
Sign up to save your podcasts
Or


Dan introduces the performance metrics he relies on to evaluate every Wheel trade. Rather than focusing on option premium alone, he explains how measuring returns correctly helps investors compare opportunities, improve decision-making and treat trading like a business. By understanding the numbers behind each trade, investors can benchmark their performance and make more informed choices over time.
Dan breaks down the calculations behind static return, annualized return, if-called return, skate return on cash and skate yield, explaining not only how they're calculated but why they matter. He also explores the psychological benefits of using objective metrics to overcome fear, avoid price anchoring and compare Wheel trades against any other investment opportunity.
Disclosure:
Options involve risk and are not suitable for all investors. Prior to buying or selling an option, investors must read Characteristics and Risks of Standardized Options (ODD), which can be found at https://www.theocc.com/company-information/documents-and-archives/options-disclosure-document
Don’t trade with money you are not prepared to lose. Anything discussed on this show is intended to be generalized information and not intended to be a recommendation to buy or sell any security. The host and guests are not familiar with listeners’ specific situations. For trading information relevant to your specific needs, speak with a licensed broker or advisor.
Trumpet
Wah Wah Wah
Wah wah trumpet failed joke punch line.wav by Doctor_Jekyll -- https://freesound.org/s/240195/ -- License: Attribution 4.0
Dramatic Drum Roll
dramatic drum roll.wav by ingsey101 -- https://freesound.org/s/51401/
-- License: Attribution 3.0
In this episode of Wealth Building With Options, Dan Passarelli walks through a real-world covered call case study using AT&T stock. Rather than focusing on theory, Dan explains the decision-making process behind managing a dividend-focused Wheel strategy—from entering the trade with cash-secured puts to determining when it's time to exit using covered calls.
If you've ever wondered when to sell a covered call, how to balance dividend income with option premium, or how to think like a professional options trader instead of chasing individual trades, this episode is for you.
In This Episode
Key Takeaways
One of the biggest mistakes investors make is focusing on the current dividend yield after a stock appreciates. Dan explains why your yield is effectively locked in based on your purchase price and why rising stock prices can actually create opportunities to rotate into better income-producing investments.
This episode also dives into the practical realities of covered call execution, including commission costs, option liquidity, expiration selection, and why maximizing premium isn't always the same as maximizing returns.
Most importantly, Dan emphasizes that successful Wheel traders don't judge a trade by a single outcome. They manage positions as part of an ongoing process, continually collecting option premium while making decisions based on valuation, income opportunities, and long-term consistency.
Resources Mentioned
Disclosure:
Options involve risk and are not suitable for all investors. Prior to buying or selling an option, investors must read Characteristics and Risks of Standardized Options (ODD) which can be found at https://www.theocc.com/company-information/documents-and-archives/options-disclosure-document
Don’t trade with money you are not prepared to lose. Anything discussed on this show is intended to be generalized information and not intended to be a recommendation to buy or sell any security. The host and guests are not familiar with listeners’ specific situations. For trading information relevant to your specific needs, speak with a licensed broker or advisor.
Trumpet
Wah Wah Wah
Wah wah trumpet failed joke punch line.wav by Doctor_Jekyll -- https://freesound.org/s/240195/ -- License: Attribution 4.0
Dramatic Drum Roll
dramatic drum roll.wav by ingsey101 -- https://freesound.org/s/51401/
-- License: Attribution 3.0
Dan welcomes Market Taker Mentoring Head Coach John Kmiecik for a behind-the-scenes discussion about how real investors are using the wheel strategy. Drawing from John's experience coaching hundreds of options traders, they explore the common habits, misconceptions and breakthroughs they see from beginners to advanced traders, along with the techniques that consistently lead to better results.
They also discuss why the wheel has become one of the most popular options strategies, the psychology behind cash-secured puts vs. covered calls, the importance of understanding synthetic positions and why trade management often sets successful wheel traders apart. They also share practical advice on strike selection, technical analysis, annualized returns and building confidence with a strategy that can fit investors of nearly any account size.
Disclosure:
Options involve risk and are not suitable for all investors. Prior to buying or selling an option, investors must read Characteristics and Risks of Standardized Options (ODD), which can be found at https://www.theocc.com/company-information/documents-and-archives/options-disclosure-document
Don’t trade with money you are not prepared to lose. Anything discussed on this show is intended to be generalized information and not intended to be a recommendation to buy or sell any security. The host and guests are not familiar with listeners’ specific situations. For trading information relevant to your specific needs, speak with a licensed broker or advisor.
Trumpet
Wah Wah Wah
Wah wah trumpet failed joke punch line.wav by Doctor_Jekyll -- https://freesound.org/s/240195/ -- License: Attribution 4.0
Dramatic Drum Roll
dramatic drum roll.wav by ingsey101 -- https://freesound.org/s/51401/
-- License: Attribution 3.0
Dan explores the trade objective approach to cash-secured puts by breaking down a real Adobe trade from his own account. Inspired by Warren Buffett's well-known use of cash-secured puts, Dan demonstrates how investors can use them strategically to acquire high-quality stocks at attractive prices or generate income while waiting for the right opportunity.
Throughout the episode, Dan shares every step of his decision-making process, from evaluating Adobe's valuation and technical support levels to selecting the ideal strike price and expiration. He also explains how cumulative option premium, rolling strategies and changing market conditions influence long-term results, giving listeners a practical framework they can apply to their own cash-secured put trades.
Disclosure:
Options involve risk and are not suitable for all investors. Prior to buying or selling an option, investors must read Characteristics and Risks of Standardized Options (ODD), which can be found at https://www.theocc.com/company-information/documents-and-archives/options-disclosure-document
Don’t trade with money you are not prepared to lose. Anything discussed on this show is intended to be generalized information and not intended to be a recommendation to buy or sell any security. The host and guests are not familiar with listeners’ specific situations. For trading information relevant to your specific needs, speak with a licensed broker or advisor.
Trumpet
Wah Wah Wah
Wah wah trumpet failed joke punch line.wav by Doctor_Jekyll -- https://freesound.org/s/240195/ -- License: Attribution 4.0
Dramatic Drum Roll
dramatic drum roll.wav by ingsey101 -- https://freesound.org/s/51401/
-- License: Attribution 3.0
What separates a covered call from a consistently profitable covered call?
In this episode, Dan Passarelli walks through an actual Amazon covered call from start to finish, explaining every decision he made—from selecting the expiration and strike price to managing the trade after entry. Along the way, he introduces the PAS (Price History Anchored Strike) Indicator, the proprietary tool he developed after discovering that no existing technical indicator was designed specifically for option traders.
Rather than teaching theory, Dan breaks down his real-world decision-making process, showing how probability, technical analysis, implied volatility, theta, annualized return, and trade management all fit together inside a repeatable wheel strategy.
Dan explains that not every covered call is designed to have shares called away. For long-term holdings like Amazon, his objective was to collect premium while keeping the shares, a goal he refers to as "skating." That objective determines every subsequent decision, including strike selection and trade management.
After searching through hundreds of existing chart indicators without finding one designed specifically for wheel traders, Dan built his own. The Price History Anchored Strike (PAS) Indicator uses historical price ranges over a defined holding period to create statistically meaningful strike levels, helping traders select strikes based on actual market behavior rather than arbitrary rules.
Using Amazon as the example, Dan walks through support and resistance analysis, PAS Band placement, strike selection, comparing one-week versus two-week expirations, evaluating implied volatility, theta comparisons, and annualized return calculations. The result is a complete blueprint for how an experienced options trader evaluates competing trade candidates.
Entering the trade is only half the process. Dan explains why he immediately enters a Good-Til-Cancelled buy order, when he rolls positions, why he waits for confirmation candles before reacting to price movement, and how he approaches passive versus active wheel management.
Many traders avoid earnings altogether. Dan explains why he doesn't always. Instead of avoiding earnings automatically, he studies previous earnings gaps, weighs the additional premium against the added risk, and evaluates whether the trade still offers a favorable edge.
"I want the position, not the penny."
Successful covered call trading isn't about finding a magic delta or blindly selling premium every month. It's about developing a repeatable process built around probability, historical price behavior, clear objectives, and disciplined trade management.
This episode offers a rare look inside Dan Passarelli's actual decision-making framework, providing listeners with a practical blueprint they can use to improve their own covered call strategy.
Disclosure:
Options involve risk and are not suitable for all investors. Prior to buying or selling an option, investors must read Characteristics and Risks of Standardized Options (ODD) which can be found at https://www.theocc.com/company-information/documents-and-archives/options-disclosure-document
Don’t trade with money you are not prepared to lose. Anything discussed on this show is intended to be generalized information and not intended to be a recommendation to buy or sell any security. The host and guests are not familiar with listeners’ specific situations. For trading information relevant to your specific needs, speak with a licensed broker or advisor.
Trumpet
Wah Wah Wah
Wah wah trumpet failed joke punch line.wav by Doctor_Jekyll -- https://freesound.org/s/240195/ -- License: Attribution 4.0
Dramatic Drum Roll
dramatic drum roll.wav by ingsey101 -- https://freesound.org/s/51401/
-- License: Attribution 3.0
Can the Wheel Strategy be successfully packaged into an ETF?
In this episode, Dan Passarelli sits down with Rob Pascarella, co-founder of Peerless ETFs and Head Trader of the Peerless Option Income Wheel ETF (Ticker: WEEL), to discuss the creation of the first ETF designed to systematically implement the Wheel Strategy.
Rob shares his journey from engineer to portfolio manager, explains why put-selling remains largely overlooked in the ETF industry, and reveals how WEEL seeks to generate income through a disciplined, rules-based options process.
Dan and Rob also explore volatility, diversification, risk management, position sizing, and the unique challenges of managing a Wheel Strategy inside a publicly traded ETF.
Whether you're an options trader, income investor, or simply interested in how professional portfolio managers approach the markets, this conversation offers valuable insights into systematic options investing.
In This Episode
Key Takeaways
The First Wheel ETF
WEEL was created to bring the full Wheel Strategy into a publicly traded ETF structure, allowing investors to access a systematic options income strategy without actively managing positions themselves.
Put Selling Creates Unique Opportunities
While most option-income funds rely primarily on covered calls, WEEL incorporates cash-secured puts to potentially benefit from premium collection, downside buffers, and more flexible portfolio construction.
Process Over Prediction
Successful options trading isn't about forecasting market direction. It's about developing a repeatable process and consistently following it through different market conditions.
Volatility Is a Feature, Not a Bug
Higher volatility often creates richer option premiums. Rather than fearing volatility, Rob explains why option sellers frequently view it as an opportunity.
Diversification Matters
WEEL diversifies across sectors, expiration cycles, and position timing to help maintain multiple potential sources of option income.
Mentorship Accelerates Growth
One of Rob's biggest lessons is that seeking guidance from experienced traders can dramatically shorten the learning curve.
About Rob Pascarella
Rob Pascarella is the Co-Founder of Peerless ETFs and Head Trader of the Peerless Option Income Wheel ETF (WEEL). Together with his partner, he developed a patent-pending options income ETF designed to systematically implement the Wheel Strategy through a disciplined, rules-based investment process.
Resources Mentioned
Connect With Dan
For more options education, trading insights, and wealth-building resources, visit MarketTaker.com.
Disclosure:
Options involve risk and are not suitable for all investors. Prior to buying or selling an option, investors must read Characteristics and Risks of Standardized Options (ODD) which can be found at https://www.theocc.com/company-information/documents-and-archives/options-disclosure-document
Don’t trade with money you are not prepared to lose. Anything discussed on this show is intended to be generalized information and not intended to be a recommendation to buy or sell any security. The host and guests are not familiar with listeners’ specific situations. For trading information relevant to your specific needs, speak with a licensed broker or advisor.
Trumpet
Wah Wah Wah
Wah wah trumpet failed joke punch line.wav by Doctor_Jekyll -- https://freesound.org/s/240195/ -- License: Attribution 4.0
Dramatic Drum Roll
dramatic drum roll.wav by ingsey101 -- https://freesound.org/s/51401/
-- License: Attribution 3.0
Dan walks listeners through a real-world cash-secured put case study using Target Corp. (TGT) as an example. He demonstrates how to evaluate a trade from start to finish, including technical and fundamental analysis, option selection, trade execution, liquidity considerations, and management planning. The episode emphasizes that successful wheel trading is not just about understanding option mechanics, but about developing a repeatable process for finding, executing and managing high-probability trades.
Disclosure:
Options involve risk and are not suitable for all investors. Prior to buying or selling an option, investors must read Characteristics and Risks of Standardized Options (ODD), which can be found at https://www.theocc.com/company-information/documents-and-archives/options-disclosure-document
Don’t trade with money you are not prepared to lose. Anything discussed on this show is intended to be generalized information and not intended to be a recommendation to buy or sell any security. The host and guests are not familiar with listeners’ specific situations. For trading information relevant to your specific needs, speak with a licensed broker or advisor.
Trumpet
Wah Wah Wah
Wah wah trumpet failed joke punch line.wav by Doctor_Jekyll -- https://freesound.org/s/240195/ -- License: Attribution 4.0
Dramatic Drum Roll
dramatic drum roll.wav by ingsey101 -- https://freesound.org/s/51401/
-- License: Attribution 3.0
Dan sits down with Steve Quirk, Chief Brokerage Officer at Robinhood Markets, for an in-depth conversation about retail investing, options trading, market behavior and the evolution of the modern trader. Steve shares insights from nearly four decades in the industry—from starting on the trading floor after the 1987 market crash to helping shape trading technology at TD Ameritrade and Robinhood. Dan and Steve discuss what successful investors do differently, why retail traders may be more sophisticated than they’re often given credit for and how options strategies like the wheel fit into a long-term wealth-building plan.
Disclosure:
Options involve risk and are not suitable for all investors. Prior to buying or selling an option, investors must read Characteristics and Risks of Standardized Options (ODD), which can be found at https://www.theocc.com/company-information/documents-and-archives/options-disclosure-document
Don’t trade with money you are not prepared to lose. Anything discussed on this show is intended to be generalized information and not intended to be a recommendation to buy or sell any security. The host and guests are not familiar with listeners’ specific situations. For trading information relevant to your specific needs, speak with a licensed broker or advisor.
Trumpet
Wah Wah Wah
Wah wah trumpet failed joke punch line.wav by Doctor_Jekyll -- https://freesound.org/s/240195/ -- License: Attribution 4.0
Dramatic Drum Roll
dramatic drum roll.wav by ingsey101 -- https://freesound.org/s/51401/
-- License: Attribution 3.0
Dan explores a counterintuitive idea: Sometimes the best way to use the Wheel Strategy is not to use it at all. While covered calls and cash-secured puts can be powerful tools for generating income and reducing portfolio volatility, there are market environments—particularly strong trends and low-volatility conditions—where selling options may limit opportunity more than it helps. Dan explains how wheel traders must balance collecting premium against participating in major directional moves, and why understanding market context is critical to long-term success.
Disclosure:
Options involve risk and are not suitable for all investors. Prior to buying or selling an option, investors must read Characteristics and Risks of Standardized Options (ODD), which can be found at https://www.theocc.com/company-information/documents-and-archives/options-disclosure-document
Don’t trade with money you are not prepared to lose. Anything discussed on this show is intended to be generalized information and not intended to be a recommendation to buy or sell any security. The host and guests are not familiar with listeners’ specific situations. For trading information relevant to your specific needs, speak with a licensed broker or advisor.
Trumpet
Wah Wah Wah
Wah wah trumpet failed joke punch line.wav by Doctor_Jekyll -- https://freesound.org/s/240195/ -- License: Attribution 4.0
Dramatic Drum Roll
dramatic drum roll.wav by ingsey101 -- https://freesound.org/s/51401/
-- License: Attribution 3.0
In this episode, Dan explains how covered calls and cash-secured puts can still work in trending markets if traders understand when to roll, when to close and how to plan before the trade is ever entered. Using examples from Build Consistent Wealth With Options, he breaks down how support, resistance, premium, market regime and trader psychology all factor into managing wheel trades when the stock moves farther than expected.
Disclosure:
Options involve risk and are not suitable for all investors. Prior to buying or selling an option, investors must read Characteristics and Risks of Standardized Options (ODD), which can be found at https://www.theocc.com/company-information/documents-and-archives/options-disclosure-document
Don’t trade with money you are not prepared to lose. Anything discussed on this show is intended to be generalized information and not intended to be a recommendation to buy or sell any security. The host and guests are not familiar with listeners’ specific situations. For trading information relevant to your specific needs, speak with a licensed broker or advisor.
Trumpet
Wah Wah Wah
Wah wah trumpet failed joke punch line.wav by Doctor_Jekyll -- https://freesound.org/s/240195/ -- License: Attribution 4.0
Dramatic Drum Roll
dramatic drum roll.wav by ingsey101 -- https://freesound.org/s/51401/
-- License: Attribution 3.0
From the publisher's feed

3,155 Listeners

1,354 Listeners

70 Listeners

181 Listeners

591 Listeners

1,979 Listeners

297 Listeners

283 Listeners

380 Listeners

2,140 Listeners

87 Listeners

212 Listeners

408 Listeners

820 Listeners

52 Listeners