
With this strategy, assuming that the stock is in an uptrend as you correctly predicted then you will always always be buying the stock above the market price and selling it below the market price at the same time.
The only reason why you would be able to buy the stock through assignment from the put is because your put strike is higher than the market price of the stock so you could've bought the stock at a much lower price in the market but you end up buying the stock at a much higher price with the difference between the market price and the strike price larger than the premium that you received by selling the put in the first place.
And then assuming the stock goes up afterwards, again you will be forced to sell your stock cheap when you could've reaped a much higher price in the market again possibly with the difference between the market price and the strike price being higher than the premium that you received from selling the call.
To me, the only way this strategy could possibly be worth it is if the stock is really illiquid or extremely restricted from buying and selling like in the GME and other "meme" stocks cases by several brokerages and acquiring the stock and later on selling the stocks through the options is the only way otherwise it's really not that worth it.
Wow, quite a load of assertions. All wrong, unfortunately - but certainly very assured-sounding.
Options are an efficient way to express a view on an underlying. Buying or selling stock is very capital-inefficient, by comparison; without using options, it's a crude 50/50 bet that ties up your money. Some like it, and I'm not denying them their hobby - but it's worth noting that the largest positions professional funds have these days are in options, not in stocks.
I'm sorry, but this is utter nonsense. Why in the world would you do either of those things? If the stock is in an uptrend, or even stays where it is, you simply collect your premium (this is, in fact, what happens the majority of the time.) No stock operations occur.
You do understand that assignment occurs if a strike is even a penny ITM at expiration, right? The OCC doesn't know or care about the premium you received; it's not a consideration during assignment.
But let's take this "awful" case where the stock has dropped so much that your put is DITM, and your can't roll out for credit. Yep, you're down money... but you're still better off than someone who bought the stock, by at least the amount of that premium. That is, if we both entered at 100 and the stock dropped to 95, you're down $500 while I'm down $200 (assuming a $3 premium.) How am I worse off than you? And since options are so awful, you're stuck hoping for the stock to recover... meanwhile, I'm selling a call against this stock - which brings my basis above my cost, whether the stock is called away or not. I'm better off than you in almost every case.
Once again: premium is not taken into consideration during assignment. Where did you come up with this idea?
What you're talking about is FOMO. "But if the stock goes up, you could miss out!” But if the stock stays where it is - and the market typically goes sideways most of the time - you will miss out. While I will make money every day via theta. And if the market goes up - great! I make my full call premium, I recover my buying power by having the stock called away, and I'm back in market with another options trade - while your capital is *still* tied up, AND you're just beginning to recover from the losses you took when it went down earlier.
Unless you imagine a fantasy world in which you can pick bottoms and tops for your trades while I can't for mine, I'm better off than you in pretty much every case.
Since that's the direct opposite of how it actually works - liquidity and stability of the underlying are major pluses in doing the wheel - your understanding of it just might be a bit off the mark. Learning about it before making such self-assured statements would be a good thing.
I'll also note that this isn't a competition: if you like picking stocks and it works for you - great, I wish you the best of luck. But as soon as you add "...so any approach other than mine SUCKS!”, then you're engaging in childish dick-measuring contests. There's no reason to do that, and it's not a good look.

Sorry if i were to and can buy the stock at $20 and sell it for $40 i would do it all the time. Which stock should i buy now? And when will it double?The OP asked for feedback and comments. I was just giving some of mine. My comments are for the OP, not really for you, just so you understand.
What I am talking about is opportunity cost. The thread's topic is "Buy Low and Sell High". My point is if you are able to buy low and sell high, why not buy it at really now and sell it at full high? Why get eclipsed by options assignment with the compensation of the tiny premiums and still face the unhedged and unprotected downside risk? Why pay $40 for a stock when you could've paid $20 for a stock and why only get $50 when you sell it when you can tp for $100? To me, it's just not worth it.
This is to you @BlueWaterSailor: Of course if always overpaying to buy a stock and/or cutting yourself short of making the full profit for the compensation of collecting tiny premiums of at most a couple of dollars with all the potential risk of a huge downfall not hedged or protected in any way shape or form is your cup of tea, by all means, enjoy your wheel strategy. The market loves fodders like you for us to make more profit.![]()
The OP asked for feedback and comments. I was just giving some of mine. My comments are for the OP, not really for you, just so you understand.
What I am talking about is opportunity cost. The thread's topic is "Buy Low and Sell High". My point is if you are able to buy low and sell high, why not buy it at really now and sell it at full high?
I think you are too rough on him. I totally agree with opportunity cost point. As swing traders we TRY to buy the pullback at the time when it looks to be over. And we try to exit when the move looks exhausted. Of course we don’t know for sure, but it’s still better than some pre-determined level ahead of time. And also, if stock dumps/jumps because of some fundamental news, we have a choice not to buy/sell it at all. He is just pointing this out as a negative feature of the wheel strategy.you don't know where the low or the high is.
I think you are too rough on him.
I totally agree with opportunity cost point. As swing traders we TRY to buy the pullback at the time when it looks to be over.
And we try to exit when the move looks exhausted. Of course we don’t know for sure, but it’s still better than some pre-determined level ahead of time. And also, if stock dumps/jumps because of some fundamental news, we have a choice not to buy/sell it at all. He is just pointing this out as a negative feature of the wheel strategy.
Yes, because you sell OTM puts and you don’t know if the stock will cut through that strike level or not. Where swing traders wait to see where that new level may be and then decide if they want to engage. That is where opportunity cost comes in - swing trader is getting in at possible bottom or not at all, while put seller is scrambling to repair the position.Do you suppose that option traders are trying to do something else?
I don’t know where you got that from. Different tools to accomplish same result. The Wheel makes real money getting assigned the stock on pullbacks and riding it back up, right? I would not call that an options strategy really.This tired-ass argument isn't about the wheel; it's the same "stocks are better then options" fanaticism, with zero rational basis. It's boring and it's stupid.
Don't think the guy is trying to sell anything, just wanted to share an option strategy that's making him some money and find out any pitfalls and solutions to those pitfalls from everybody. The thing with options is that it's profitable until it's not. With every single strategy, there is always always a pitfall that will eventually bring you losses. This "wheel" strategy is no exception.
This strategy is a directional move that hinges on the stock being in an uptrend but if the stock is indeed in an uptrend, you could've been much more profitable if you just buy the underlying stock itself, hold it and then sell it later afterwards when the price goes up or if you want to buy the stock with less investment, just buy the call option and then either sell the option afterwards or exercise the option afterwards to buy the stock and then sell the stock if a dividend happened to be paid during the holding of the option.
This "wheel" strategy is such an inefficient way to acquire and sell the stock when With this strategy, assuming that the stock is in an uptrend as you correctly predicted then you will always always be buying the stock above the market price and selling it below the market price at the same time. The only reason why you would be able to buy the stock through assignment from the put is because your put strike is higher than the market price of the stock so you could've bought the stock at a much lower price in the market but you end up buying the stock at a much higher price with the difference between the market price and the strike price larger than the premium that you received by selling the put in the first place. And then assuming the stock goes up afterwards, again you will be forced to sell your stock cheap when you could've reaped a much higher price in the market again possibly with the difference between the market price and the strike price being higher than the premium that you received from selling the call. So this strategy is forcing you voluntarily overpaying to buy the stock and then denying yourself the full profit when selling the stock for just a tiny bit of compensation from the premiums sold when you were and at the same time leaving you still exposed to unhedged, unmitigated losses.
To me, the only way this strategy could possibly be worth it is if the stock is really illiquid or extremely restricted from buying and selling like in the GME and other "meme" stocks cases by several brokerages and acquiring the stock and later on selling the stocks through the options is the only way otherwise it's really not that worth it.