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Dan continues the conversation on liquidity, execution and trade management by focusing on good-till-canceled (GTC) orders, gap risk and the trade-offs of handling illiquid options. He explains when it makes sense to let options expire rather than overpay to close them, why rolling illiquid in-the-money options is often impractical and how traders can still create solid opportunities in wide markets. Key Topics • Using GTC orders to automate exits on covered calls and cash-secured puts • Choosing 3-cent, 5-cent or 10-cent GTC bids based on liquidity and price increments • The decision between rolling, waiting or letting short options expire • Why paying up to close illiquid far OTM options is often a waste • In-the-money illiquid options and why larger delta usually means wider spreads • Why rolling illiquid ITM options is often unrealistic • The trade-off between certain overpayment and random gap risk • Why accepting expiration or assignment often captures full theta value • Market makers vs. retail traders as liquidity providers • Why a wide market can still produce a good trade if the return meets your criteria Key Takeaways • GTC orders can improve efficiency. If the order isn’t working, it can’t get filled, so having resting close orders in place creates opportunities you’d otherwise miss. • Don’t overpay for worthless options. On expiration day, paying a nickel or dime to close a far OTM illiquid option is often just throwing away theta. • Illiquid ITM options are a different beast. Wider spreads reflect higher hedging risk for market makers, which makes rolling much harder and more expensive. • Overpaying is certain; gap risk is random. In many illiquid situations, accepting expiration or assignment adds volatility, but avoids a guaranteed drag on returns. • Letting options expire can be the best price. Expiration or assignment removes all time value, which is effectively the most favorable close possible. • Different option classes have different personalities. Some names are easier to middle, some resist all compromise, and repeated trading helps you learn the difference. • What matters most is the trade’s value to you. If the annualized return and setup fit your plan, a wide market can still produce a worthwhile trade. Connect • Learn more about host Dan Passarelli and Market Taker Mentoring: MarketTaker.com (http://markettaker.com) • Get exclusive content including video trade walk-throughs, Dan's actual trades, monthly AMA webinars and more: wealthbuildingpodcast.com (http://wealthbuildingpodcast.com) • Subscribe on your preferred platform and leave a review to help more traders discover the show. Disclosure: Options involve risk and are not suitable for all investors. Prior to buying or selling an option, investors must read Characteristics and Risks of Standardized Options (ODD) which can be found at https://www.theocc.com/company-inform... Don’t trade with money you are not prepared to lose. Anything discussed on this show is intended to be generalized information and not intended to be a recommendation to buy or sell any security. The host and guests are not familiar with listeners’ specific situations. For trading information relevant to your specific needs, speak with a licensed broker or advisor. Trumpet Trumpet Fanfare by bevibeldesign -- https://freesound.org/s/350428/ -- License: Creative Commons 0 Wah Wah Wah Wah wah trumpet failed joke punch line.wav by Doctor_Jekyll -- https://freesound.org/s/240195/ -- License: Attribution 4.0 Dramatic Drum Roll dramatic drum roll.wav by ingsey101 -- https://freesound.org/s/51401/ -- License: Attribution 3.0