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Y Zucker's avatar

Couldn’t you accomplish something similar by buying the index outright, selling covered calls, and then rolling the position forward if the index goes up?

Dan H's avatar

Love the transparency (though I think I only made it halfway down the rabbit hole).

Zeroing in on "Why would you want to do this?" - reason #1 makes complete sense, and at this expense ratio is quite compelling.

I think there's actually 2 parts to reason #2 : using tax losses to de-concentrate other positions (good for many people) and using tax losses to decrease taxes owed today. For that second part, there's clear value in offsetting $3k in income, but that only goes so far. Going beyond that, I think this is accidentally a bad strategy for some people as it lowers your cost basis and potentially increases future capital gains. This comes with a TON of caveats and complexity - what is your future tax bracket, will you be in a position to never sell so your heirs can benefit from step up in cost basis, etd etc etc. So, lots of situation-specific considerations and analysis to look at there.

So curious - did your resulting cost basis go down by $45k as a result of Frec's tax loss harvesting? I may have missed it but didn't see that in your analysis.

Napkin math:

* Simple VTI / VOO buy+hold strategy would give you a cost basis of $355k (plus some, assuming you are reinvesting dividends)

* Frec's TLH would give a cost basis of $355k - $45k of tax losses == $310k (again, adjusted for dividend reinvestment)

Am I understanding that right?

Just curious - does Frec allow for transfers-in-kind in funding or contributing to accounts?

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