December 29, 2019

How To Deal With An Exercise/Assignment Position

Dealing with a losing trade.  It’s not fun and certainly, no one looks forward to dealing with them.  It’s a fact of life for a trader and you must learn to deal with them or you will never be ultimately successful.  But, you also need to be informed (and thus empowered) to deal with the risks you actually have on.  Take our example in Tiffany & Co (Ticker: TIF).  We had a put spread position on.  We sold the December 7th weekly expiration 93.5/95 put spread and we collected a credit of $0.80.  The maximum profit we could have made was the $0.80 of premium we collected and the maximum risk was the width of the spread less any premium collected or $0.70.  That was our risk, period.  Here’s a look at the daily chart:

Obviously, this is not a great place for the stock to be at expiration.  In fact, it’s the worst-case scenario.  But, we never leave ourselves undefined nor undue risk.  Two things could have happened.  You could have been assigned early on your short 95 puts.  That would get you long the stock at $95.00.  But remember, you have long 93.5 puts which allows you to get short stock at $93.50 and that will wash out the stock position and realize the loss of $0.70.  If you didn’t get assigned on any of your 95 puts, you would simply let the spread expire at expiration, you would be assigned on your short 95 puts, you would exercise you long 93.5 puts and would still realize you max loss of $0.70 with no resulting stock position.  Defined and undue risk.  One of the keys to becoming a successful trader.

about the author:

Mike Shorr

Since 1994, Michael has been an on-the-floor market maker, Vice-President of Interest Rate Derivatives for Knight Financial Products and Director of Education and Options Instructor at Trading Advantage. He makes the oftentimes complex world of options and trading accessible to the novice and advanced trader alike. Michael has a Bachelor of Science degree in Statistics and Finance from the University of Illinois Champaign-Urbana. He presently is Director, Trader Education at ProsperTradingAcademy.

Read Similar Articles

https://www.prospertrading.com/charlie-moon-amzn-101926/Charlie Moon’s AMZN Trade on Schwab Network
October 19, 2026

Charlie Moon’s AMZN Trade on Schwab Network

Charlie Moon breaks down a live two-sided options trade on AMZN, playing both directions ahead of earnings. Watch the full breakdown.

Read Article
https://www.prospertrading.com/the-week-ahead-economic-uncertainty/The Week Ahead: ECONOMIC UNCERTAINTY
October 18, 2026

The Week Ahead: ECONOMIC UNCERTAINTY

This is the one week the entire Prosper roster is in the same room. Three days at The Wynn Las Vegas Resort – nine coaches, headline guests, live trading, and a floor full of traders leveling up together. NOBODY LIKES IT The moves in S&P 500 sectors told the story of the week as traders and […]

Read Article
https://www.prospertrading.com/scott-bauers-bizfirstam-101626/Scott Bauer Breaks Down the AI Selloff
October 16, 2026

Scott Bauer Breaks Down the AI Selloff

Scott Bauer joins Business First AM to share his read on the AI sector selloff and whether the violent drop this week is a buying opportunity or a warning sign.

Read Article

Read Similar Articles

July 15, 2026

The Fed, Oil, and What Earnings Season Really Means

Scott Bauer joined the IBKR Podcast this week to break down what moved markets last week and what investors need to watch heading into the next stretch of earnings season. From lagging inflation data to big tech CapEx concerns, Scott did not hold back.

Read Article
July 5, 2026

The Week Ahead: Happy 250

The Dow rose more than ​1% to a record closing high on Thursday ahead of the long holiday weekend as a softer-than-expected U.S. ‌jobs report eased worries about interest rate hikes, while another sharp drop in chipmaker stocks weighed on the Nasdaq. The second half of 2026 kicked off this week much the same as […]

Read Article
June 28, 2026

The Week Ahead: Darn Inflation

A renewed sell-off in technology stocks grabbed headlines this week. The Nasdaq index fell 4.5%, closing lower 5 days in a row, led by a large 5.5% decline in the so-called Magnificent 7 mega cap names. Meanwhile, the post IPO exuberance around SpaceX appears to be fading, with shares now down 25% from their peak. […]

Read Article