15
Chapter Two

Understanding Options
for the Wheel

1.

Before the Wheel Spins: Why Options Matter

The wheel strategy depends entirely on options. To understand the wheel's rhythm, you must first understand the gears that make it turn: puts, calls, strike prices, expiration dates, premiums, and time decay.

Options are the building blocks of flexibility in modern markets. They are contracts that give buyers rights and sellers obligations—mini-agreements traded in a vast marketplace of expectations and probabilities.

While Wall Street often treats options as tools for speculation, wheel traders use them as instruments of income and discipline.

2.

What Is an Option?

An option is a contract between two parties concerning a stock (or another asset). It grants one party (the buyer) the right, but not the obligation, to buy or sell the underlying stock at a specific price, on or before a specific date.

There are two primary types of options:

Call Options – the right to buy a stock.

Put Options – the right to sell a stock.

Each standard contract represents 100 shares of the underlying asset.

For example, one AAPL 180 Call gives the buyer the right to buy 100 shares of Apple at $180 before the option expires.

But as a wheel trader, you'll often be on the selling side—collecting premiums from those who buy these rights.

16
3.

Calls and Puts: Two Sides of the Same Coin

Let's clarify both sides before we discuss how the wheel uses them.

Call Options

  • Buyer: Has the right to buy 100 shares at the strike price.
  • Seller: Has the obligation to sell 100 shares if assigned.
  • Usually purchased when expecting the stock to rise.
  • Usually sold (as covered calls) when you already own the stock and want to earn income.

Put Options

  • Buyer: Has the right to sell 100 shares at the strike price.
  • Seller: Has the obligation to buy 100 shares if assigned.
  • Usually purchased when expecting the stock to fall.
  • Usually sold (as cash-secured puts) when you want to acquire the stock at a discount.

In the wheel, you are always the seller—never the buyer. You earn money by selling both puts and calls at the right times.

4.

The Strike Price: The Heart of the Contract

The strike price is the fixed price at which the stock can be bought or sold under the contract.

For example:

  • In a call, the strike is the price you may have to sell at.
  • In a put, the strike is the price you may have to buy at.

This single number determines whether your option is in the money or out of the money, and thus how much risk you face.

Example:

You sell a put on Microsoft (MSFT) with a strike price of $400. If MSFT stays above $400, the option expires worthless—you keep the premium. If MSFT falls to $390, you must buy at $400, even though the market trades lower.

So the strike price defines your potential entry or exit level—your "deal price" with the market.

17
5.

Expiration Dates: The Clock That Rules All

Every option expires. The expiration date is the day the contract ends and all rights vanish.

This feature introduces an essential dimension—time. Because an option's value decreases as time passes (all else equal), option sellers like wheel traders profit from the natural erosion of this value.

Most U.S. stocks now have weekly options, expiring every Friday, and many have monthly or quarterly ones as well.

Choosing the right expiration defines how fast your wheel spins:

  • Short-term (1 week): quicker income, more frequent trades.
  • Long-term (1–2 months): slower pace, larger upfront premium.

Mastering this rhythm is key to predictable income generation.

6.

Premiums: The Income Engine

The premium is the price of the option—the amount the buyer pays (and you, the seller, collect).

It represents your immediate income and compensation for taking on risk. Premiums are quoted on a per-share basis, but each contract covers 100 shares.

Example:

If you sell a call for $1.50, you receive $150 immediately.

Premiums vary depending on:

  • The stock price (higher price, higher premium).
  • The strike price (closer to current price = higher premium).
  • The time until expiration (more time = higher premium).
  • The volatility of the stock (higher volatility = higher premium).

Understanding how these variables interact allows you to fine-tune your trades for yield and safety.

18
7.

Intrinsic and Extrinsic Value

An option's price (the premium) has two components:

Intrinsic value:

The amount by which the option is "in the money."

  • For a call, it's the current stock price minus the strike (if positive).
  • For a put, it's the strike minus the current stock price (if positive).

Extrinsic value:

The additional amount representing time, volatility, and market demand.

As time passes, extrinsic value decays—which is why option sellers profit simply by waiting.

8.

Time Decay (Theta): The Seller's Silent Ally

Time decay—denoted by the Greek letter theta—measures how much value an option loses with each passing day.

For an option buyer, time decay is the enemy; for a seller, it's the paycheck.

Example:

If a put option is worth $2 today and loses $0.10 of value daily, after 10 days (assuming no price movement), it's worth roughly $1.

That decay accelerates as expiration approaches. This is why wheel traders often sell short-dated options—you collect premium rapidly as time runs out.

Think of theta as a melting ice cube. Option sellers profit by owning the melting cube and watching it disappear.

19
9.

Volatility (Vega): The Wind in the Market's Sail

Volatility measures how much a stock tends to move. Options become more expensive when volatility rises because the probability of big movements increases.

This is captured by the Greek vega, which tracks how sensitive an option's price is to volatility changes.

High volatility = larger premiums = more income potential. But beware: high volatility also means higher assignment risk.

In the wheel, you seek a balance—enough volatility for decent premiums, but not so much that you face wild swings.

10.

The Greeks: The Language of Options

Professional traders describe every option using a few key "Greeks."

Here are the ones most relevant for the wheel:

GreekMeaningWheel Relevance
Delta (Δ)Sensitivity to price movementHelps estimate assignment likelihood
Theta (Θ)Time decay rateDetermines how fast you earn income
Vega (ν)Sensitivity to volatilityImpacts premium size
Gamma (Γ)Rate of change of deltaImportant near expiration

For wheel traders, theta is your income stream, delta your assignment probability, and vega your warning light.

20
11.

How Option Prices Are Determined

Options aren't priced arbitrarily. They follow a mathematical model (like the Black–Scholes formula) that considers:

  • Stock price
  • Strike price
  • Time to expiration
  • Risk-free interest rate
  • Volatility

Though you don't need to memorize formulas, understanding that prices reflect probabilities helps frame expectations.

When you sell a put with a 20% probability of finishing in-the-money, you're essentially acting as the "house" in a game where you win 4 times out of 5.

12.

In-the-Money vs. Out-of-the-Money

Every option's moneyness matters.

  • In the Money (ITM): The option has intrinsic value.
  • At the Money (ATM): The strike equals current price.
  • Out of the Money (OTM): The option has only time value.

Wheel traders mostly sell OTM options:

  • OTM puts: safer entry (lower chance of assignment).
  • OTM calls: allow upside before shares are called away.

This balance keeps income flowing without frequent disruptions.

21
13.

Open Interest and Volume: Liquidity Matters

When selecting an option to sell, you want liquidity—many buyers and sellers, ensuring tight bid–ask spreads.

Two metrics help:

  • Volume: contracts traded that day.
  • Open Interest: total outstanding contracts not yet closed.

A rule of thumb: prefer open interest above 500 and spreads narrower than $0.10 for liquid stocks.

Liquidity ensures fair pricing and easy adjustments.

14.

The Chain: Your Option Marketplace

An option chain lists all available strikes and expirations for a stock.

A typical chain for Tesla might look like this (simplified):

StrikeCall BidCall AskPut BidPut Ask
2206.506.602.102.20
2304.004.103.103.20
2402.502.604.304.40

From this data, you can instantly see the premiums available, the liquidity, and where traders expect the stock to move.

Wheel traders scan these chains like farmers checking weather reports—identifying fertile ground for income.

22
15.

Exercise and Assignment: The Fulfillment Stage

Every option can be exercised by the buyer. When this happens:

  • Call exercise: The buyer purchases shares at the strike price.
  • Put exercise: The buyer sells shares to you at the strike price.

From your perspective as a seller, this is called assignment.

Assignments usually occur automatically at expiration if the option finishes in the money, but sometimes earlier (for example, right before a dividend date).

You don't need to fear assignment—it's simply part of the wheel's flow.

16.

Margin vs. Cash-Secured: Playing Safe

Some traders sell naked options using margin—risking far more than they can cover.

The wheel avoids that.

By selling cash-secured puts, you fully fund potential share purchases with cash on hand. By selling covered calls, you only promise shares you already own.

This discipline transforms options from speculative instruments into income tools.

23
17.

Example: Visualizing a Wheel Cycle

Let's revisit Apple, now trading at $180.

Sell Put:

Strike $170, 1-week expiration, premium $2. You collect $200.

If Not Assigned:

The put expires worthless; you repeat.

If Assigned:

You buy 100 shares at $170 = $17,000.

Sell Call:

Strike $180, 1-week expiration, premium $1.50 = $150.

If AAPL rises above $180, shares sold; if not, you keep both shares and premium.

This loop yields roughly $350 on $17,000 capital in a week—about 2%. Not every week is that smooth, but the math illustrates the concept.

18.

The Role of Probabilities

Option prices encode probability. A put with a 10% chance of finishing in the money means there's a 90% chance you'll simply keep the premium.

Broker platforms often show this as Probability of Profit (POP) or Delta value (≈0.10 = 10% chance).

Wheel traders rely on these numbers to quantify risk instead of guessing. The goal is not to predict; it's to play probabilities repeatedly and consistently.

24
19.

Dividends, Splits, and Adjustments

Corporate events can alter option mechanics.

  • Dividends: Call buyers may exercise early to capture payouts.
  • Stock Splits: Option contracts adjust automatically (strike and shares).
  • Mergers or Acquisitions: Contracts are converted to new shares or cash equivalents.

As a wheel trader, keep an eye on company calendars. Awareness prevents surprise assignments.

20.

Practical Platform Skills

Familiarize yourself with your broker's tools:

  • Viewing the option chain.
  • Entering sell to open orders.
  • Setting limit orders for desired premiums.
  • Rolling positions forward (extending expiration).
  • Tracking profit and loss by contract.

Competence here translates directly into smoother operations.

25
21.

Timeframes: Weekly vs. Monthly

Which expiration should you choose?

TypeProsCons
WeeklyFaster income, quicker compoundingMore management, potential volatility noise
MonthlyLarger upfront premium, less effortSlower rotation, less flexibility

Most wheel traders prefer weekly expirations for agility—each week becomes a new opportunity to collect rent on your capital.

22.

Building Confidence Through Paper Trading

Before risking real money, practice in a paper trading account. Simulate wheel trades, note how time decay affects your positions, and observe how emotions react to market swings.

Confidence precedes capital deployment. When you can predict how your option behaves daily, you're ready for the real wheel.

26
23.

Misconceptions About Options

"Options are gambling."

Only if used recklessly. The wheel uses them conservatively—fully collateralized and methodical.

"You can lose unlimited money."

Not with cash-secured puts or covered calls; risk is defined and manageable.

"Options are too complex."

Complexity lies in speculation. Income systems like the wheel are rule-based and teachable.

24.

A Short History of Options Trading

Modern options trace back to 1973, when the Chicago Board Options Exchange (CBOE) opened. Back then, contracts were manual and opaque. Today, with algorithmic pricing and online brokers, retail access is frictionless.

The democratization of options—once reserved for institutions—made the wheel strategy possible for everyday investors.

27
25.

Mindset: Thinking Like a Seller

An option seller behaves more like an insurer than a gambler. You write policies (options), collect premiums, and manage exposure. Occasionally, a claim is paid (assignment), but the consistent inflow of small premiums outweighs the few losses.

The key is underwriting wisely—choosing solid assets and conservative strikes.

26.

Calculating Returns

To evaluate a trade's yield:

Return = (Premium Collected / Collateral Used) × 100%

Example:

Sell $40 put for $1 = $100 on $4,000 collateral.

Return = (100 / 4,000) × 100% = 2.5% for that period.

Annualized (if weekly): 2.5% × 52 ≈ 130% (theoretical maximum, ignoring compounding). Realistically, expect 1–2% monthly when factoring assignments and pauses.

28
27.

Risk–Reward Dynamics

As with any investment, more risk equals more reward—but the wheel favors moderation.

Selling puts on blue-chip stocks yields modest premiums but reliable income. Chasing volatile tickers multiplies premiums and risks.

Steady compounding beats erratic windfalls.

28.

The Subtle Art of Patience

Options seduce traders with instant feedback—profits in hours, losses in minutes.

But the wheel strategy transforms this into a slow, rhythmic dance. You aren't chasing momentum; you're monetizing time itself. Patience and restraint—not prediction—generate profits.

29
29.

Review: Core Option Concepts for the Wheel

Call = right to buy, Put = right to sell.
You are the seller, collecting premiums.
Strike price defines your potential entry or exit.
Expiration date governs time decay.
Theta (time decay) works in your favor.
Vega (volatility) inflates your income but raises risk.
Delta hints at assignment probability.
Always ensure positions are cash-secured or covered.

Understanding these pillars transforms the wheel from a formula into a fluent craft.

30.

From Knowledge to Application

With these fundamentals, you can now interpret an option chain fluently, evaluate risk versus reward, and understand why premiums exist.

In the next chapter, we'll assemble these ideas into a practical workflow—choosing ideal stocks, strikes, and timeframes for your personal wheel.

Because once you grasp how options breathe—how they gain and lose value each day—you can finally step into the rhythm of controlled, consistent income.

End of Chapter 2

Chapter 1
Chapter 2 of 15
Chapter 3