Investment Q&A

Q: I have two questions re: tax loss selling. I have a three year old gain that I can offset by selling the above holdings.

1. First please help me with the math. If I buy a stock for $100, sell it for $90, I have a loss of $10 which would mean I can expect a $2.50 tax loss at a 25% rate. Does this mean that if I wanted to buy the stock back after 30 days, I would only be better off if I buy it back at less than 92.50 per share? Do you have a threshold whereby you must be down by a certain amount to justify a tax loss sale? e.g. 20%? Unless of course you are walking away from a company.

2. Which of the companies listed would you consider buying back after 30 days? I have too many holdings as it is so may just let them all go unless something is particularly interesting. I am overweight technology, underweight everything else but otherwise have a broad mix of funds and stocks.

Q: Here’s why Block (SQ) is a new best stock idea at Bernstein.

What's your opinion?

Buy now?

Thank you.

Q: I currently own both of the mentioned stocks. With Trump's protectionist (tariffs) policies, do you expect any detrimental effects on the future performance of SHOP and SQ. Thank you. Bill.

Q: What is your current opinion on these two?
Do you think they will outperform the market and if not would you recommend preferred sector alternatives?

Q: Can you comment on SQ's earnings.

Throughout this year you considered it a HOLD. YTD it is down 2.7%.

Unfortunately I am down 40%. It seems like there have been and continue to be better stocks to invest in. Are there any compelling reasons to hang onto this loser?

Q: I would like to do some tax loss selling and was wondering if you might be able to rank RBLX, SQ, TOY, GH, OVV, and COW in order from those with the least potential to recover over the next year, to the most potential. I appreciated your help last year on the same topic. If I were to sell them all, are there any you would consider buying back after 30 days? Thanks.

Q: Do the recent earning results change your opinion on SQ? Thank-you.

Q: Hi Guyz, can I get an update on Block, its been taking another hit lately and your insight will help me make a decision on whether to hold or sell.
Thanks.

Q: What is your opinion on this company at this time?

Q: What is your opinion of Money Lion? How do its prospects compare to, for example, SQ, STNE, PYPL or PAGS?
Thanxx!

Q: Hi gang,
What is your take on sq ?
Buy more, hold or sale?
Thanks
Alnoor

Q: HI folks
Sadly, I am down on all of these somewhere between 60 to 95%!!! They mostly but not all started out as somewhat small positions 2 to 4 years ago! I have time to wait longer but: 1)are there any that are absolute failures and therefore should be sold. 2) Would you please rate the selIs from 1 to 10 ..10 being the absolute SELL. 3)How many years should I give these? (tough to answer but just a guess). I will not get much at all for any of them! Please take as many credits as you see fit.
Much Thanks and happy Family weekend

Q: I was wondering if you knew much about FedNow. Online it says it will not replace apps like Venmo or Cash App, as it will depend on if your bank and the bank you are sending to opt in. But why would a bank not opt in? It sounds like many banks are already gearing up to implement it this summer. Once fully implemented at US banks, will it be similar to Canadian e-transfers? Why would customers not use it for P2P payments, such as splitting a tab, if it is free, just we we do here in Canada? Thanks.

Q: I am looking at some of my struggling stocks- any comments on whether greener pastures are better found elsewhere and where to go?

Q: Would you buy these stocks now and in what order?

Thanks,
Milan

Q: I HAVE LOST ABOUT 50% OF THE VALUE IN SQ. SHOULD I HOLD IT OR SELL IT. IF YOU SUGGEST TO SELL IT , THEN WHICH ONE WOULD BE BETTER NVDA OR SMCI.
THANKS FOR YOUR CONTINUED GOOD ADVICE.

Q: How would you rank these in terms of their a) upward mobility
B) risk of bankruptcy/price decline
Thanks! Happy New Year
David

Q: Hello, I am down 25%+ on all of these companies and looking to do some tax loss selling prior to yearend. Can you order these companies in terms of what you would sell first? Would you rank these companies as Sells or Holds (or even Buys)? I am a long term investor, not a trader, so I'm hesitant to sell only to rebuy later, or to average down. I have some ability to do a tax loss carry back to recoup some of my losses from prior years (plus minimize my 2023 taxes).

Q: Hello Peter,
Would the fintech stocks be classified under technology stocks similar to Amazon, Google, etc or are they seen as more financial ? if there is a rotation out of tech, would the fintechs be hit accordingly? Thanks very much

Q: I would like to do some tax loss selling and was wondering if you might be able to rank ILLM, UPST, OVV, TOY, SQ, GH, FLGT, and COW in order from those with the least potential to recover over the next year, to the most potential. If I were to sell them all, are there any you would consider buying back after 30 days? Thanks.