Rolling Options on Robinhood Invest with Henry

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𝐋𝐞𝐠𝐚𝐥 𝐃𝐢𝐬𝐜𝐥𝐨𝐬𝐮𝐫𝐞: I’m not a financial advisor. The information contained in this video is for entertainment purposes only. Before investing, please consult a licensed professional. Any stock purchases I show on video should not be considered “investment recommendations”. I shall not be held liable for any losses you may incur for investing and trading in the stock market in an attempt to mirror what I do. Unless investments are FDIC insured, they may decline in value and/or disappear entirely. Please be careful!
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part 2 pls.
I've been writing covered calls for years and Henry and I share the shame philosophy on trading....always roll your options if possible and enjoy, what I call, my weekly 'dividend'....weekly covered like printing cash.

henryh
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Henry! Thank you so much! You helped me to have a "light bulb" moment regarding rolling an option that is deep in the money....I was able to take some action that will help me to roll 30 days out, and 5 dollars in premium up! You made it simple, and it worked for me! Thank you again!

StockOptionsandInvestingbyMark
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Eventually you will pay capital gains in the long term, I don't see the point in indefinitely holding onto a position just to avoid taxes on the equity itself. Can you explain that logic more? Did you mean less than a year? Also, what are the net gains versus letting the shares just get called away and opening a new position?

deceptin
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Can you give us an example in which you would decide to roll a put option that has gone far into the money

samson
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More rolling videos. Especially speaking about positions that you are up on. I liked the target example because the current trading price was well above your cost basis. It is sort of confusing at the end where you say you have to pay $4.50 and for $10.00 in 90 days. Please elaborate!

dustin
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Pls do part 2. Thanks for giving back!

hagi
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Great video on rolling! I can't believe how many times rolling saved me from either being assigned on short-put or being called away for covered calls. I wanted to avoid being assigned as I was already fully stretched on margin so rolling for the same strike but a week further out in time, eventually the stock recovered and the put was out of the money.

scholasticpie
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Roll on partner. Thanks in advance for part 2

marclandry
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I have three questions: 1. If we can roll indefinitely, can we are dealing with European options, i.e. no early assessment risk, can we just sell naked calls instead of covered calls and keep rolling until we end up otm?
2. Can we also do the same for selling puts and not take delivery?
3. If my covered call is deep in the money and I can roll out only by 1 month, can I roll to an ITM call and keep rolling until I end up OTM?

azfitness
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Thanks Henry, I finally understand how you make money when rolling. I always thought of it as losing money, because you lose a bit of your initial credit. But by rolling up (and out), you gain the amount you roll up by minus the debit amount! That usually still is positive 🤑

Edward-kqbn
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What are the disadvantages of rolling options?

When would you not want to roll the covered calls?

Khanfused
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Hi Henry, if the option is deep in money and you need to extend the option by 120 days for a small debit, then extend it or is there another way
For example the GME stock which rose 100 percent in a day

ronenrozenhak
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Please add a Part 2 on rolling covered call options. Thanks. Love your channel.

BillThompson-vi
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I like rolling options too. But I never roll options at loss. If it is a cash secured put, getting assignment is better than rolling ... due to rolling in this situation is realizing the loss, taking put assignment is on paper loss, I prefer on paper loss. If it is a covered call, backed by shares or LEAPS, then, getting assignment to sell? I am perfectly OK with that.. i didn't realize the max profit but released cash can sell put, and collect interest, cash has quite amount of credit these days.

佳期又误
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What about addressing the likelihood of these rolls being filled?

bwbark
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Henry, thanks for your wonderful sharing! I have a question for you, I had a $200 call option for TESLA, I didn't get out early, now I'm losing money, this option will expire in two days, should I roll this option?

朱迪姐
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Hi Henry, I have 100 shares of ETSY purchased at $102.40 since July 2023. I have been waiting for the stock price to exceed my purchase price to do a Covered Call because I thought I had to do it with a Strike price above my purchase price. So, with the Roll position, can I do a Covered Call even if the price is $64 or less, and I won't get assigned as long as I repeat the Roll position before the expiration date?

melvinramos
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great videos thanks! you are talking about rolling a position for tax purposes but why if you have a IRA account where you don't pay taxes when you sell your shares? Do you still roll?

MrVicmg
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Can you make a video on a selling slightly OTM long dated cash secured puts and covered calls? For example 2 years out. You get rewarded large premium upfront which I'm then able to take the premium, buy more shares, and collect more dividends in the meantime. Is this a solid strategy? Doing this on SBUX at the moment.

garrisonsimon
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BTC can disregard techincals when in a bull, did that in 2020 when it crossed previous ATH... stayed there a few weeks and continued pumping like crazy to 60k. Also, there is one constant... when around 90 on monthly RSI, the end is near. And don't expect crazy price targets of 500k... expect around 100k at most and be happy if there's more after that. If you believe big boys and CEO's of big invesment firms saying targets like 1M this cycle.. you deserve to be their exit liquidity..It's not about guessing the market's next move; it's about playing it smart and steady during trading...managed to grow a nest egg of around 2.3B'tc to a decent 21B'tc in the space of a few months... I'm especially grateful to Linda Wilburn, whose deep expertise and traditional trading acumen have been invaluable in this challenging, ever-evolving financial landscape.

llesperence
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