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Tom REVEALS the Greatest Trade Over Last 20 Years | 02.10 | One Lucky Dog LIVE!

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Trade ideas

Trade idea

Trade idea

The speaker discusses the historical context of trading in the 1980s, where market makers had no capital requirements and could take significant risk. This contrasts with modern trading, where portfolio margins and capital requirements are essential. The idea is that traders today need to consider these factors when planning their trading capital and returns.

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SpeakerSpeaker
Risks
  • High capital requirements
  • Market volatility
  • Need for high skill
Trade idea

Trade idea

The speaker discusses a trade idea involving selling 4,000 puts, which resulted in a $4 million profit. However, the trade was considered risky due to the potential for significant losses if the market moved against the position. The speaker emphasizes the importance of risk management and the need to avoid over-leveraging.

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SpeakerUnknown
Risks
  • Market volatility
  • Leverage risks
  • Inadequate risk management
Trade idea

Trade idea Naked Puts

The speaker suggests that selling naked puts can yield a 20% annual return in a bull market, provided the market continues to perform well. They emphasize the importance of maintaining a consistent approach and not changing the size or strategy. The speaker also notes that while spreads can be used, naked puts are preferred due to their simplicity and the ability to know the break-even point. However, the speaker acknowledges that larger positions may be needed for spreads to achieve similar returns.

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StrategyNaked Puts
Time horizonLong-term, with periodic adjustments
Entry / triggerMarket continues to treat the trader well and remains in a bull market
Target / exit20% annual return
Invalidation / stopMarket downturn or failure to maintain bull market conditions
SpeakerTom
Risks
  • Market downturn
  • Failure to maintain bull market conditions
  • Potential for large losses if the market moves against the position
Trade idea

VIX Inverse relationship with S&P 500

The VIX futures and S&P 500 typically have an inverse relationship, where an increase in the S&P 500 is generally associated with a decrease in the VIX. However, this relationship is not consistent and can deviate, especially during volatile market conditions. The speaker notes that while there is a correlation, it is not reliable enough to be traded as a strategy due to its variability. The speaker suggests that a 10-cent move in VIX futures is usually good for a 10-handle move in the S&P 500, but this is not always the case. The speaker also notes that a 10% move in the VIX is usually associated with a 2% move in the S&P 500.

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StrategyInverse relationship with S&P 500
Assetvolatility index
Time horizonShort-term, with a focus on daily or intraday movements
Entry / triggerWhen the S&P 500 experiences a significant upward move and the VIX futures do not move in the expected inverse direction
Target / exitA 10-cent move in VIX futures for every 10-handle move in the S&P 500
Invalidation / stopIf the VIX futures move in the expected inverse direction, indicating the relationship is functioning as expected
SpeakerSpeaker
Risks
  • The inverse relationship may not hold during volatile market conditions
  • The relationship is not reliable enough to be traded as a strategy
  • The VIX is difficult to hedge with the S&P 500 and vice versa
Trade idea

HOOD put selling

The speaker is short a bunch of puts on HOOD, expecting a price movement of 8 bucks. The expected move is based on the current price of $87, and the speaker is fingers crossed for the outcome. The trade is based on the anticipated price movement after earnings, with the risk being that the price may move beyond the expected range.

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Strategyput selling
Assetequity
Expirationafter the close
Time horizonday
Entry / triggercurrent price at $87
Target / exit8 bucks
Invalidation / stopprice movement beyond expected range
SpeakerSteve
Structure / legs
  • puts
Risks
  • unexpected price movement
  • earnings report impact

Insights

Insight

Core Portfolio Optimization Through Options Strategy

To build a core portfolio with an options satellite strategy, the key is to lower your basis by writing calls against longs and substituting some longs with short puts. This approach increases the probability of improving your basis, which is crucial for a successful core portfolio. The strategy emphasizes strategic positioning rather than relying solely on dividends.

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Applicable when
  • rules-based portfolio construction
  • options satellite strategy
Limitations
  • The choice of core assets is subjective and depends on individual preferences and market views
Insight

Trading Capital Requirements and Returns

To trade full-time and support a family, one must consider portfolio margins and living expenses. The speaker suggests needing $150,000 in portfolio margins and $80,000 for living expenses. A 40% return on $200,000 would generate $80,000, equating to over 3% monthly returns. This highlights the need for significant capital and skill to achieve such returns in modern trading environments.

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Applicable when
  • Full-time trading
  • Supporting a family
Limitations
  • Requires high skill and market conditions
  • Not applicable to all trading strategies
Insight

Risk Management in Trading Firms

Effective risk management is crucial for the survival and growth of trading firms. Poor risk management can lead to significant losses, as demonstrated by the case of Bear Sterns, which failed due to its inability to manage risk. Conversely, proper risk management can help firms thrive, as seen with the Texas-based clearing firm that was initially hesitant to clear the speaker's firm but eventually became a major player in the market.

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Applicable when
  • trading firms
  • risk management practices
Limitations
  • Success depends on the firm's ability to implement and maintain robust risk management systems over time.
Insight

Closing Orders vs. Opening Orders

Closing orders are preferred over opening orders during overnight trading because they provide a sense of accomplishment when filled, whereas opening orders can lead to unwanted fills that feel negative. The concept of 'Cancel if close' is highlighted as a useful order type to avoid unwanted fills on opening orders.

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Applicable when
  • Overnight trading
  • Order types
Limitations
  • Depends on individual trading preferences and market conditions
Insight

Futures vs Leveraged ETFs for Capital Efficiency

Futures contracts, such as MEES, are more capital-efficient than leveraged ETFs because they eliminate the drag associated with leveraged products. Futures allow for the same exposure as leveraged ETFs with lower costs and no premium, making them a better choice for long-term holding. The cost of holding a futures contract is equivalent to the cost of holding the underlying stock minus dividends, which is significantly more efficient than the leveraged ETF structure.

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Applicable when
  • long-term holding
  • capital efficiency
  • futures trading
Limitations
  • Requires rolling futures contracts quarterly
  • Not suitable for short-term trading due to roll costs
Insight

Risk Management and Consistency in Trading

The speaker emphasizes the importance of maintaining a consistent approach and not altering the strategy or position size once a trading plan is in place. This is highlighted through an analogy comparing hitting a home run in baseball to continuing to trade even after achieving a short-term goal. The key takeaway is that stopping after a short-term success can be counterproductive and may lead to missed opportunities for further gains.

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Applicable when
  • trading strategy consistency
  • risk management
Limitations
  • The analogy is metaphorical and not directly applicable to all trading scenarios
  • The advice assumes a long-term perspective and may not apply to short-term trading strategies
Insight

Market Skew and Volatility Dynamics

The speaker explains that market skew (put or call) can change at any time and is influenced by money flow, not just institutional or retail traders. They note that while put skew is common, call skew can also occur, especially in indices and ETFs. The speaker emphasizes that markets are tight and that 15% of the time, outcomes are opposite to expectations, which keeps the market unpredictable.

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Applicable when
  • market volatility
  • option skew dynamics
Limitations
  • The 15% figure is a generalization and not a guaranteed rule
  • Market behavior can vary significantly based on macroeconomic factors
Insight

Risk Management and Wealth Accumulation

The speaker emphasizes that as traders accumulate wealth, they should adjust their risk exposure, reducing the percentage of their net worth at risk. This is based on the idea that with more capital, the need to risk a large portion of net worth diminishes. The rationale is that wealth accumulation allows for more strategic and less aggressive risk-taking, which is a practical implication for long-term trading success.

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Applicable when
  • accumulated_wealth
  • long_term_trading
Limitations
  • The approach assumes a level of financial stability and experience that may not be applicable to all traders.
Insight

Regulatory Challenges in Insider Trading

The discussion highlights the difficulty in regulating insider trading, particularly for elected officials. It suggests that any regulatory framework must address the risks of insider information while allowing for potential benefits. The idea of a compromise, such as restricting trading on certain committees or topics, is proposed as a way to test the concept without full implementation. However, the conversation also notes that such a framework would be difficult to manage and regulate effectively.

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Applicable when
  • Regulatory discussions
  • Insider trading
  • Elected officials
Limitations
  • Regulatory complexity
  • Potential for misuse
  • Lack of clear oversight mechanisms
Insight

Market Structure and Political Influence

The discussion highlights the complex relationship between market structure and political influence, particularly in the context of insider trading and market regulations. The speaker argues that the current market structure in the US allows for significant economic growth due to the flow of capital, which is not as prevalent in other countries. This leads to a situation where politicians, who can trade freely, may not fully understand the market mechanisms, potentially leading to poor regulatory decisions. The speaker suggests that while politicians may not have a deep understanding of market structures, the presence of liquidity and capital flow is a key factor in the US's economic success.

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Applicable when
  • market structure
  • regulatory environment
  • political influence
Limitations
  • The discussion is speculative and lacks concrete data on the effectiveness of political understanding in market regulation.
  • The argument assumes that politicians' lack of market knowledge directly impacts regulatory outcomes.
Insight

Inverse Relationship Between VIX Futures and S&P 500

The VIX futures and S&P 500 typically have an inverse relationship, where an increase in the S&P 500 is generally associated with a decrease in the VIX. However, this relationship is not consistent and can deviate, especially during volatile market conditions. The speaker notes that while there is a correlation, it is not reliable enough to be traded as a strategy due to its variability.

View full notes
Applicable when
  • market volatility
  • inverse relationship between VIX and S&P 500
Limitations
  • The relationship is not consistent and can deviate during volatile periods
  • Not reliable for trading strategies due to variability
Insight

Success in Trading Requires More Than Intelligence

Successful trading is not solely dependent on intelligence or education. The transcript highlights that many highly intelligent individuals, including those with advanced degrees, have failed in trading due to factors such as lack of discipline, dedication, or an unsuitable mindset. The speaker emphasizes that trading is not for everyone and that success often depends on traits like adaptability, emotional control, and a willingness to take calculated risks. The example of a golf match illustrates how personal attitudes toward money and risk can significantly impact performance.

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Applicable when
  • Trading environment
  • Personal risk tolerance
  • Discipline in trading
Limitations
  • The speaker's perspective is anecdotal and not based on empirical data.
  • The example of golf is metaphorical and not directly applicable to trading.
Insight

Risk Comfort and Trading Behavior

The speaker emphasizes that individuals who are uncomfortable with risk may struggle in trading environments, as demonstrated by the anecdote about the golfer who quit playing for money. The key insight is that risk tolerance significantly influences trading behavior and outcomes. The mechanism is that when individuals are exposed to higher risk scenarios, such as trading for money, they may become overwhelmed or lose focus, leading to suboptimal decisions. This applies to traders who are not accustomed to taking on risk, as they may not be prepared for the psychological and emotional challenges that come with it. Limitations include the fact that some individuals may have higher risk tolerance or different coping mechanisms, which could allow them to handle such situations better.

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Applicable when
  • trading for money
  • new traders
  • high-risk environments
Limitations
  • Individual differences in risk tolerance
  • varied coping mechanisms
  • contextual factors in trading environments
Insight

Rule of 110 and Age-Based Investment Strategy

The rule of 110 suggests subtracting one's age from 110 to determine the percentage of one's portfolio that should be allocated to stocks. However, the discussion indicates that this rule is not widely followed or understood, with participants noting that it is subjective and depends on individual perspectives. The practical implication is that age-based investment strategies may not be universally applicable and should be considered alongside other factors.

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Applicable when
  • age-based allocation
  • portfolio diversification
Limitations
  • subjectivity in interpretation
  • not widely adopted or understood

Q&A

Q&A

If you had to build a simple rules-based core plus options satellite portfolio for the next three to five years, what would you put in the core and what would you sell options on in the satellite portion and why?

The core portfolio should be tailored to individual preferences, with the satellite portion involving writing calls against longs and substituting some longs with short puts to lower basis. The rationale is to improve basis through strategic options positioning rather than relying solely on dividends.

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Actionable takeawayFocus on strategic options positioning to lower basis, rather than relying solely on dividends.
Q&A

Today, what do you think 100,000 would be?

The speaker estimates that $100,000 in 1980 would be worth around $390,000 today, but notes that the market environment has changed significantly, with higher capital requirements and different trading dynamics.

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Actionable takeawayThe value of money has increased significantly over time, but the trading environment has evolved, requiring more capital and different strategies.
Q&A

Do you ever leave resting futures orders in overnight? Are they only to close or would you ever leave a new buy or sell to open order in after hours?

The speaker explains that resting futures orders are typically used to close positions while sleeping. They do not place new buy or sell orders to open during overnight hours due to the uncertainty of market movements. However, they may place resting bids or offers to close positions if they are long or short.

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Actionable takeawayTraders should avoid placing new orders to open during overnight hours due to the unpredictable nature of market movements and instead focus on closing existing positions.
Q&A

How can I convert a leveraged ETF position into a futures position?

To replicate a leveraged ETF position using futures, one must determine the number of shares typically traded and the daily movement of the ETF. For example, SSO (a 2x leveraged S&P 500 ETF) can be approximated by a certain number of S&P futures contracts. The exact number depends on the ETF's performance and the futures contract's price movement.

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Actionable takeawayUse the ETF's daily movement and the futures contract's price movement to determine the equivalent number of futures contracts.
Q&A

Can I buy a forward-dated MEES future?

No, you cannot buy a forward-dated MEES future. Instead, you can roll the futures contract quarterly (March, June, September, December) to maintain exposure. Rolling is a simple process that takes just a few seconds and is more efficient than holding a leveraged ETF.

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Actionable takeawayRoll MEES futures quarterly to maintain exposure without the drag of leveraged ETFs.
Q&A

Should I max out my 401k contribution or just do the bare minimum to get the employer match?

The speaker suggests that if you have enough cash to cover day-to-day expenses, you should max out your 401k contributions. However, if you have leftover money after meeting the employer match, it should be allocated to an IRA. The speaker also mentions that trading should be done in a regular margin account rather than an IRA, as they prefer less oversight and more flexibility.

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Actionable takeawayMax out 401k contributions if possible, and use leftover funds for an IRA. Avoid trading in IRAs due to less flexibility.
Q&A

Do some type of underlyings always have put or call skew?

The speaker explains that while put skew is common, call skew can also occur, especially in indices and ETFs. However, the skew can change at any time and is influenced by money flow, not just institutional or retail traders. The speaker notes that 90% of the time, there is call skew, but this can vary.

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Actionable takeawayMarket skew is not fixed and can change based on market conditions and money flow. Put skew is more common, but call skew can also occur, especially in certain assets like indices and ETFs.
Q&A

Would you still trade with as much risk if you were using 70 to 80% of your net worth?

The speaker acknowledges that when younger, they took more risk without fully understanding the implications. They suggest that with more experience and accumulated wealth, they would approach such risks differently, emphasizing the importance of age and experience in risk management.

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Actionable takeawayAs traders age and accumulate wealth, they should adjust their risk exposure to reflect their current financial situation and experience level.
Q&A

Have you checked out our unleashed episode on just this very topic?

Steve confirms that he has watched the episode on the topic of elected officials trading.

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Actionable takeawaySteve acknowledges having viewed the episode on the topic of elected officials trading.
Q&A

Is there a solid delta correlation between VIX futures and the S&P 500?

There is a relationship between VIX futures and the S&P 500, but it is not consistent and can deviate, especially during volatile market conditions. The speaker notes that while there is a correlation, it is not reliable enough to be traded as a strategy due to its variability.

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Actionable takeawayThe inverse relationship between VIX futures and the S&P 500 is not consistent and can deviate, especially during volatile market conditions. It is not reliable enough to be traded as a strategy due to its variability.
Q&A

In your experience, what's the most common reason why disciplined, dedicated, smart people often fail to become successful traders?

The most common reason is that these individuals may lack the necessary mindset or adaptability for trading. The speaker notes that even highly intelligent people, including those with advanced degrees, have failed in trading due to factors like lack of discipline, dedication, or an unsuitable attitude toward risk and money. The example of a golf match illustrates how personal attitudes toward money and risk can significantly impact performance.

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Actionable takeawayDiscipline, dedication, and a suitable mindset are crucial for success in trading, even for highly intelligent individuals.
Q&A

What percentage of a portfolio should be allocated to crypto, considering its volatility?

The speaker suggests that the percentage of a portfolio allocated to crypto depends on the individual's age and risk tolerance. Younger individuals, such as those in their 20s, might allocate 80% or more, while those in their 30s might allocate 50-60%. The speaker's son, who is 31, has 100% of his portfolio in crypto, while the speaker himself has 60%.

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Actionable takeawayThe allocation to crypto should be based on the individual's age and risk tolerance, with younger individuals potentially allocating a higher percentage.
Q&A

What is the expected move for HOOD after earnings?

The expected move for HOOD after earnings is 8 bucks, based on the current price of $87. The speaker is short a bunch of puts and is fingers crossed for the outcome.

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Actionable takeawayThe expected move for HOOD after earnings is 8 bucks, with the speaker shorting puts based on this expectation.