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SELLING OPTIONS LIVE WITH TJ THE WHEEL DEAL 5/18/26

Published 2026.05.19
0:00 / 0:00

Source: YouTube. Summary is AI-generated from the video's captions and may contain errors. It does not represent the views of TubeBite, the creator, or YouTube. Watch the original before relying on anything important.

SUMMARY

TJ The Wheel Deal provides a comprehensive update on his options trading portfolios, emphasizing transparency, risk management, and income generation through selling puts and calls. He discusses current positions, recent trades, and answers live questions, offering insights into his approach to capital efficiency and managing downside risk.

MAIN POINTS

  • TJ emphasizes the importance of transparency in trading and criticizes content creators who only share their wins.
  • He reviews the performance of the BMU position, noting significant unrealized losses but highlights premium collected from covered calls.
  • TJ details closing a profitable naked call position in Micron (MU) and discusses ongoing short puts, outlining the trade's risk and reward.
  • He analyzes the Palantir (PLTR) position, including protective puts and the potential need for further downside protection due to large notional exposure.
  • The SoFi (SOFI) position is reviewed, with TJ explaining the scale of the trade, associated risks, and the strategy for managing large potential share assignments.
  • TJ explains the role of ESG (short-term T-bills) in his portfolio for generating mailbox money and maintaining discipline through buying power reduction.
  • He concludes by outlining potential future trades, focusing on adding to Micron puts if conditions are favorable, while maintaining a cautious approach to new risk.

DETAILED ANALYSIS

TJ The Wheel Deal begins the session by situating viewers in his trading day, noting a relaxed approach due to well-managed buying power and lessons learned from over a year of trading on Tasty Trade. He stresses the importance of understanding position sizing and implied volatility, which now allows him to operate within defined risk limits and avoid constant portfolio monitoring. This approach is designed to facilitate a balanced lifestyle, enabling him to travel and enjoy life without being tethered to market screens.

A central theme is transparency. TJ criticizes financial influencers who selectively share only their successes, arguing that credibility in the trading community requires openness about both wins and losses. He draws parallels to public figures like Warren Buffett and Elon Musk, whose financial standings are widely known, and insists that retail traders should hold themselves to similar standards.

This ethos underpins his willingness to discuss losing positions and the realities of managing large, sometimes underwater trades.

The portfolio review starts with the BMU position, where TJ holds 11,400 shares at a cost basis of $5.29, with the current price at $1.46, resulting in a substantial unrealized loss. Despite this, he highlights the collection of significant premium from selling covered calls at $6, which offsets some of the downside. He also discusses his Palantir (PLTR) trades, which involve both long and short puts at various strikes.

The strategy here is to profit from volatility and directional moves, with the flexibility to take ownership of shares if assigned. He notes the importance of being prepared for both favorable and adverse outcomes, emphasizing the need for sufficient buying power and readiness to manage assigned positions.

A key trade in the portfolio is the recent closure of naked calls in Micron (MU), where TJ realized a gain of approximately $18,000 after reaching a 55% profit in just a few days. He continues to hold short puts at $500 and $350 strikes, with the expectation that Micron will remain above these levels for the trades to be profitable. He acknowledges the recent volatility in Micron but remains confident in the fundamentals, particularly given the company's position in the memory market and the upcoming earnings report.

TJ also reviews his positions in BMR and Ethereum, noting underperformance relative to expectations. However, he has mitigated some losses through the sale of covered calls, collecting substantial premium. The Amazon (AMZN) position involves naked calls at $325 and short puts at $200, both structured to benefit from a range-bound market.

Palantir remains a significant focus, with TJ managing a complex position involving naked calls, protective puts, and a large notional agreement to buy shares at $80. He is considering additional protective puts to hedge against a potential breakdown in Palantir's price, recognizing the outsized impact this trade has on his overall portfolio risk.

The SoFi (SOFI) position is another major holding, with 250,000 shares at $18.56 and an agreement to buy an additional 500,000 shares at $15. TJ discusses the contingency plan of selling ESG holdings to fund a large SoFi assignment if necessary, highlighting the interconnectedness of portfolio components. He expresses hope for a recovery in SoFi but remains pragmatic about the possibility of the trade not working out as anticipated.

A significant portion of the portfolio is allocated to ESG, a short-term T-bill ETF, which serves as a source of stable income and buying power discipline. TJ explains that holding 100,000 shares of ESG generates approximately $300,000 annually in dividends, with favorable tax treatment depending on the state. He likens this to borrowing against a whole life insurance policy, as the yield is earned on the full value despite a reduction in available buying power.

The goal is to scale this position to generate $1 million in annual passive income, providing a conservative foundation for more aggressive options trades.

During the live Q&A, TJ addresses questions about portfolio sizing for generating specific premium targets, the mechanics of ESG, and his criteria for adding new stocks. He emphasizes the importance of capital efficiency and risk management, noting that he prefers to add positions in stocks that have already experienced significant price appreciation, as this reduces the likelihood of adverse moves when selling naked calls. He also discusses the potential impact of regulatory developments, such as the Clarity Act, on his crypto-related holdings.

In closing, TJ outlines his near-term trading plans, which include potentially adding to Micron puts if the stock dips and premiums are attractive. He remains cautious about taking on new short put risk, given existing pressures in several positions. The session ends with a reaffirmation of his disciplined approach to risk, income generation, and the pursuit of financial independence through options trading.

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