Ep33 - Who, What and Why

Ep33 - Who, What and Why

In this episode of Wealth Building with Options, Dan Passarelli dives deep into the motivations behind trading the wheel strategy—and why understanding them can make or break your results.

Dan begins with a mistake he sees all too often: traders push strikes too far away from the stock price, "running and hiding" instead of sticking to their true objective—getting assigned—which undermines their entire strategy. From there, he lays out the framework of the who, what, and why of the wheel strategy:

Who trades the wheel?

  • Primarily conservative investors seeking consistent income without intensive labor.
  • Dan personally uses it as a conservative investor 97% of the time, with only 3% reserved for risk-taking.
  • The strategy also attracts traders looking for short-term "skate" opportunities—though Dan notes credit spreads might be better suited for that objective.

What is cycling into wheel trades?

  • Own stock → sell a call → skate and collect premium → sell another call → get assigned and sell the stock.
  • Then sell a cash-secured put → skate → get assigned and buy the stock back → sell calls again.
  • This creates the repeating "wheel" cycle.

Why trade the wheel? Dan highlights both trade objectives (intentionally getting assigned into or out of stock) and skate objectives (capturing premium without assignment). For cash-secured puts with trade objectives, he identifies three main sub-motivations:

  • Buy stock below current market price for long-term holding.
  • Buy stock to begin the wheel strategy.
  • Buy back stock from a previous covered call assignment.

The Cycle Mindset Revolution

A key takeaway: successful wheel trading isn't about the profitability of individual trades, but about completing profitable cycles. Dan explains how traders can recover from losses by continuing the sequence until the overall cycle closes in profit: "I sold this put at $1 and now I have to buy it back at $2.50. I'm down $1.50 but I sell another put at $1.25... It took me 3 trades to lock in 50 cents. That is a completed cycle." This mindset shift—focusing on cycles rather than one-off wins—separates successful wheel traders from those who give up too early.

Professional Insights

Dan also reveals how professional traders approach the wheel differently. Instead of hiding far out-of-the-money, institutional traders often sell "500, 1000, 2000 puts right at the money," showing why proper strike selection is critical when the goal is assignment.

Whether you're new to the wheel or already using it, this episode will fundamentally change how you think about each trade within the larger cycle—and why patience with the process, not individual results, drives long-term profitability. By the end, you'll understand why focusing on cycles, not individual trades, is the key to wheel success.

Resources & Links:

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.

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Ep86 - Tracking Option Wheel Trade Results

Ep86 - Tracking Option Wheel Trade Results

In this episode, Dan tackles one of the most overlooked parts of trading the Wheel: accurately tracking results over time. A single cash-secured put or covered call doesn't tell the whole story. To un...

29 Syys 24min

Ep85 - Double Dipping When Trading the Options Wheel

Ep85 - Double Dipping When Trading the Options Wheel

Dan explains how certain Wheel trades can create an opportunity to “double dip” by collecting option premium from both sides of a stock position. The strategy is a covered strangle, combining stock ow...

22 Syys 20min

Ep84 - Index Options and The Wheel with Kevin Davitt of Nasdaq

Ep84 - Index Options and The Wheel with Kevin Davitt of Nasdaq

Dan sits down with Kevin Davitt, head of Nasdaq's Index Options Content, to explore the evolution of options markets and how index options can fit into strategies familiar to individual investors. Kev...

15 Syys 51min

Ep83 - Macro Forces Affecting Your Investments: An Interview with Robert Savage of Savage Markets

Ep83 - Macro Forces Affecting Your Investments: An Interview with Robert Savage of Savage Markets

Dan sits down with Robert Savage of Savage Markets to explore the macro forces shaping today's investment landscape. With more than 40 years of experience in global markets, Robert brings a unique per...

8 Syys 35min

Ep82 - AI Prompts for Finding Stock Investments

Ep82 - AI Prompts for Finding Stock Investments

AI can be a powerful research assistant for investors, but only if you know how to ask the right questions. In this episode, Dan shares the AI prompts he uses to research potential stock investments, ...

1 Syys 28min

Ep81 - Master Class on the Wheel

Ep81 - Master Class on the Wheel

As he does during his live weekly Wealth Builder Trade Room, Dan takes listeners inside his own IRA to demonstrate how he manages Wheel trades in real time. He walks through several positions and expl...

25 Elo 28min

Ep80 - Two Guys Talking About the Wheel

Ep80 - Two Guys Talking About the Wheel

Dan sits down with Market Taker Mentoring head coach John Kmiecik for a candid conversation about the Wheel strategy, what they’re seeing from real traders, and why a strategy that can sometimes feel ...

18 Elo 30min

Ep79 - How I Find Wheel Trade Candidates

Ep79 - How I Find Wheel Trade Candidates

Finding a great Wheel trade starts long before choosing a strike price or expiration. In this episode, Dan walks through his step-by-step process for finding candidates for covered calls and cash-secu...

11 Elo 32min

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