LearningMachine Posted June 4, 2021 Share Posted June 4, 2021 (edited) 30 minutes ago, Castanza said: You could also short treasuries and hold 3x Ultra Short Leverage 20 year t-bill ETF. I believe Burry took a position like this (they wrote a book about him ). But the SEC also made him shut his mouth a month ago and he had to delete his twitter Thanks @Castanza. What do folks think about partnering with IRS to make such speculative bets, e.g. use short-term capital gains to fund put options expiring within the tax-year, reducing the effective cost of Put options compared to other folks? If it pans out, great. If it doesn't, you save on taxes - of course you still lose the money but you would have paid a big percentage of that money to IRS anyway. Anything I'm missing? Edited June 4, 2021 by LearningMachine Link to comment Share on other sites More sharing options...
aws Posted June 4, 2021 Share Posted June 4, 2021 If you're thinking of a strategy like that then you definitely do not want to have the options expire in the same tax year as your gain. If they hit then the profit is taxed in the same year as well, so you didn't really accomplish anything. If you buy January 2022 options on the other hand, then you have the option of selling them on 12/31/21 and taking the loss this year if they will expire worthless, or holding them until next year if they are in the money. Link to comment Share on other sites More sharing options...
LearningMachine Posted June 4, 2021 Share Posted June 4, 2021 (edited) 5 hours ago, aws said: If you're thinking of a strategy like that then you definitely do not want to have the options expire in the same tax year as your gain. If they hit then the profit is taxed in the same year as well, so you didn't really accomplish anything. If you buy January 2022 options on the other hand, then you have the option of selling them on 12/31/21 and taking the loss this year if they will expire worthless, or holding them until next year if they are in the money. Thanks @aws, that's exactly what I ended up doing once. I ended up selling the options in the same tax year to balance the short-term gain. Waiting to sell the options next year was gonna make me pay the tax on short-term gain the year I bought the options. However, you're right that buying options with expiration in next year gives me the option to decide. If there is a big gain in options, I could then take the gain next year, while paying the taxes on the original short-term gains this year. You could potentially extend the strategy to move the big gain in options to being a long-term gain, but with speculative gains, might not be able to predict well. Another reason I was thinking the trade might still make sense is that I'd be effectively trading (1) one short-term gain in 2021 from selling a stock for (2) another potential short-term gain in 2021 from a speculative option-based position. Because #2 is speculative & volatile, #2 will likely result in either zero or multiple times of short-term gains from #1. If it is zero, I save on taxes (which is a benefit that other investors in that speculative option might not get). If it is multiple of #1, I end up paying an even bigger tax bill, but still end up making a multiple of #1. Overall, looks like we agree that if one uses short-term capital gains to fund speculative options that they either sell within the same year or let expire within the same year, their effective cost is less than those who are not using short-term capital gains to fund them. Edited June 5, 2021 by LearningMachine Link to comment Share on other sites More sharing options...
Spekulatius Posted June 4, 2021 Share Posted June 4, 2021 2 hours ago, dwy000 said: Spek that's at least 3 "what are you selling" posts in the past week. Are you sitting on cash or selling to buy something more appealing? Yes, I am slowly raising cash when fair value is approached and I am not finding much to buy. I have been adding a tiny bit of VRTX and MRK. I see it more reflective of the jack if opportunities than a big macro call. Link to comment Share on other sites More sharing options...
Spekulatius Posted June 9, 2021 Share Posted June 9, 2021 Sold my MITK in my tax deferred account. I am not too fond of the convertible debt issue a while ago. Link to comment Share on other sites More sharing options...
CharlesMunger Posted June 15, 2021 Share Posted June 15, 2021 Trimmed some Tenneco at $22 today. Anyone still holding? Link to comment Share on other sites More sharing options...
cubsfan Posted June 15, 2021 Share Posted June 15, 2021 ^ Mine is gone, hoping to get another shot at it. Link to comment Share on other sites More sharing options...
Libs Posted June 15, 2021 Share Posted June 15, 2021 Half of my remaining XPEL. Link to comment Share on other sites More sharing options...
gfp Posted June 15, 2021 Share Posted June 15, 2021 40 minutes ago, Libs said: Half of my remaining XPEL. Every time I have sold some DAP.u, XPEL or even Generac, its ends up being a mistake so I stopped doing it. But those early sales still sting... Anyway - I hope you ended up with a lot more XPEL than I did! Link to comment Share on other sites More sharing options...
Libs Posted June 15, 2021 Share Posted June 15, 2021 2 hours ago, gfp said: Every time I have sold some DAP.u, XPEL or even Generac, its ends up being a mistake so I stopped doing it. But those early sales still sting... Anyway - I hope you ended up with a lot more XPEL than I did! Hey GFP. I know, me too. The funny thing is, I sold XPEL at 1/3 its current price in my IRA; but I kept all the shares in my taxable account because I didn't want the tax bill. (Sold half of those today). Had the whole position been in my IRA, I would have been totally out at much lower prices. Ironic. Link to comment Share on other sites More sharing options...
maplevalue Posted June 28, 2021 Share Posted June 28, 2021 Sold remaining shares of VVL - Vanguard Global Value Factor ETF. The reopening trades seems to have been played out/is reversing. Link to comment Share on other sites More sharing options...
fareastwarriors Posted July 14, 2021 Share Posted July 14, 2021 Trimmed some WFC Link to comment Share on other sites More sharing options...
CorpRaider Posted July 20, 2021 Share Posted July 20, 2021 CLPR, AIRC (granny out), SLG, WFC Link to comment Share on other sites More sharing options...
fareastwarriors Posted July 23, 2021 Share Posted July 23, 2021 Trimmed a bit of FB Link to comment Share on other sites More sharing options...
formthirteen Posted July 27, 2021 Share Posted July 27, 2021 When the market panics, I panic too. I sold all BABA I had in one portfolio last week, and sold all in the other portfolio yesterday. Planning to average back in at some point via 9988.HK instead of the ADR. Thanks @RetroRanger for posting: https://financialhorse.com/china-tech-crackdown-explained-will-i-buy-chinese-tech-stocks-after-the-plunge/ Link to comment Share on other sites More sharing options...
RetroRanger Posted July 30, 2021 Share Posted July 30, 2021 Youre welcome Link to comment Share on other sites More sharing options...
Spekulatius Posted August 3, 2021 Share Posted August 3, 2021 (edited) Sold ~1/2 of my $COST in my tax deferred accounts today. Looking a bit frothy. Edited August 3, 2021 by Spekulatius Link to comment Share on other sites More sharing options...
Fitz Posted August 4, 2021 Share Posted August 4, 2021 Sold about 20% of my BYDDY stake and put proceeds into BABA and TCEHY. Love the long term growth still for BYD but valuation relative to these other chinese tech titans drove the decision. Link to comment Share on other sites More sharing options...
Spekulatius Posted August 12, 2021 Share Posted August 12, 2021 On 8/2/2021 at 8:17 PM, Spekulatius said: Sold ~1/2 of my $COST in my tax deferred accounts today. Looking a bit frothy. COST - Sold the other half in my tax deferred account I am keeping my small position in my taxable account Link to comment Share on other sites More sharing options...
AzCactus Posted August 12, 2021 Share Posted August 12, 2021 Trimmed about 30% of my SMAR position Link to comment Share on other sites More sharing options...
DooDiligence Posted August 12, 2021 Share Posted August 12, 2021 Trimmed 1/3 of my highest cost basis in WFC for a high single digit gain. It's now a 7.6% position with a lot more green than before. If the asset cap gets lifted & markets run it up, I'll probably sell the rest. Link to comment Share on other sites More sharing options...
formthirteen Posted August 16, 2021 Share Posted August 16, 2021 Sold a small starter position in WISH last week after the earnings release. I buy first, and ask questions later. I also panic when the market panics if I don't have any conviction. WISH has potential, but I'm not sure the new management is able to build an attractive marketplace for the long run. The software & logistics platform is quite impressive, but the app itself and the merchandise sold are of very low quality. They have managed to attract the worst merchants possible selling fakes, fads, etc. This in itself is quite an achievement and two-sided marketplaces have wide moats. This could become "Dollar General + TikTok" but right now WISH looks more like Link to comment Share on other sites More sharing options...
Spekulatius Posted August 17, 2021 Share Posted August 17, 2021 Sold Vivendi in my tax deferred accounts due to distribution being a taxable event (most likely)- I also sold CNNE when I noticed holding PFSE was tanking while CNNE shares held up…until they didn’t. Link to comment Share on other sites More sharing options...
CorpRaider Posted August 18, 2021 Share Posted August 18, 2021 (edited) $EQR: I'm out. REITs are for those afflicted with low T. Edited August 18, 2021 by CorpRaider Link to comment Share on other sites More sharing options...
lnofeisone Posted August 19, 2021 Share Posted August 19, 2021 sold my KWEB and UNG puts. Link to comment Share on other sites More sharing options...
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