Side Hustle
#542
Gets Weekends Off
Joined APC: Jun 2015
Posts: 1,638
Stock price too expensive for me. All the cruise lines’ forward bookings are predominantly cancelled-cruise-of-2020 credits. Earnings will only come from ancillary revenue (drinks/excursions/on board up sells). With countries like Grand Cayman throwing people in jail for breaking quarantine, I think 2021 cruise sector earnings are going to be very very weak. I think RCCL did one test cruise and had to return to pier after too many onboard Covids. Without any ships actually cruising yet, it’s too early and too risky for me to jump in. Maybe after summer.
#543
I like CCL for the shareholder discount on cruises. I liquidated early this year around 40 as I was consolidating my brokerage accounts. I bought back in around 15 just for the shareholder discount on cruises. My wife likes (or at least used to like) cruising on Princess.
#544
Yesterday I sold some puts that close this week, (in two days) and some that sell next Friday. I also have some longer term stuff (Feb 19). I do a lot of trading though. In 2020 I will wind up with somewhere near 1700 trades. I think I said in another post, but I TRY to make an average of $75/week for every $20,000 that I am leveraging, whether or not it is thru puts or calls. Some days you are the windshield, some days you are the bug. I am long and underwater in a position right now, but I will keep selling calls on it until it returns. If the pain goes on long enough, I will punt and move on. That's the art in all of this... Hope this helps.
-How do much time does it take reporting 1,700 trades on your tax return?
$75 per week comes out to $3,900 per year, which is a respectable 19.5%. A few days of being the windshield vs the bug can take that down to the mid teens very quickly. An 80% success rate at the often touted 2% monthly returns is 19.2%. You seem to be in the ballpark with the research I've done. I'm still uncertain about the time commitment, bookkeeping requirements and the tax liability of trading outside of a retirement account.
As for writing covered calls, I NEVER write calls against shares I want to hold long term, eventually they may get called away and I don’t want to trade a few hundred bucks in premium for 10000% gains in the long run.
The nice thing about tastyworks, is that when you select a strike, they give you a POP and P50, that is probability of profit (making at least one penny) and probability of making 50% profit. This strike is usually called a “30 delta”, but don’t let that confuse you; what you want to do is pick a strike that shows up with a 70% POP. This is the tastytrade way, small trades often aiming for 70% POP.
The nice thing about tastyworks, is that when you select a strike, they give you a POP and P50, that is probability of profit (making at least one penny) and probability of making 50% profit. This strike is usually called a “30 delta”, but don’t let that confuse you; what you want to do is pick a strike that shows up with a 70% POP. This is the tastytrade way, small trades often aiming for 70% POP.
Thanks for all the TW pointers. There are lots of similarities between thinkorswim and tastyworks. I just figured out that Tom Sosnoff is the connection between the two.
#545
Gets Weekends Off
Joined APC: Sep 2019
Posts: 1,538
-How much are you leveraging your $20,000?
-How do much time does it take reporting 1,700 trades on your tax return?
$75 per week comes out to $3,900 per year, which is a respectable 19.5%. A few days of being the windshield vs the bug can take that down to the mid teens very quickly. An 80% success rate at the often touted 2% monthly returns is 19.2%. You seem to be in the ballpark with the research I've done. I'm still uncertain about the time commitment, bookkeeping requirements and the tax liability of trading outside of a retirement account.
In the past, I've just rolled the covered calls out to the next expiration cycle. You could also buy back the shares after exercise, which creates a CG problem in a taxable account. An exercised ITM option isn't the end of the world. I recently sold FEB 725 CC on a portion of my TSLA position. I'm planning on rolling out to March in about a month.
Thanks for all the TW pointers. There are lots of similarities between thinkorswim and tastyworks. I just figured out that Tom Sosnoff is the connection between the two.
-How do much time does it take reporting 1,700 trades on your tax return?
$75 per week comes out to $3,900 per year, which is a respectable 19.5%. A few days of being the windshield vs the bug can take that down to the mid teens very quickly. An 80% success rate at the often touted 2% monthly returns is 19.2%. You seem to be in the ballpark with the research I've done. I'm still uncertain about the time commitment, bookkeeping requirements and the tax liability of trading outside of a retirement account.
In the past, I've just rolled the covered calls out to the next expiration cycle. You could also buy back the shares after exercise, which creates a CG problem in a taxable account. An exercised ITM option isn't the end of the world. I recently sold FEB 725 CC on a portion of my TSLA position. I'm planning on rolling out to March in about a month.
Thanks for all the TW pointers. There are lots of similarities between thinkorswim and tastyworks. I just figured out that Tom Sosnoff is the connection between the two.
Futures and options are 1256 contracts. There is no single trade reporting like there is with individual stocks. You just get a 1099. 60% long term capital gains rate, 40% regular income rate. Get your tax advice from an expert but that is the treatment for options and futures.
#546
Gets Weekends Off
Joined APC: Feb 2011
Posts: 760
It sucks. I pay my taxes quarterly, taxed as ordinary income. Paying Uncle Sam and the state 4x/yr sucks. As for the End of year tax, it’s fairly simple. All brokerages I’ve used send a summary of capital gains and that all you need to plug in. They do usually send a statement broken down of all 5000+ trades I’ve done, but ultimately the summary of P/L is all you need
#547
Broken stock or broken company? I had the thought as well the other day though. When rationality returns to the world, people are gonna go cruising in droves. They have the money saved. I'll bet prices will soar. But what do I know? dyodd, ymmv, etc etc etc...
#548
It sucks. I pay my taxes quarterly, taxed as ordinary income. Paying Uncle Sam and the state 4x/yr sucks. As for the End of year tax, it’s fairly simple. All brokerages I’ve used send a summary of capital gains and that all you need to plug in. They do usually send a statement broken down of all 5000+ trades I’ve done, but ultimately the summary of P/L is all you need
I'll bet my return is like yours. My accountant weighs it. To answer the other question somebody asked, I use Ally and they send me a breakdown of all the trades on some tax form. I don't think it actually has to be filed like that though. I'll do some research and edit this if I see something different.
#549
Futures and options on futures and indices are 1256 contracts. There is no single trade reporting like there is with individual stocks. You just get a 1099. 60% long term capital gains rate, 40% regular income rate. Get your tax advice from an expert but that is the treatment for options and futures.
I could have been a little more specific in the original tax question. I'm still at the equity option level, I'm saving futures for when I really hate my kids and want to blow their inheritance. Options on equities are not 1256 contracts based on my pilot level understanding of the tax code. Options on ETFs and individual equities are taxed as ST CG. The difference in tax treatment is one reason it may make more sense to sell options on SPX vs SPY (index vs equity). I'll ask my CPA the next time we talk, probably Jan/Feb. It looks like single trade reporting summed up in an annual P/L is the requirement for my trades.
#550
Gets Weekends Off
Joined APC: Sep 2019
Posts: 1,538
FIFY (he types in a polite, respectful manner, not often seen on the interwebs)
I could have been a little more specific in the original tax question. I'm still at the equity option level, I'm saving futures for when I really hate my kids and want to blow their inheritance. Options on equities are not 1256 contracts based on my pilot level understanding of the tax code. Options on ETFs and individual equities are taxed as ST CG. The difference in tax treatment is one reason it may make more sense to sell options on SPX vs SPY (index vs equity). I'll ask my CPA the next time we talk, probably Jan/Feb. It looks like single trade reporting summed up in an annual P/L is the requirement for my trades.
I could have been a little more specific in the original tax question. I'm still at the equity option level, I'm saving futures for when I really hate my kids and want to blow their inheritance. Options on equities are not 1256 contracts based on my pilot level understanding of the tax code. Options on ETFs and individual equities are taxed as ST CG. The difference in tax treatment is one reason it may make more sense to sell options on SPX vs SPY (index vs equity). I'll ask my CPA the next time we talk, probably Jan/Feb. It looks like single trade reporting summed up in an annual P/L is the requirement for my trades.
You are correct. I didn't even think about options on equities. I only trade options on indices because I like my money. The indices are far less volatile than individual stocks and are more ranging in nature. Even when trending as they are now the indices tend to do it in a controlled way. The 1256 tax treatment is key to keeping gains if you are successful. It can be as much as a 15-20% savings.
I love iron condors on SPX.
Thread
Thread Starter
Forum
Replies
Last Post