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Disadvantages of Option Trading

1.    Taxes.  Except in very rare circumstances, all gains are taxed as short-term capital gains.  This is essentially the same as ordinary income.  The rates are as high as your individual personal income tax rates. Because of this tax situation, we encourage subscribers to carry out option strategies in an IRA or other tax-deferred account, but this is not possible for everyone.  (Maybe you have some capital loss carry-forwards that you can use to offset the short-term capital gains made in your option trading).

2.    Commissions.  Compared to stock investing, commission rates for options, particularly for the Weekly options, are horrendously high.  It is not uncommon for commissions for a year to exceed 30% of the amount you have invested.   Be wary of any newsletter that does not include commissions in their results – they are misleading you big time.

3.    Wide Fluctuations in Portfolio Value.   Options are leveraged instruments.  Portfolio values typically experience wide swings in value in both directions.

The most popular portfolio at Terry’s Tips (they call it the Weekly Mesa) gained over 100% (after commissions) in the last 4 months of 2010.  The underlying stock for the Weekly Mesa is the S&P 500 tracking stock, SPY, one of the most stable of all indexes.  Yet their weekly results included a loss of 31.3% in the last week of November (they have added an insurance tactic to make that kind of loss highly unlikely in the future, by the way).  Three times, their weekly gains were above 20%.

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Many people do not have the stomach for such volatility, just as some people are more concerned with the commissions they pay than they are with the bottom line results (both groups of people probably should not be trading options).

4.    Uncertainty of Gains. In carrying out option strategies, most prudent investors depend on risk profile graphs which show the expected gains or losses at the next options expiration at the various possible prices for the underlying.  These graphs are particularly important to check out when placing initial positions, and it is also wise to consult them frequently during the week as well. 

Oftentimes, when the options expire, the expected gains do not materialize.  The reason is usually because option prices (implied volatilities, VIX, – for those of you who are more familiar with how options work) fall.   (The risk profile graph software assumes that implied volatilities will remain unchanged.).   Of course, there are many weeks when VIX rises and you might do better than the risk profile graph had projected.   But the bottom line is that there are times when the stock does exactly as you had hoped  and you still don’t make the gains you originally expected.

With all these negatives, is option investing worth the bother?  We think it is.  Where else is the chance of 100% annual gains a realistic possibility?  We believe that at least a small portion of many people’s investment portfolio should be in something that at least has the possibility of making extraordinary returns.

With CD’s and bonds yielding ridiculously low returns (and the stock market not really showing any gains for the past 4 years), the options alternative has become more attractive for many investors, in spite of all the problems we have outlined above.

TERRY’S TIPS STOCK OPTIONS TRADING BLOG

August 27, 2025

August 26, 2025 Terry’s Tips Trade Alert – Rising Tide Portfolio


We are rolling down a call strike to lower delta and increase theta:

BTC 3 DIS 29Aug25 121 call (DIS250829C121)
STO 3 DIS 29Aug25 118 call (DIS250829C118) for a credit of $0.65 (buying a vertical)

Be prepared to change this/these price limit(s) by $.05 or more in order to get an execution.

Happy trading.

Jon

August 9, 2025

August 9, 2025 Saturday Report

Dear Member,

The Composite stretched its winning streak to nine weeks, though barely. Boomer’s Revenge continued to impress, pushing its winning streak to 10 weeks. Rising Tide was a disappointment, as strength following Disney’s earnings on Wednesday failed to carry through to the rest of the week.

This week, I talk about my continued frustration with Disney and where we might turn next. Be sure to check it out.

Enjoy the report and have a great weekend.

Happy Trading.

Jon L.

July 5, 2025

July 5, 2025 Saturday Report

Dear Member,

I hope everyone is having or had a great Fourth weekend.

The Composite eked out another small gain for its fourth straight winning week. Boomer’s Revenge continued its hot hand as it closes in on the +30% level for the year. Wiley Wolf gained without making a trade (I like when that happens).

This week, I drill down on IV to expose some inconsistencies in the data. Plus, I discuss how I will treat IV moving forward. Be sure to check it out.

Enjoy the report and have (or continue to have) a great holiday weekend.

Happy Trading.

Jon L.

Making 36%

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tradier

Tradier offers an auto-trade service which many Terry's Tips subscribers use to follow our portfolios.

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Options are not suitable for all investors as the special risks inherent to options trading my expose investors to potentially rapid and substantial losses. Please read Characteristics and Risks of Standardized Options before investing in options

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