How to Trade Stocks and Options Podcast with OVTLYR Live How to Trade Stocks and Options Podcast with OVTLYR Live

Is NOW The Time To Go Short and Buy Puts?

Oct 2, 2026 · 28m

Summary

The hosts discuss the extreme difficulty of trading in the current sideways market, advising traders to sit in cash or use income strategies like box spreads to avoid getting chopped up. They analyze the divergence between market-cap and equal-weighted indices, highlighting that while large-cap tech stocks remain strong, 75% of the S&P 500 is trending below its 50-day moving average. The episode also covers technical indicators like the MACD and moving average width, explains how to calculate option extrinsic value, and demonstrates how to use order blocks for support and resistance on Trad…

Topics discussed

Sponsorships: Indeed and American Express Market analysis: The difficulty of sideways trading Comparing bear, bull, and sideways market conditions Risks of delta-neutral strategies like iron condors Strategies for buying puts: Delta and extrinsic value Host updates and the 'sit in cash' philosophy Introduction to the MACD indicator Market concentration: RSP vs SPY and big tech dominance Market breadth: MMFI and 50-day moving averages Outlier alerts: Bearish momentum and fear/greed metrics Why trading the Box ETF is easier than SPY The dangers of shorting the market Q&A: Measuring EMA width contraction and expansion Q&A: Calculating intrinsic and extrinsic option value Light chat: Netflix show and host's chair mishap Q&A: Recommended TradingView chart settings Deep dive: How and why order blocks work Sponsorship: SoFi and LPL on AI in wealth management Sponsorship: Uber Eats game day deals
Listen ad-free on Castria