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Best Strategies for Shorting the Market | 01.21 | One Lucky Dog LIVE!

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Trade ideas

Trade idea

SPY naked calls

Selling naked calls in SPY can provide a pure short delta exposure, capturing potential downside if the market declines. This strategy is suitable for traders who expect a pullback or consolidation phase, with the risk of losing if the market rallies. The trade should be managed with clear profit-taking levels based on the trader's risk tolerance.

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Strategynaked calls
Assetequity
Time horizonshort-term
Entry / triggermarket pullback or consolidation
Target / exitprofit from short-term volatility
Invalidation / stoploss if market rallies
SpeakerTom
Structure / legs
  • naked calls
Risks
  • Market rally can lead to losses
  • Volatility can increase the risk of large losses
Trade idea

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The speaker advises against using strangles during anticipated large down moves due to the risk of being long if there is a significant move, as the short put can lead to unintended long positions. The speaker prefers selling skewed strangles but acknowledges the risk of them coming back to haunt traders.

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Strategynull
Assetnull
Expirationnull
Time horizonnull
Entry / triggernull
Target / exitnull
Invalidation / stopnull
Speakernull
Risks
  • Large down moves can lead to unintended long positions
  • Skewed strangles may not perform as expected in volatile markets
null
Trade idea

NASDAQ Sell NASDAQ futures if the trade is considered extreme

The speaker suggests selling NASDAQ futures and buying Bitcoin futures if the trade is considered extreme. This indicates a belief that the current market conditions may be at an extreme, and the trade should be adjusted accordingly. The speaker's skepticism about the trade suggests a cautious approach to the strategy.

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StrategySell NASDAQ futures if the trade is considered extreme
Assetfutures
Time horizonNot explicitly stated
Entry / triggerIf the trade is considered extreme
Target / exitNot explicitly stated
Invalidation / stopNot explicitly stated
SpeakerSpeaker 1
Risks
  • Market volatility
  • Incorrect assessment of market extremes
  • Potential for significant losses if the trade is not properly managed
Trade idea

BTC Holding Bitcoin as a small portion of the portfolio

Bitcoin is considered a wise investment as long as it remains a small portion of the portfolio. The speaker recommends holding Bitcoin, Ethereum, and other cryptocurrencies, with Bitcoin being a particular focus. The speaker personally holds less than 1% of their portfolio in digital assets, with Bitcoin being a long-term holding. The rationale is that digital assets have shown positive returns and can add alpha to a portfolio, but they should be held in small quantities to manage risk.

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StrategyHolding Bitcoin as a small portion of the portfolio
Assetcryptocurrency
Time horizonLong-term
Entry / triggerBitcoin is held as a small percentage of the portfolio
Target / exitPotential for long-term growth
Invalidation / stopIf Bitcoin's value significantly declines or if the market regime changes
SpeakerTimothy
Risks
  • Market volatility
  • Regulatory changes
  • Security risks
Trade idea

SPOS shorting a rising asset

The speaker expressed dissatisfaction with a short position on SPOS, which had risen 75% before the show. This indicates a potential trade idea of shorting SPOS, with the expectation that the rally might not continue. The invalidation would be if the price continues to rise, suggesting a potential reversal or continuation of the trend.

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Strategyshorting a rising asset
Assetequity
Time horizonshort-term
Entry / triggerbefore the show started
Invalidation / stopmarket rally
SpeakerSpeaker 1
Risks
  • Market rally
  • Liquidity issues
  • Unexpected news events

Insights

Insight

Long Put Vertical Spreads vs. Pure Deltas for Shorting the Market

Long put vertical spreads provide a structured way to hold positions with defined risk, but they may not offer sufficient reward for significant market declines. Pure delta strategies, such as shorting ES or NQ futures or selling naked calls in SPY, are more effective for capturing large down moves. The key is to balance risk and reward based on market conditions and individual risk tolerance.

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Applicable when
  • market decline
  • defined risk
  • short delta exposure
Limitations
  • Long put verticals may not provide enough reward for large market moves
  • Pure delta strategies carry higher risk and require proper risk management
Insight

Delta Management and Position Risk

The speaker emphasizes that platforms now display delta values, and if a trader's delta is short, they are effectively short. This highlights the importance of monitoring delta values to manage position risk. The speaker warns against using strangles during anticipated large down moves due to the risk of being long if there is a significant move, as the short put can lead to unintended long positions.

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Applicable when
  • trading platforms with delta display
  • anticipated large market moves
Limitations
  • The advice is specific to strangle strategies and delta management
  • Does not apply to all market conditions or instruments
Insight

Scale and Portfolio Management Challenges

Managing larger accounts becomes increasingly difficult as the size of the portfolio grows. The transcript states that accounts over $10 million are 'very hard' to manage in an active format, and accounts over $25 million are 'almost impossible' to manage. For the average retail or semi-professional investor, managing an account over $10 million is considered very challenging. The discussion highlights that as the account size increases, the complexity and risk management requirements escalate significantly.

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Applicable when
  • Large account sizes
  • Active trading strategies
Limitations
  • The discussion is based on anecdotal experience rather than empirical data
  • Does not address specific strategies for managing large accounts beyond general challenges
Insight

Market Concentration and Valuation

The transcript highlights the growing concentration of market capitalization in a few large tech companies, such as Nvidia, which have valuations surpassing the GDP of most countries. This indicates a shift in market dynamics where individual companies can outsize entire economies, creating new opportunities and risks for traders. The mechanism involves the liquidity and scale of these companies, which allows them to handle massive capital flows. The practical implication is that traders should be aware of the potential for extreme volatility and the need for strategies that can adapt to such market conditions.

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Applicable when
  • large-cap tech stocks
  • market concentration
Limitations
  • The valuation of companies can change rapidly due to market sentiment and economic factors
  • Not all markets exhibit the same level of concentration as the US or China markets
Insight

Discipline in High-Frequency Trading

High-frequency trading requires significant discipline and the use of APIs to execute a large number of orders efficiently. The speaker acknowledges the difficulty of maintaining such discipline and the need for a structured approach to avoid market maker interference.

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Applicable when
  • High-frequency trading
  • Use of APIs
Limitations
  • Requires significant time and effort
  • Not suitable for all traders
Insight

Bitcoin and NASDAQ Correlation Analysis

Bitcoin and NASDAQ both correlate with the S&P 500, making their relationship easier to analyze. However, the challenge lies in determining the correct ratio for a potential pairs trade. The speaker suggests using micro futures contracts, noting that a micro Bitcoin contract is one-tenth the size of a micro NASDAQ contract. This implies a potential ratio of two micro NASDAQ contracts to one micro Bitcoin contract, though adjustments for volatility may be necessary.

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Applicable when
  • Bitcoin trading
  • NASDAQ trading
  • pairs trading
  • futures contracts
Limitations
  • The ratio may need adjustment for volatility
  • No explicit recommendation for a trade is made
  • The analysis is theoretical and not based on real-time data or execution strategy
Insight

Market Commentary on Trading Strategies

The speaker discusses the relative volatility of NASDAQ and Bitcoin micro futures, suggesting a ratio of two and a half to three NASDAQ to one Bitcoin micro. They express skepticism about the trade, indicating that it may be at an extreme and recommend selling NASDAQ futures and buying Bitcoin futures if the trade is considered extreme. This highlights the importance of assessing market extremes and adjusting positions accordingly.

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Applicable when
  • volatility adjustment
  • extreme market conditions
Limitations
  • The speaker's skepticism may indicate personal bias or lack of confidence in the trade's viability.
Insight

Market Commentary on Brokerage Security

Brokerage firms are generally secure for customer assets, with customer funds segregated and protected under regulatory frameworks. The system includes central clearing, guarantees, and margin requirements that ensure safety. While there have been instances of fraud in futures markets (e.g., MF Global and Refco), no securities firm has ever cost a customer a single penny. Customer assets are fully paid for and cannot be touched unless the customer agrees to a stock lending program or margin-related rehypothecation.

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Applicable when
  • securities trading
  • brokerage safety
  • regulatory frameworks
Limitations
  • Applies to securities firms, not futures firms
  • Does not cover customer service or operational risks
Insight

Adapting to Low Volatility Environments

Active options traders should adapt to low volatility environments by trading smaller positions, widening spreads, and extending expiration dates to replicate higher volatility. This approach helps mitigate the risk of complacency and outlier losses that can occur when implied volatility is structurally low. Directional risk can be selectively reintroduced in smaller amounts to maintain exposure without overcommitting.

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Applicable when
  • low implied volatility
  • high market levels
Limitations
  • Requires careful risk management
  • Outlier events can still cause significant losses despite precautions
Insight

Market Commentary on Risk-Free Rates and Returns

The discussion highlights the fluctuation of risk-free rates over the past decade, ranging from zero to 5.5%, with an average of around 4%. The speaker acknowledges that achieving returns above 4x risk-free rates is challenging, especially with the low rates in recent years. The speaker also emphasizes that actual returns are not frequently discussed due to the variability in risk-taking and the preference for transparency in trading strategies over financial performance metrics.

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Applicable when
  • low risk-free rates
  • long-term investment performance
Limitations
  • The speaker does not provide specific return figures
  • The discussion is anecdotal and not based on formal financial analysis
Insight

Importance of Networking for Startup Funding

Networking is crucial for securing funding for a startup, as it allows entrepreneurs to leverage existing relationships and connections. The speaker emphasizes that funding should come from one's circle of friends, family, and professional contacts rather than relying solely on external sources. This approach is highlighted as a practical method for accessing potential investors and opportunities.

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Applicable when
  • Startup funding
  • Networking
  • Entrepreneurship
Limitations
  • Requires a strong professional network
  • May not be effective for all industries or regions
Insight

Volatility and Diversification in Cryptocurrencies

The speaker discusses the reduced volatility of Bitcoin compared to its historical levels, noting that it now has a volatility range similar to that of stocks like Nvidia and Tesla. This suggests that Bitcoin's volatility is now comparable to other asset classes, making it a viable diversification tool. The speaker emphasizes that the key factor in diversification is not the volatility itself but the asymmetric upside potential relative to risk. This insight highlights the importance of evaluating assets based on their risk-reward profile rather than just their volatility.

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Applicable when
  • Bitcoin
  • Nvidia
  • Tesla
  • volatility
  • diversification
Limitations
  • The analysis is based on historical volatility data and may not reflect future market conditions.
  • The speaker's personal investment strategy is not necessarily applicable to all investors.
Insight

Building on Past Experiences

The speaker emphasizes the importance of building on past experiences and successes, highlighting that achievements are the result of a long-term process rather than overnight success. This suggests that traders should focus on leveraging their own experiences and learning from them to guide future strategies.

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Applicable when
  • long-term trading strategies
  • personal development in trading
Limitations
  • Does not provide specific actionable steps for implementing this insight
  • Assumes the trader has a history of experiences to draw from
Insight

Market Volatility and Buying Opportunities

The speaker notes that a 2% selloff was perceived as a buying opportunity, highlighting the importance of market sentiment and the potential for short-term rebounds. The speaker also mentions that a 5% washout would be more significant, indicating a preference for larger market movements to validate buying opportunities. This suggests that traders should consider market volatility and sentiment when evaluating potential entry points.

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Applicable when
  • market volatility
  • sentiment analysis
Limitations
  • The speaker's opinion is subjective and not based on quantitative analysis.
  • The market may not follow the expected trajectory.

Q&A

Q&A

What option strategies are your go-tos when leaning short?

The go-to strategies for shorting the market include short skew strangles, flatout shorts, ES micro contracts, diagonals, and naked calls in SPY. These strategies provide pure short delta exposure and are suitable for capturing market declines.

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Actionable takeawayShort skew strangles, flatout shorts, ES micro contracts, diagonals, and naked calls in SPY are effective strategies for shorting the market.
Q&A

Did you trade any Russell?

The speaker did not trade any Russell. They mentioned trading NASDAQ and S&Ps, being long gold, short silver, and short micron. They also mentioned buying Netflix premarket and selling it out.

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Actionable takeawayThe speaker's trading activity includes specific indices and commodities, with a focus on short positions in certain assets.
Q&A

What do traders do with wealth above a certain threshold?

Traders with larger accounts often invest in stocks, bonds, ETFs, and short-term cash instruments. They may also invest in private equity, their own businesses, or use strategies like covered calls. The discussion emphasizes that managing larger accounts becomes increasingly complex and that many investors opt for managed solutions or diversify their investments.

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Actionable takeawayFor larger accounts, diversification and managed solutions are often preferred due to the complexity of active trading.
Q&A

Have you used the option binomial strategy using the 100-step method?

The speaker has not used the option binomial strategy using the 100-step method, and it is explained as a complex model developed by John Cox, Steven Ross, and Mark Rubenstein in the 1970s. The method involves breaking the time to option expiration into 100 discrete intervals to create a tree that models possible future price movements of the underlying asset. The speaker acknowledges the complexity and lack of personal experience with the strategy.

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Actionable takeawayThe 100-step binomial model is a sophisticated tool for pricing options, particularly American-style options, but it is not commonly used by the speaker, indicating it may be complex or less practical for everyday trading.
Q&A

What is the maximum number of orders that can be entered in a trading day?

The maximum number of orders that can be entered in a trading day is 390. However, this is a limit that can be exceeded over the course of a month, but not on a single day.

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Actionable takeawayTraders should be aware of the 390 order limit per trading day and understand the implications of exceeding it.
Q&A

Has there been any research done on correlation between Bitcoin and NASDAQ as being a potential pairs trade or Bitcoin being a leading indicator for tech risk on markets?

The speaker suggests that while there is a correlation between Bitcoin and the S&P 500, and NASDAQ also correlates with the S&P 500, the relationship between Bitcoin and NASDAQ is not well-defined. They mention that figuring out the ratio for a pairs trade is challenging and that using micro futures contracts could help determine the ratio. However, they do not explicitly recommend a trade.

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Actionable takeawayThe speaker discusses the potential for a pairs trade between Bitcoin and NASDAQ but does not provide a concrete recommendation or execution strategy.
Q&A

Is there a resource or tool that you've used to evaluate businesses in this manner?

The speaker mentions that while there are online resources and tools available, they personally do not focus on these metrics. They suggest that private equity firms, CFOs, and analysts typically care about these metrics, and that fractional CFOs or analysts can handle the analysis. The speaker emphasizes that the process is more about having the right team or resources to handle the analysis rather than relying on specific tools.

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Actionable takeawayThe speaker suggests that while tools exist, the key is having the right team or resources to handle the analysis, rather than relying on specific tools.
Q&A

Is my money safe at a brokerage firm?

Yes, your money is safe at a brokerage firm. Customer assets are segregated and protected under regulatory frameworks. There have been no instances of securities firms costing customers a single penny, despite some issues in futures markets.

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Actionable takeawayCustomer assets are fully paid for and cannot be touched unless the customer agrees to a stock lending program or margin-related rehypothecation.
Q&A

How should active options traders adapt when the traditional edge in premium selling is compressed?

Active options traders should adapt by trading smaller, wider, and longer-dated positions. They can selectively reintroduce directional risk while taking less of it. This approach helps mitigate the risk of complacency and outlier losses in low volatility environments.

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Actionable takeawayAdapt by trading smaller, wider, and longer-dated positions to replicate higher volatility and reduce directional risk exposure.
Q&A

How many years out of the last 10 have you beaten 4x risk-free rates with only trading?

The speaker acknowledges the difficulty of beating 4x risk-free rates, especially with the low rates in recent years. They estimate that the answer is a majority of the time, but they do not provide specific figures. The speaker also notes that they do not track or report actual returns due to the variability in risk-taking and the focus on transparency in trading strategies.

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Actionable takeawayThe speaker's approach to trading emphasizes transparency and risk management over specific return figures, suggesting that the focus is on consistent performance rather than absolute returns.
Q&A

Is Bitcoin a wise investment to continue to hold and what percentage of your portfolio do you recommend allocating to Bitcoin?

Bitcoin is considered a wise investment as long as it remains a small portion of the portfolio. The speaker recommends holding less than 1% of their portfolio in digital assets, with Bitcoin being a long-term holding. The rationale is that digital assets have shown positive returns and can add alpha to a portfolio, but they should be held in small quantities to manage risk.

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Actionable takeawayBitcoin should be held in small percentages of a portfolio due to its volatility and potential for long-term growth.
Q&A

What are the first two things I should do to start building my financial foundation?

The speaker suggests that the first two things to do are to focus on building a solid foundation through experience and utilizing available tools. They emphasize that everyone's path is different and that the tools available today are more advanced than in the past, making it easier to start from the bottom.

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Actionable takeawayStart by gaining experience and utilizing modern tools to build a financial foundation.
Q&A

What is the current state of the NASDAQ?

The NASDAQ has risen 350 points, which the speaker finds surprising given the heavy short position they had earlier in the morning.

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Actionable takeawayThe NASDAQ's unexpected rise suggests that traders should be cautious about short positions and consider market sentiment changes.
Q&A

Is a 2% selloff considered a buying opportunity?

The speaker suggests that a 2% selloff can be seen as a buying opportunity, but emphasizes that a more significant move, such as a 5% washout, would be more indicative of a valid opportunity.

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Actionable takeawayTraders should consider both the magnitude and context of market movements when evaluating potential buying opportunities.