, “TRAKRS: A Tax Efficient Substitute For Hedge Funds And Other Investments Risk-Controlled Investing, Charter Financial Publishing Network, Shrewsbury, NJ, August 2006 

Gordon, Robert, “A Year-End Strategy On Wall Street, Thomson Media: New York, December 2003.

Investors may convert long-term losses to short-term; also, investors with underwater short positions can harvest losses while retaining the economics of the short position.

 

 


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