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I own a few shares of a private firm. The shares are registered at Carta, but trading is not allowed.

How can I transfer the ownership to my son so that the cost basis would be the price I bought them for originally?

Suppose I bout the shares when they were issued at the nominal price of $100. There is no market for these shares, and I can't transfer rights to my son on Carta itself, i.e. register them on him. However, I want to somehow transfer the ownership to him in such a way that from tax point of view it will be a sale at $100. So that my capital gain is zero. He gets the ownership at $100 cost basis.

Since there is no market, there is no market price for shares. At earlier financing rounds they were valued at $400, but there was no way to actually sell them at this price. After this year market events, it's not clear what's the value anyways. The accountants told me that there was "tax event" for my ownership so far, i.e. they must be still valued at $100 from tax point of view.

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    "He gets the ownership at $100 cost basis", thus making your son pay all the capital gains.
    – RonJohn
    Jan 2, 2021 at 21:28
  • Private firms often forbid the transfer of shares without permission of the firm. It may not be the platform. I would suggest contacting the company.
    – DJClayworth
    Jan 2, 2021 at 21:45
  • @RonJohn Son may have no other income and thus pay little in taxes.
    – DJClayworth
    Jan 2, 2021 at 21:46
  • @DJClayworth, that's exactly is the case: the firm restricts owners to qualified investors. It's not the platform. So, I'm curious whether it is possible to circumvent this with some sort of effective ownership transfer.
    – Aksakal almost surely binary
    Jan 2, 2021 at 23:02
  • @RonJohn, that's a different consideration, given the income bracket etc.
    – Aksakal almost surely binary
    Jan 2, 2021 at 23:04

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