
What happens to options and options positions when they reach expiration and what are the three actions we can take: closing, rolling, exercising/being assigned. How your trading plan should take into account the fact that options expire so an options portfolio is more dynamic than a stock portfolio by nature.
Example of a trading cycle for managing an options position with around 45 days to expiration and managed primarily by rolling out and avoiding gamma risk in the last 14 days before expiration.
Trading plan for managing a short Strangle position with around 45 days to expiration, visualized in flowchart form.
A thorough look at the exercise and assignment process and how it can potentially affect our options trading strategies
Introduction to pin-risk and the difference in exposure between option buyers and sellers at expiration. Mechanics of the exercise and assignment process, including exercise-by-exception and weekend risk for fully or partially unexpectedly assigned short options positions at expiration.
Example of an after-hours exercise by an option buyer (in this case a put buyer) subjecting an option seller to potential pin-risk and uncertainty regarding an expiring short put position that becomes ITM after market close.
Analysis of the Impact of Dividends on long and short Options (both Calls and Puts).
Importance of Extrinsic Value and basic Put-Call Parity concepts to deal with potential early exercise/assignment on deep ITM Calls with an upcoming dividend.
Real example of Options for an underlying (CVS) with an upcoming dividend on the Platform.
Analysis of potential actions to either maximize profits or minimize losses due to Dividends and how to implement them.
Learn how option prices depend on strike, expiration, volatility, and rates, and how american-style options differ from european ones, including early exercise and assignment.
Analysis of the Delta-Gamma approximation formula and what it tells you about your option premium when considering its greeks and changing market conditions.
Real example on the platform applying the delta-gamma approximation formula to estimate a change in option premium as different conditions change (underlying price, volatility, time to expiration). This is carried out by considering first order greeks (Delta, Vega, Theta) plus also the effect of Gamma.
Factors that impact both intrinsic and extrinsic values on an option. Differences in the distribution of intrinsic and extrinsic values as stock prices go from out-of-the-money to at-the money to in-the-money.
Differences in the distribution of intrinsic and extrinsic values as stock prices go from out-of-the-money to at-the money to in-the-money as well as the impact of Implied Volatility and Time to Expiration.
Examples of the distribution of intrinsic and extrinsic values for different options on the thinkorswim platform.
Analysis and derivation of a quick formula to estimate the price of an ATM Straddle knowing a stock price, implied volatility and time to expiration. This is done by using the Black-Scholes-Merton model for European, non-dividend paying stocks in a zero percent risk-free interest rate environment as a good approximation for a quick and general formula for an ATM Straddle.
Use of the ATM Straddle as a measure of volatility that allows us to estimate delta for different options knowing how many multiples of the ATM straddle that option is away from the current stock price.
Estimating the price of an ATM straddle on the platform and what it tells us about a stock's options and their approximate delta.
Using what we learned about the ATM straddle and some basic greek calculations to quickly estimate the price of a 20-delta strangle knowing the ATM straddle price.
Estimating the value of a 20-delta strangle as an exercise with real data on the thinkorswim platform.
Introduction to what the Black-Scholes model is and how it is used to estimate the fair price of a European-style option.
Analysis and development of the Black-Scholes formula and how it's related to the price of an option. Discussion of all the assumptions that the Black-Scholes model makes with regards to the lognormal distribution of stock prices and how it can be modelled assuming geometric brownian motion.
Creation of your own option pricing spreadsheet by applying the Black-Scholes formulas in an excel file.
ATM Delta is normally approximated to 0.50 which is a very good approximation but not the real number. Application of Black-Scholes option pricing formulas to estimate an ATM delta number that is closer to reality and how implied volatility has an impact on it.
Probability of an option expiring ITM is normally approximated to its delta value which is a very good approximation but not the real number. Application of Black-Scholes option pricing formulas to estimate a real Probability of expiring ITM value that is related to, but not exactly delta.
What is Volatility Skew and howit affects option premiums. Which naked options and vertical spreads are cheap or expensive once IV skew is considered.
Strategies that incorporate IV skew into their setup to take advantage of it. In this lesson we analyze a Put Ratio Spread, a Jade Lizard and a Delta Buster.
Analysis of calendarized strategies such as calendar and diagonal spreads. Impact of greeks (delta, theta, gamma, vega) on both front and back legs.
Impact of an IV increase in the term structure of implied volatility. Analysis of a real example: SPX during the COVID crisis and how its IV explosion affected its term structure, focusing on the different reaction of front expirations vs back expirations and the impact it could have in calendarized positions.
How Vega needs to be adjusted to price in the effect of IV term structure in the price of calendarized options positions, so that you are aware of how those positions, which are nominally both long theta and long vega, can be misleading.
It's obvious that call buyers were big winners after the Gamestop short squeeze. In this lesson you will learn why put buyers were also winners, despite being completely wrong about price direction (hint: with options, it's all about Implied Volatility)
Analysis of the put-call parity formula and how it is a cornerstone of option pricing theory. Included in this lesson are the effect of dividends and the risk-free interest rate in put-call parity.
Creation of synthetic long and short stock positions applying put-call parity principles.
Application of put-call parity to known options strategies such as a covered call and a married put.
Real example: NKLA going through a short-squeeze and its impact on Hard-to-borrow status and short-selling fees.
Application of put-call parity in the pricing of options when considering high short-selling fees.
Impact of high short-selling fees in the pricing of options and potential early-exercise risk when selling calls on heavily-shorted underlyings.
How a box spread is structured and how it is constructed through the use of synthetic long and short stock positions.
Use of box spreads as borrowing or lending instruments. Impact of early-exercise on the pricing and risks of box spreads especially for retail traders.
Real examples of box spreads on the platform for both american and european-style options.
Analysis of a "free-money" box spread trade in the real market.
How early-exercise derailed a "free-money" box spread trade, highlighting the importance of analyzing all the risks related to a box spread trade before implementing it.
Analysis of the synthetic equivalence between a Covered Call and a short put, along with a review of their differences.
Real example analyzing the p/l risk profile of a covered call and its synthetic equivalent short put.
Application of put-call parity to confirm that Iron Condors and Butterflies are synthetically equivalent to Long Call and Put Condors and Butterflies.
Real examples on the platform comparing and contrasting Iron Condors and Butterflies to Long Call and Put Condors and Butterflies.
Application of put-call parity to confirm that Long Call Spreads and Long Put Spreads are synthetically equivalent to Short Put Spreads and Short Call Spreads respectively.
Visual representation of how the price of Vertical debit and credit spreads fluctuate and are related to each other as the underlying price changes.
Real examples on the platform comparing and contrasting Long Call and Put Spreads to Short Put and Call Spreads.
Review of 1st and higher order Option Greeks and what they measure and can tell us about options and options positions.
Review of Delta and how it changes as the underlying price, implied volatility and time to expiration change for different strike prices when analyzing a call option.
Review of Gamma and how it changes as the underlying price, implied volatility and time to expiration change for different strike prices when analyzing a call or put option.
Review of Vega and how it changes as the underlying price, implied volatility and time to expiration change for different strike prices when analyzing a call or put option.
Review of Theta and how it changes as the underlying price, implied volatility and time to expiration change for different strike prices when analyzing a call or put option.
Summary of all first options Greeks (plus Gamma) and how they change as the underlying price, implied volatility and time to expiration change for different strike prices. Delta is applied to call options and all others greeks apply to both call or put options.
Differences between intrinsic and extrinsic values in the price of an option. Definition of premium and premium-selling options strategies.
Analyisis of premium-selling strategies by directional exposure for low to medium levels of Implied Volatility.
Analyisis of premium-selling strategies by directional exposure for high levels of Implied Volatility.
Vertical spreads are one of the most versatile and useful option strategies. They combine the exposure of stand-alone long or short calls or puts with the protection of pre-defined maximum losses and capital usage. In this lesson we take a look at Vertical spreads as we try to clarify the main reasons why option traders don't get the results they are hoping for when using either debit or credit spreads.
If you’re an options trader there’s a good chance that one your go-to strategies is a vertical spread. A vertical spread is made up of 2 legs, one that is bought and one that is sold; with the same number of contracts, in the same underlying, for the same expiration and of the same type call or put. The only difference between the 2 legs being their strike price. Today we’re going to look at some misconceptions about vertical spreads and how in reality you could say that call spreads can be put spreads and also that debit spreads can be credit spreads.
Impact of earnings releases in option prices. How Implied Volatility reacts to an upcoming earnings release.
How to calculate the expected stock price move due to a binary event such as an earnings release using options and what the option market is telling us about potential stock price action after the binary event.
How to implement a 1:1 50/50 options earnings play using an Iron Butterfly betting on the magnitude of the actual move being lower than the expected move.
How to implement a 1:1 50/50 options earnings play using an Iron Condor betting on the magnitude of the actual move being lower than the expected move.
How to calculate the potential losses on a 0 DTE SPX Iron Fly using the Black-Scholes-Merton option pricing model depending on SPX moves and when they happen during the course of the day.
Explore how options, including long calls and puts, work with stock investments, covering expiration, assignment, early exercise, and strategies, while outlining capital, brokers, and approval requirements.
Differences between Volatility, Implied Volatility and VIX. Analysis of what VIX represents and how it's calculated
Using VIX Futures to trade the VIX. Differences between contango and backwardation. Settlement process for VIX Futures
Using VIX ETFs and ETNs to trade the VIX. Differences between contango and backwardation and impact on pricing. Tracking accuracy analysis for VXX, UVXY and SVXY
Using VIX Options to trade the VIX. Analysis of ATM levels for VIX Options compared to spot VIX and VIX Futures. Guidelines for trading naked options and long calendarized positions on the VIX
Comparison between VIX Futures, VIX ETFs and ETNs and VIX Options.
Real-data analysis of SPX, VIX, VVIX and SPX Probability Cones using VIX on the Platform
Using VIX Futures, VIX ETFs and ETNs and VIX Options to trade VIX on the Platform
Additional Volatility Indices calculated by the CBOE: VIX, VXN, VXO, VXD, RVX, VIX9D, VIX3M, VIX6M, VIX1Y, VXEFA, VXEEM, VXFXI, VXEWZ, OVX, GVZ, VXSLV, VXGDX, VXXLE, EVZ, VXAZN, VXAPL, VXGS, VXGOG, VXIBM, VVIX
How to derive the value of VIX from SPX Options, which expirations to use and which products are the basis of most VIX ETPs
How to calculate the settlement value VRO for weekly expirations of VIX Futures and VIX Options
How to calculate the settlement value VRO for monthly expirations of VIX Futures and VIX Options
Which options' strikes are used when computing VIX and how do variance swaps come into play when calculating VIX
Differences between VRO (expiration cash-settlement value for VIX products) and VIX and analysis of their values over the last year
Many traders learn the basics of options trading but quickly realize that simple strategies such as buying calls and puts only scratch the surface of what options markets can really offer.
To truly understand options trading, it is necessary to go deeper into the mechanics of option pricing, volatility dynamics, synthetic positions and portfolio management.
This course is designed for traders who want to move beyond basic strategies and develop a deeper understanding of how professional options traders analyze the market.
You will learn how options are priced, how volatility affects strategies, how synthetic positions work and how to manage options trades and portfolios in real market conditions.
What You Will Learn
In this course you will learn advanced concepts used by experienced options traders, including:
Option pricing theory and the mechanics behind the Black Scholes model
How volatility skew and implied volatility affect options strategies
Advanced option Greeks including vanna, charm, vomma and more
Synthetic positions and the relationships between options strategies
Premium selling strategies using iron condors, butterflies and spreads
How traders analyze volatility events such as earnings announcements
How to trade volatility using VIX futures, ETFs and options
How to adjust and roll options positions in changing market conditions
Portfolio level risk management using beta weighting and position sizing
How payoff diagrams evolve over time due to price, volatility and time decay
These concepts are explained using practical examples so that you can see how options pricing theory applies directly to real market trading.
Continue Developing Your Options Trading Skills
This course is the second course in the Options Trading in Plain English series.
If you are new to options trading, you should start with:
Options Trading for Beginners: Calls, Puts & Strategies
This beginner course explains the fundamentals of options including call options, put options, volatility, option Greeks and the most common options strategies.
After mastering the advanced concepts in this course, you can continue with:
Managing Options Positions: Adjustments, Rolling & The Wheel
In this course you will learn how professional traders manage options positions over time using adjustment trades, rolling techniques, profit monitoring and position management strategies.
Together, these courses provide a complete progression from learning options fundamentals, to advanced pricing concepts and strategies, to managing real options trades in live market conditions.
Real Market Examples
Throughout the course we will analyze real market situations using the paperMoney platform by thinkorswim.
You will see how theoretical concepts such as volatility skew, synthetic equivalence and option Greeks affect real options prices in live market environments.
This approach helps bridge the gap between theory and practice so that you can apply what you learn directly to your own trading.
Operational Insights from Real Trading Experience
In addition to theory and strategy design, this course also covers the operational side of trading options.
These lessons come from more than 20 years of experience trading options and include practical insights related to:
pin risk
dividend risk
early assignment
volatility events
position adjustments and rolling
Understanding these operational details can help traders avoid costly mistakes and manage options positions more effectively.
Course Structure
The course is structured to gradually build advanced knowledge of options markets.
Major topics include:
Operational considerations when trading options
Understanding options pricing
Introduction to the Black Scholes option pricing model
Volatility and its impact on option pricing
Put Call Parity and synthetic positions
Advanced option Greeks
Options strategies and volatility trading
Trading the VIX and volatility products
Managing options positions and adjusting trades
Portfolio level options risk management
Each section includes quizzes so that you can test your understanding and reinforce key concepts.
Who This Course Is For
This course is designed for:
Traders who already understand basic options concepts
Students who want to learn advanced options pricing and volatility analysis
Traders who want to understand how professional options strategies work
Investors interested in portfolio level options risk management
If you already know the basics of options trading and want to deepen your understanding of how options markets function, this course will help you take the next step.
Take Your Options Knowledge to the Next Level
Options trading offers tremendous flexibility, but mastering it requires understanding both pricing theory and practical trading techniques.
This course will help you develop that deeper understanding so that you can analyze options strategies with greater confidence and precision.
Enroll now and start exploring the advanced side of options trading.