Trading Journal · by Reinis Fischer · · · 19 seen

What Cash-Secured Put Sellers Can Learn From a Failed Bitcoin Breakout

On October 5, 2023, the Terramatris crypto portfolio reached a total value of $80.43, extending the previous week's momentum with a gain of roughly 25.3% week over week.

At the same time, broader crypto market commentary focused heavily on Bitcoin's failed attempt to push through the $28,000 area. Bitcoin was rejected near that level after the U.S. session open and later pulled back.

For options sellers, this type of market environment is useful to study. A failed breakout can quickly shift sentiment from bullish to cautious, and that matters when selling cash-secured puts, covered calls, or credit spreads.

If you are new to Ethereum options income strategies, start with How to Generate Income With Ethereum Options.

Why Failed Breakouts Matter for Options Sellers

A failed breakout occurs when an asset attempts to move above an important resistance level but cannot hold the move.

In this case, Bitcoin's rejection near $28,000 suggested that buyers were not yet strong enough to sustain upside momentum.

For crypto options traders, failed breakouts are important because they can change short-term risk conditions quickly.

When momentum fades, option sellers need to reassess:

  • Whether strikes are still far enough away
  • Whether downside risk is increasing
  • Whether implied volatility may expand
  • Whether position size remains appropriate

How This Affects Cash-Secured Puts

Cash-secured puts generally perform well when the underlying asset stays above the selected strike price.

However, after a failed breakout, traders should be cautious about assuming the market will continue higher.

If momentum weakens, Ethereum and other crypto assets may follow Bitcoin lower, increasing the probability that short put strikes become challenged.

That does not mean cash-secured puts should automatically be avoided. It means strike selection and position sizing become more important.

Learn more: How to Generate Income With Ethereum Cash-Secured Puts.

Choosing Strikes After a Market Rejection

When the market fails to break through resistance, aggressive put selling can become dangerous.

A trader may still collect premium, but the downside risk can increase quickly if the rejection turns into a broader pullback.

In this type of environment, more conservative traders may prefer:

  • Lower-delta puts
  • Further out-of-the-money strikes
  • Smaller position sizes
  • Shorter expirations
  • More available cash reserves

The goal is not to avoid all risk. The goal is to avoid being forced into a poor decision if the market turns against the position.

Covered Calls Can Behave Differently

A failed breakout can also affect covered call sellers.

If the market stalls near resistance, covered calls may benefit because upside momentum weakens and call options may lose value.

However, traders should still avoid becoming too aggressive. Selling calls too close to the market can cap upside if the breakout later resumes.

For long-term Ethereum holders, the goal is usually not to sell away upside too cheaply, but to collect premium while leaving room for the position to grow.

Learn more: How to Generate Income With Ethereum Covered Calls.

Credit Spreads and Defined Risk

Credit spreads can also be useful around important market levels because they define maximum risk in advance.

For example, a trader expecting Ethereum to remain above a support level might use a bull put spread rather than a naked short put.

The trade-off is simple: the credit spread limits downside risk, but it also limits premium collected compared with selling a put outright.

Learn more: How to Generate Income With Ethereum Credit Spreads.

Lessons From This Market Environment

The important lesson from this period was not simply that the portfolio increased in value.

The more useful lesson is that market structure matters. Resistance levels, failed breakouts, volatility shifts, and sentiment changes can all affect options income strategies.

For cash-secured put sellers, the key takeaway is simple: strong recent performance does not remove downside risk.

A disciplined trader should continue to ask:

  • Am I comfortable owning ETH at this strike?
  • Is the premium worth the risk?
  • Do I have enough cash reserved for assignment?
  • What happens if the market drops another 5-10%?

Final Thoughts

The Terramatris portfolio's move to $80.43 in early October 2023 was another encouraging milestone in the fund's early growth phase.

However, the broader market environment also showed why options traders should remain cautious even during profitable weeks.

A failed Bitcoin breakout near a major resistance level can quickly change the risk profile for Ethereum options strategies, especially cash-secured puts.

For long-term investors, the objective is not to chase premium after every market rally. The objective is to collect premium when the risk-reward is attractive, keep enough capital available, and stay disciplined when market conditions change.

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